Category: 4584-49-0

Maristany, Jose M. Millet published the artcileDerivatives of N-methyl-4-phenylpiperidine-4-carboxylic and 2,2-diphenyl-4-dimethytaminovaleric acids, Category: chlorides-buliding-blocks, the publication is Rev. real acad. cienc. exact., fís. y nat. Madrid (1961), 59-103, database is CAplus.

N-Carboxyalkylamides of the title acids (I and II, resp.), analogs of dolatin and methadone, were prepared and tested. Derivatives of II had comparable spasmolytic activity, derivatives of I had low activity, and none had analgesic activity. The total syntheses of the chlorides (III and IV) of I and II were described with minor modifications of literature preparations Attempted condensations of III and IV with Et (V), Pr (VI), iso-Pr (VII), allyl (VIII), and Bu carbamates in the presence of Na and C₆H₆ at reflux, Na and Et₂O at reflux, EtMgBr (i.e., MgBr salt of the carbamate), Na and C₅H₅N, and alone gave poor results and the following method was adopted. To 10 g. NaH (50% dispersed in mineral oil) in 150 ml. anhydrous C₆H₆ was added 0.2 mole NH₂CO₂R in 250 ml. anhydrous C₆H₆ with cooling and stirring at a rate to maintain the temperature at 6-7°. Stirring was continued 30 min., during addition of 27.4 g. III.HCl (freshly prepared) in 150 ml. anhydrous C₆H₆, 2 hrs. more at 6-7°, 4 hrs. while the mixture warmed to room temperature, and 1 day longer. Workup yielded CH₂.CH₂.NMe.CH₂.CH₂.C(Ph)CONHCO₂R (X): (R in X, g. crude yield, m.p., and g. recovered acid given): Et, 16, 140-1.5° (Me₂CO), 9.5; Pr, 18.5, 138-9.5° (Me₂CO), 7; iso-Pr, 15, 136-8o (Me₂CO), 6; allyl, 16, 112-13.5° (Me₂CO), 8; Bu (XI), 15, 99.5-100.5° (Me₂CO) [picrate m. 163-4.5° (EtOH); HCl salt m. 108-10° (decomposition)], 6. X were very soluble in Me₂CO and EtOH, slightly soluble in Et₂O, and soluble in C₆H₅, 5% NaOH, and acids. Me₂NCHMeCH₂CPh₂CONHCO₂R (XII) were prepared similarly from 6.9 g. Na sand and 0.3 mole NH₂CO₂R (R in XII, g. pure yield, and m.p. given): Et, 10, 153-4.5° (Me₂CO); Pr, 10, 158-9° (Me₂CO); iso-Pr, 10, 140-1° (Me₂CO); allyl, 13.8, 139-9.5° (Me₂CO); and Bu (XIII), 12, 97-7.5° (Me₂CO) [picrate m. 128° (indefinite); HCl salt, liquid]. XII had the same solubilities as X, but were insoluble in dilute NaOH. XI was hydrolyzed by acid to the corresponding starting acid and by aqueous NH₃ and NaOEt in EtOH to the corresponding amide, whereas XIII was hydrolyzed by all three reagents to its corresponding amide. V (81 g.), 66 g. VI, and 60 g. VIII were prepared by heating 100 g. (NH₂)₂CO and 600 ml. of the appropriate alc. in an autoclave 60 hrs. at 160°, distilling the mixture to 150°, and distilling the residue in vacuo. Urea nitrate (200 g.) and 1 l. iso-PrOH refluxed 100 hrs. and the mixture worked up similarly gave 89 g. VII.

Rev. real acad. cienc. exact., fís. y nat. Madrid published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kozakiewicz, Irena published the artcileReactions of 2-(4-chloro-2-mercapto-5-methylbenzenesulfonamido)-5-methylimidazoline with some (dialkylamino)alkyl chlorides, Name: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Annales Academiae Medicae Gedanensis (1995), 367-70, database is CAplus.

Reactions of 2-(4-chloro-2-mercapto-5-methylbenzenesulfonamido)-5-methylimidazoline with some (dialkylamino)alkyl chlorides were described. Thus, treating mercaptobenzenesulfonamido derivative I (R = H) with RCl·HCl [R = CH₂CH₂NR’₂, R’ = Me, Bu, Pr; R = (CH₂)₃NMe₂, CH₂CH₂NR”₂, NR”₂ = morpholino; R = CH₂CMe₂NMe₂, CHMeCH₂NMe₂] in Me₂CHOH containing Me₂CHONa gave 23-72% alkylated I (same R).

Annales Academiae Medicae Gedanensis published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Name: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ofner, P. published the artcileAmidone. Some isomeric chlorodialkylaminopropanes and their reaction with diphenylmethyl cyanide, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Journal of the Chemical Society (1951), 1800-3, database is CAplus.

MeCH(NMe₂)CO₂Et is reduced by the Bouveault-Blanc procedure to 55% of MeCH(NMe₂)CH₂OH (I), b. 145-8° (picrate, orange-yellow, m. 182-3°); 20 g. I in 45 cc. C₆H₆, added (20 min.) to 23 g. SOCl₂ in 90 cc. C₆H₆ at 0°, allowed to warm to room temperature, and refluxed 1.5 h., give 59% MeCH(NMe₂)CH₂Cl.HCl (II), m. 103-4°. Me₂NCH₂CHMeOH (III) yields a picrate, orange-yellow, m. 83-4°. III (20 g.) and 23 g. SOCl₂, as above, give 73% Me₂NCH₂CHMeCl.HCl (IV), m. 190-1°. I (20 g.) in 45 cc. C₆H₆, treated with 23 g. SOCl₂ in 90 cc. C₆H₆ and the gummy residue refluxed with 150 cc. Me₂CO, gives 34% IV; the II is removed by the Me₂CO. 1-Piperidino-2-propanol (b₇₆₂ 198-201°; picrate, m. 134-5°) gives with SOCl₂ 2-chloro-1-(1-piperidyl)propane-HCl (V), m. 213-14°. 1-(1-Piperidyl)-3-propanol (m. 66-7°) with SOCl₂ gives 1-chloro-3-(1-piperidyl)propane (VI), b₁₀ 79-80°; HCl salt, m. 213-14°. The mother liquor from V or VI did not contain the other isomer. 1-Allylpiperidine (picrate, m. 72-3°) does not add HCl. The base, Me₂NCH₂CHMeCl (VII), liberated from IV by dilute NH₄OH at 0° or with 40% NaOH at room temperature, is stable and gives the same picrate, even after distillation (b₃₅ 36-7°). The base liberated from II at room temperature by 40% NaOH solution is Me₂NCHMeCH₂Cl (VIII) (Schultz, et al., C.A. 42, 4934i). VIII can be heated in an inert solvent and can be agitated in an inert solvent with NaOH or NaNH₂ without undergoing decomposition or isomerization; on distillation in vacuo, VIII is isomerized and VII and VIII can be separated by fractional crystallization of the picrates. The relative proportions of the isomers formed in the alkylation of PhCH₂CN with VII or V were determined by effecting as complete as possible a separation of the isomers giving the more sparingly soluble salts. In the dimethylamino series, the N-compounds from the more sparingly soluble salts, whereas in the analogous piperidyl series, the salts of the iso compounds have the lowest solubility In the former series at least 60% of the cyanide was formed by isolation as 6-dimethylamino-4,4-diphenyl-3-heptane-HBr and in the latter at least 45% of the isocyanide as 3-imino-5-methyl-4,4-diphenyl-6-(1-piperidyl)hexane-2HCl. Thus, the relative proportions vary according to the nature of the basic groups of the Cl base employed in the alkylation.

Journal of the Chemical Society published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hansen, Bertil published the artcilePreparation of thiocholine esters. II. Esters of α- and β-methylthiocholine, Category: chlorides-buliding-blocks, the publication is Acta Chemica Scandinavica (1959), 159-62, database is CAplus.

cf. CA 52, 14538g. α-Methyl- and β-methylthiocholine halide esters of benzoic and the lower fatty acids were prepared in good yield from Me₂NCHMeCH₂SH (I), b₈₈ 71°, n²⁵_D 1.4538, d₂₅ 0.8693, and HSCHMeCH₂NMe₂ (II), b₇₀ 78.5°, n²⁵_D 1.4684, d₂₀ 0.9046, resp., by esterification with Ac₂O and quaternization with MeI. The α-Me esters were also prepared from 1,2-propylene sulfide by adding the acid bromide and then quaternizing with Et₃N. The II was synthesized (Renshaw, et al., CA 32, 7412¹) from Me₂NCH₂CHMeCl.HCl (III), m. 185°, and (H₂N)₂CS. An attempt to prepare I similarly from MeCHNMe₂CH₂Cl.HCl and (H₂N)₂CS gave only II; addition of Me₂NH to propylene sulfide, b₁ 74-6° (prepared in 58% yield from propylene oxide and (H₂N)₂CS, in Et₂O gave I as the only product. Esters of MeCHBrCH₂SH prepared were: 73% acetate, b₆ 72-3°; 66% propionate, b₉ 93-6°; 53% butyrate, b₈ 99.5-100.5°; and 53% valerate, b₁₀ 125-6.5°. Esters of α-methylthiocholine bromide: 63% acetate, m. 187°; 63% propionate, m. 154°; 54% butyrate, m. 170°; and 67% valerate, m. 179°. Also prepared were the acetate, b₁₁ 64.5-6°, propionate, b₁₂ 67-81°, butyrate, b₉ 80-8°, isobutyrate, b₁₀ 85-94°, valerate, b_0.07 53-60°, and benzoate, b_0.01 88-96°, of I, and the acetate, b₁₁ 76-82°, propionate, b₁₀ 78-88°, butyrate, b_1.8 74-85°, isobutyrate, b₁₂ 86-92°, valerate, b_0.3, and benzoate, b_0.03 120-5°, of II. α-Methylthiocholine bromide acetate, m. 188°, and the following β-methylthiocholine bromide esters (acetate, m. 168°, 67% butyrate, m. 164°, and 32% isobutyrate, m. 140°), α-methylthiocholine iodide esters (50% acetate, m. 164°, 61% propionate, m. 155°, 62% butyrate, m. 130°, 82% isobutyrate, m. 158°, 62% valerate, m. 152°, and 54% benzoate, m. 136°), and β-methylthiocholine iodide esters (70% acetate, m. 150°, 65% propionate, m. 132°, 67% butyrate, m. 164°, 32% isobutyrate, m. 140°, 31% valerate, m. 74°, and 76% benzoate, m. 194°) were prepared III refluxed 65 h. with (H₂N)₂CS in absolute EtOH gave 52% S-(1-dimethylamino-2-propyl)isothiuronium chloride hydrochloride, m. 154° (PrOH).

Acta Chemica Scandinavica published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cadogan, J. I. G. published the artcileThe production of 1,4-dialkylpiperazines by the thermal decomposition of 1,1,4,4-tetraalkylpiperazinium salts, COA of Formula: C5H13Cl2N, the publication is Journal of the Chemical Society (1955), 2971-3, database is CAplus.

Several 1,1,4,-4-tetraalkylpiperazinium dihalides were prepared and their pyrolysis products studied. All the dichlorides investigated gave the 1,4-dialkylpiperazine and alkyl chloride in 72-88% yield at atm. pressure. The dibromides under comparable conditions gave lower yields. Et₂NCH₂CH₂Cl.HCl (0.5 mole) added to a vigorously stirred ice-cold mixture of 500 ml. H₂O and 250 ml. Et₂O, treated with solid Na₂CO₃, and the layers separated yielded from the dried (MgSO₄) Et₂O layer a yellow oil which, refluxed with 250 ml. EtOH 3 hrs., gave 80% 1,1,4,4-tetraethylpiperazinium dichloride (I), plates, m. above 300° (from MeOH/acetone). Similarly, MeEtNCH₂CH₂Br.HBr gave 65% 1,4-diethyl-1,4-dimethylpiperazinium dibromide, m. 295° (from aqueous EtOH), and (CH₂Br)₂ with (CH₂NMe₂)₂ in EtOH gave 83% 1,1,4,4-tetramethylpiperazinium dibromide (II), m. above 330° (from aqueous EtOH). Ethylene oxide (40 g.) passed into 101 g. NHPr₂, 20 ml. N H Cl added, and the mixture, which became dark, kept 2 hrs. at 60°, yielded from the organic layer 75% Pr₂NCH₂CH₂OH, b₂₀ 90-2° n_D²⁵ 1.4375, converted into Pr₂NCH₂CH₂Cl.HCl with excess SOCl₂ in dry C₆H₆ at 0°. The free base was isolated and converted as above to 51% 1,1,4,4-tetrapropylpiperazinium dichloride (III), m. 295° (from EtOH/EtOAc). Similarly, ethylene oxide and NHBu₂ gave 68% Bu₂NCH₂CH₂OH, b₁₀ 104°, n_D²⁵ 1.4422, converted to 47% 1,1,4,4-tetrabutylpiperazinium dichloride monohydrate (IV), m. 239° (from aqueous EtOH-EtOAc). Me₂NCH₂CH(OH)Me was converted into Me₂NCH₂CHMeCl.HCl by the method of C.A. 42, 4934i and the latter converted to 65% hexamethylpiperazinium dichloride (V), m. 275° (from EtOH-C₆H₆). The tetraalkylpiperazinium salts were warmed with a free flame until decomposition began, with slight suction maintained to draw the alkyl halides into a cold trap, and the bases collected and fractionated from KOH. In this way were prepared the following 1,4-dialkylpiperazines (alkyl, % yield, b.p./mm., n_D²⁵ and m.p. of: dimethiodide given): Et, 88, 68°/10, 1.4520, 240°; Pr, 80, 84°/10, 1.4514 228°; Bu, 72, 112°/10, 1.4542, 215°; Me, 10., 130°/760, 1.4448, 310°. V gave 87% tetramethylpiperazine, b₁₀ 62, n_D²⁵ 1.4522; monomethiodide, m. 251°.

Journal of the Chemical Society published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, COA of Formula: C5H13Cl2N.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Surnin, V. A. published the artcileAminoalkylation of hydrazine by 2-halopropylamine hydrohalides, SDS of cas: 4584-49-0, the publication is Zhurnal Organicheskoi Khimii (1983), 19(11), 2288-94, database is CAplus.

MeCHXCH₂NRR¹.HX¹ (I; X = OH; R = H, R¹ = H, Me, Me₃C, Ph; R = R¹ = Me; X¹ = Br) reacted with PBr₃ or SOCl₂ to give 6 corresponding I (X = X¹ = Br, Cl) (II) in 31-90% yield. II reacted with N₂H₄.H₂O in MeOH to give mixtures of 5 corresponding H₂NNHCHMeCH₂NRR¹ (III) and RR¹NCHMeCH₂NHNH₂ (IV) with the latter predominating, indicating an aziridinium salt intermediate. All 10 III and IV condensed with 1 equivalent Me₂CO in C₆H₆ to give the corresponding Me₂C:NNHCHMeCH₂NRR¹ and RR¹NCHMeCH₂NHN:CMe₂, resp. Treating III (R = R¹ = H) and IV (R = R¹ = H) with excess refluxing Me₂CO containing potash gave 40% iminoimidazolidines V (Z = CHMeCH₂, CH₂CHMe).

Zhurnal Organicheskoi Khimii published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H10Cl3O3P, SDS of cas: 4584-49-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lin, Lian-Fang published the artcileSyntheses of methadone and 5-nitrofurfural, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Bulletin of the Institute of Chemistry, Academia Sinica (1980), 13-17, database is CAplus.

EtCOCPh₂CH₂CHMeNMe₂ (I), was prepared from ClCH₂CHMeOH (II) in 4 steps. Thus, amination of II with Me₂NH and subsequent SOCl₂ chlorination gave Me₂NCH₂CHClMe, which condensed with Ph₂CHCN in aqueous NaOH to give Ph₂C(CN)CH₂CHMeNMe₂. Reaction of the latter with EtMgBr and subsequent hydrolysis gave I. Nitration of furfural by HNO₃-H₂SO₄ in Ac₂O gave 2-(diacetoxymethyl)-5-nitrofuran, which was treated with 73% H₂SO₄ to give 5-nitrofurfural, an intermediate in the preparation of furazolidone.

Bulletin of the Institute of Chemistry, Academia Sinica published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gupta, Atul published the artcileEvaluation of in-vivo anti-implantation and in-vitro anti-proliferative activities of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Letters in Drug Design & Discovery (2009), 6(1), 46-50, database is CAplus.

A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated for their anti-implantation activity in mature female Sprague-Dawley rat model. Compounds were further evaluated for anti-proliferative activity in human adenocarcinoma breast cancer cell line (MCF-7 cancer cell line). The tested compounds showed significant anti-proliferative activity with moderate anti-implantation activity. The inhibitory concentration (IC₅₀) values of most active compounds 11 (c-e) are 8.43 μM, 7.97 μM and 7.91 μM resp. and comparable to that of tamoxifen (5.10 μM), a well known antiestrogen used for treatment of breast cancer.

Letters in Drug Design & Discovery published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bourquin, J. P. published the artcileSyntheses in the phenothiazine family. II. N-Substituted phenothiazinethiol derivatives, Formula: C5H13Cl2N, the publication is Helvetica Chimica Acta (1958), 1072-108, database is CAplus.

cf. C.A. 52, 18423d. 2-(N-Methyl-2-pyrrolidyl)ethanol (31.0 g.) in 200 ml. CHCl₃ treated with HCl 10 min. at 10°, 59.0 g. SOCl₂ added, after 2 hrs. at 70° the mixture concentrated, treated with 160 ml. 3N NaOH, extracted with Et₂O, and the dried extracts distilled gave 90% 2-(N-methyl-2-pyrrolidyl)-1-chloroethane (I), b₁₁ 65-6°; picrate, m. 133-5° (EtOH). BuNHMe (60.9 g.) and 54.6 g. Br(CH₂)₃Cl in boiling Et₂O 24 hrs. gave 68% BuMeN(CH₂)₃Cl, b₁₃ 71-2°; picrate, m. 94-6° (EtOH). BrCH₂CHMeCH₂Cl (68.6 g.), 36.0 g. Me₂NH, and 20 ml. C₆H₆ heated in an autoclave at 110° 7 hrs., 100 ml. H₂O and 320 ml. 10% HCl added, and the mixture extracted with 250 ml. Et₂O and 140 ml. 30% NaOH gave 68% Me₂NCH₂CHMeCH₂Cl, b₁₁ 35-6°. To 50.0 g. N-methylpiperazine in 150 ml. MeOH was added 37.7 g. propylene oxide, the mixture boiled 3 hrs., and distilled giving 70% N-methyl-N’-(2-hydroxypropyl)piperazine (II), b₁₁ 91-3°. II (50.7 g.) in 250 ml. C₆H₆ saturated with HCl, 78.2 g. SOCl₂ added, the mixture refluxed 5 hrs. then concentrated, 100 ml. H₂O and 120 ml. 30% NaOH added, the mixture extracted with 600 ml. C₆H₆, and the extract distilled gave 60% N-methyl-N’-(2-chloropropyl)piperazine, b₁₁ 87-9°; di-HCl salt, m. 233-5° (EtOH). N-Methylpiperazine (46.8 g.) and 40 g. BrCH₂CHMeCH₂Cl in 120 ml. refluxing Et₂O 24 hrs. gave 30% N-methyl-N’-(3-chloro-2-methylpropyl)piperazine, b₁₁ 99-100°; di-HCl salt, m. 234-6° (MeOH). Similarly, 233 g. N-benzylpiperazine and 104 g. Br(CH₂)₃Cl in 370 ml. Et₂O 48 hrs. gave 75% N-benzyl-N’-(3-chloropropyl)piperazine, b_0.01 132-6°; di-HCl salt, m. 249-51° (absolute EtOH). 2-(Methylthio)phenothiazine (III) (16.65 g.), 3.18 g. NaNH₂, and 100 ml. absolute xylene refluxed 3 hrs., 10.0 g. I in 10 ml. absolute xylene added during 1.5 hrs., after refluxing 3 hrs. and cooling 5 g. NH₄Cl and 150 ml. H₂O added, the xylene layer extracted with 115 ml. 15% tartaric acid, 35 ml. concentrated NaOH added, and the freed base extracted with 100 ml. C₆H₆ gave 85% 10-[2-(N-methyl-2-pyrrolidyl)ethyl]-2-(methylthio)phenothiazine, b_0.008 209°; tartrate, sintered 70°, m. 115°. Similarly prepared were the following 10-[2-(N-methyl-2-pyrrolidyl)ethyl]-2-(alkylthio)phenothiazines (alkyl groups given): Et, b_0.01 213° (tartrate-0.5-H₂O, sintered 65°, m. 90°); iso-Pr, b_0.008 217° (tartrate-0.5H₂O, sintered 70°, m. 90°); Bu, b_0.01 225° (tartrate-0.5H₂O, sintered 60°, m. 75°). 10-[2-(N-Methyl-2-piperidyl)ethyl]-2-(alkylthio)phenothiazines (alkyl groups given): Et (IV) [80% from 18.89 g. 2-(ethylthio)phenothiazine (V) and 14.7 g. 2-(N-methyl-2-piperidyl)-1-chloroethane], b_0.008, m. 57-9° (iso-PrOH) (tartrate, sintered 70°, decompose 135°); Pr, b_0.01 247° (tartrate, sintered 70°, decompose 120°); iso-Pr, b_0.05 223°, m. 73-5° (tartrate, sintered 70°, decompose 120°); Bu, b_0.005 227°; iso-Bu, b_0.003 215°; sec-Bu, b_0.007 215°; n-hexyl, b_0.015 235°; PhCH₂ (VI), b_0.01 246° (tartrate-0.5-H₂O, sintered 75°, m. 105°). 10-(N-Methyl-3-piperidylmethyl)-2-alkylphenothiazines (alkyl groups given): Me [60% from 50.0 g. III and 33.8 g. N-methyl-3-(chloromethyl)piperidine], b_0.01 207° [HCl salt, sintered 110°, decompose 124-6° (Me₂CO); tartrate-0.5H₂O, sintered 75°, decompose 140° (EtOAc); oxalate, decompose 182-4° (absolute EtOH)]; Et, b_0.01 222° (tartrate, sintered 75°, m. 140°); Pr, b_0.01 225°, sintered 85°, m. 145°; iso-Pr, b_0.01 216° (tartrate-0.5H₂O, sintered 75°, decompose 140°); Bu, b_0.01 223° (tartrate, sintered 80°, decompose 100°); iso-Bu, b_0.005 207° (tartrate-0.5H₂O, sintered 85°, m. 120°); sec-Bu, b_0.005 206°, tartrate-0.5H₂O, sintered 80°, m. 110°); PhCH₂, b_0.007 236° (tartrate-H₂O, sintered 90°, m. 120°). 10-(3-Dimethylaminopropyl)-2-(alkylthio)phenothiazines (alkyl group given): Et (80-5% from 20.0 g. V and 11.3 g. Me₂N(CH₂)₃Cl), b_0.008 200° [tartrate, sintered 110°, m. 117-9° (absolute EtOH)]; Pr, b_0.02 227° (tartrate-0.5H₂O, sintered 55°, decompose 90°); iso-Pr, b_0.01 198° (tartrate-0.5H₂O, sintered 60°, decompose 90°; oxalate, decompose 206-8°); Bu, b_0.005 202°; iso-Bu, b_0.004 195°; sec-Bu, b_0.006 189°; PhCH₂, b_0.01 224° (tartrate, sintered 65°, m. 85°). 10-Dialkylaminoalkyl-2-(methylthio)phenothiazines (dialkylaminoalkyl groups given): Me₂NCH₂CH₂ (85% from 50.0 g. III and 22.0 g. Me₂NCH₂CH₂Cl), b_0.01 195-6°, m. 72-4° (iso-PrOH) [HCl salt, m. 175-7° (absolute EtOH)]; Et₂NCH₂CH₂, b_0.01 198° (HCl salt, m. 160-2°); Et₂NCHMeCH₂, b_0.01 182° (HCl salt, sintered 194°, m. 202-4°); 2-(N-pyrrolidyl)ethyl, b_0.01 219-21°, m. 73-5° (HCl salt, m. 170-2°); 2-(N-methyl-N’-piperazyl)ethyl, b_0.02 228-30°, m. 85-7° (di-HCl salt, decompose 243-5°); 3-(N-piperidyl)propyl, b_0.05 235-7° (tartrate, sintered 65°, decompose 100°; methobromide, sintered 165°, m. 178-80°); 3-(N-benzyl-N’-piperazyl)propyl, m. 82-4° (di-HCl salt, sintered 225°, decompose 236-8°); 3-(N-morpholyl)propyl, b_0.03 240-2°, m. 100-2° (HCl salt, sintered 146°, m. 152-4°); 2-(N-pyrrolidyl)propyl, b_0.015 204° (HCl salt, m. 177-9°); 2-(N-methyl-N’-piperazyl)propyl, b_0.01 211° (di-HCl salt-0.5H₂O, sintered 210°, m. 224-6°). 10-Dialkylaminoalkyl-2-(isopropylthio)phenothiazines: Me₂NCH₂CH₂, b_0.015 189° (HCl salt, m. 182-4°); Et₂NCH₂CH₂, b_0.01 187° (HCl salt, m. 162-4°);

Helvetica Chimica Acta published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Formula: C5H13Cl2N.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zawadowski, Teodor published the artcileSynthesis of 3-carboxy-2,7-dimethylfuro[2,3-f]benzofuran and some of its derivatives with expected pharmacological activity. I, Application In Synthesis of 4584-49-0, the publication is Acta Poloniae Pharmaceutica (1986), 43(1), 13-17, database is CAplus.

O-Alkylation of benzofuran I (R = H) with BrCH₂CO₂Et gave I (R = CH₂CO₂Et), which was saponified with KOH and cyclized (NaOAc in Ac₂O) to benzodifuran II. II was converted to Me, Et, and several tertiary 2-aminoalkyl esters, isolated as HCl salts.

Acta Poloniae Pharmaceutica published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C6H8N2O2S, Application In Synthesis of 4584-49-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics