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.
Ford-Moore, A. H. published the artcileSynthetic mydriatics, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Journal of the Chemical Society (1947), 55-60, database is CAplus and MEDLINE.
Tertiary (chloroalkyl)amine HCl salts were prepared by the method of Gough and King (C.A. 23, 91). Quaternary (chloroalkyl)ammonium chlorides were prepared by addition of MeI to the tertiary base and subsequent digestion with AgCl or by keeping the quaternary hydroxyalkylammonium chloride in CHCl3, with SOCl2. Dimethylethyl(2-hydroxyethyl)ammonium picate, yellow, m. 251°; dimethylethyl(2-chloroethyl)ammonium chloride, hygroscopic, m. 213° (decomposition) (picrate, orange, m. 200°); dimethyl(2-hydroxyethyl)isopropylammonium chloride, hygroscopic; (2-chloroethyl)isopropylamine-HCl m. 180-1° (2-chloroethyl)diisopropylamine-HCl m. 110°; dimethyl(2-chloropropyl)amine-HCl, hygroscopic, m. 196°; Me dimethylaminotert-butyl ketone-HBr m. 174° (picrate, yellow, m. 150°); 3-chloro-1-dimethylamino-2,2-dimethylbutane picrate m. 160°; 3-dimethylamino-2,2-dimethyl-1-propanol-HBr m. 158-9°; 1-(2-chloroethyl)piperidine-MeI m. 176-7°; 1,1-dimethyl-3-(chloromethyl)piperidinium iodide m. 176-7°. 4-(2-Hydroxyethyl)thiamorpholine-MeCl, m. 258° (decomposition), from 4-methylthiamorpholine and Cl(CH2)2OH; 4-(2-chloroethyl)thiamorpholine-MeCl decompose 232-5°. Me2N(CH2)2NH2 forms a monobenzilate, m. 152°, and a dibenzilate, m. 168-9°; the former, heated at 185° 2 hrs. and 0.5 hr. in vacuo, gives N-(2-dimethylaminoethyl)benzilamide-HO2CC(OH)Ph2, m. 126°; the free amide m. 124°. 1-Naphthyl isonitrosobenzyl ketone (I), yellow, m. 130-1°; 1,2-dioxo-1-phenyl-2-(1-naphthyl)ethane (II) m. 102-3°. Phenyl(1-naphthyl)glycolic acid (III), with 2 mols. H2O, m. 117° and then 147-8°; concentrated H2SO4 gives a greenish-yellow color turning green. The 2-isomer of I m. 159-60°; of II m. 88-9°; of III m. 145-6° and with concentrated H2SO4 gives a greenish-blue color turning mauve. 2-Dimethylaminoethyl benzilate m. 91-2°; H benzilate m. 159-60°. 2-Diethylaminoethyl benzilate m. 54°. 2-(Methylpropylamino)ethyl benzilate-HCl, m. 154°. 3-Dimethylamino-2,2-dimethylpropyl benzilate, m. 66-7°; piperidinoethyl benzilate, m. 71-2°. β-4-Benziloyloxy-1,2,2,6-tetramethylpiperidine m. 155-6°; the α-form m. 137-8°; 4-benzilyloxy-1,2,2,6,6-pentamethylpiperidine m. 94°. The benzilic esters were prepared as follows: An intimate mixture of the (chloroalkyl)dialkylamine-HCl and K benzilate is heated at 140-60° 3-4 hrs., the cooled melt extracted with hot EtOH, and the residue from the EtOH stirred with Me2CO; in a few cases, the amine and the acid were heated in boiling PHCl, from which the ester-HCl separated (IV). The (chloroalkyl)trialkylammonium chloride (or iodide) is heated in boiling EtOH with K (or Ag) benzilate 1 hr., and the filtrate evaporated and heated at 100° until solid (V). The tertiary aminoalkyl benzilate and an alkyl halide are heated without solvent or in Me2CO; the methiodide and AgCl in MeOH give the methochloride (VI). The dry tertiary amino alc.-HCl is heated with Ph2ClCCOCl until HCl evolution ceases (3-5 hrs.) (VII). The potency of these compounds is discussed in C.A. 40, 159.6. The following benzilates, Ph2C(OH)CO2R.R’X, were prepared by the methods indicated: R.R’X = CH2CH2NMe2.HCl (IV), m. 188-9°; CH2CH2NMe2.MeCl.-0.5H2O (V), m. 218°; CH2CH2NMe2.EtCl (VI, V), m. 213°; CH2CH2NMe2.iso-PrCl (V), m. 199-200°; CH2CH2NMe2.PrBr (VI), m. 186-7°; CH2CH2NMe2.CH3CH:CH2Br (VI), m. 161-2°; CH2CH2NMe2.BuBr (VI), m. 143-4°; CH2CH2NMe2.AmBr (VI), m. 129-30; CH2CH2NMe2.BrCH2CH2Br (VI), m. 173°; CH2CH2NEt2.HCl (IV), m. 174-5°; CH2CH2NEt2.MeCl (V), m. 184-5°; CH2CH2NEt2.EtBr (VI), m. 220°; CH2CH2NEt2.PrBr (VI), m. 171°; CH2CH2N(iso-Pr)2.HCl (IV), m. 147-8°; CH2CH2N(iso-Pr)2.MeCl (VI), m. 174-5°; CH2CH2NMeEt.PrBr (VI), m. 189°; (CH2)3NEt2.MeCl (V), m. 195°; (CH2)3NMeEt.MeCl (V), m. 181°; CHMeCH2NMe2.EtBr (VI), m. 213°; CHMeCMe2CH2NMe2.HCl (VII), m. 174-5°; CH2CMe2CH2NMe2.EtI (VI), m. 136-7°; CH2CH2NC5H10.HCl (IV), m. 170-1°; 2-(1-piperidyl)ethyl MeCl (V), m. 215°; 2-(1-piperidyl)isopropyl-HCl (VI), m. 167-8°; CH2CH2NC4H8O.HCl (IV), m. 181°; 2-(4-morpholinyl)ethyl-MeCl (V), m. 207-8°; 2-thiamorpholinyl)ethyl-MeCl (V), m. 227° (decomposition) (dioxide, CH2CH2N(CH2.CH2)2SO2.MeCl (V), m. 225° (decomposition)); (1-methyl-3-piperidyl) methyl-Me Cl (V), m. 238° (decomposition); β-form of 1,2,2,6-tetramethyl-4-piperidyl-HCl (VII), m. 244° (decomposition) (methiodide (VI), m. 225° (decomposition); methochloride, with 1 mol. iso-PrOH, m. 224° (decomposition)); α-form methiodide (VI), m. 239° (decomposition) (methochloride (VI), with 1 mol. iso-PrOH, m. 212° (decomposition)); 1,2,2,6,6-pentamethyl-4-piperidyl-HCl (VII), m. 253° (decomposition) (ethobromide (VI), m. 255° (decomposition)). PhMeC(OH)CO2CH2CH2NMe2.MeCl.H2O (V) m. 170°; PhCH(CH2OH)CO2CH2CH2NMe2.MeCl.0.5H2O (V) m. 178-9°; PhMeC(OH)CO2CH2CH2NC5H10.MeCl (V) m. 164-5°; (C6H4)2C(OH)CO2CH2CH2NC4H8O.HCl (IV) m. 195-6°; PhMeC(OH)CO2CH2CH2NC4H8O.HCl (IV) m. 192° (decomposition); Ph2C(OH)CONHCH2CH2NMe2.EtBr (VI) m. 227°; 2-C10H7 CPh(OH) CO2CH2CH2NMe2.EtCl (IV) m. 221° (decomposition); 1-C10H7CPh(OH) CO2CH2CH2NMe2.EtCl (V) m. 194-5°.
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