Author: tianli

Related Products of 4584-46-7, The chemical industry reduces the impact on the environment during synthesis 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, I believe this compound will play a more active role in future production and life.

Solution of 2-(dimethylamino)ethyl chloride in heptane. To 2-(dimethylamino)ethyl chloride hydrochloride (10 g, 100 mmol) was added water (12 mL) and heptane (10 g). The mixture was stirred, and the pH of the aqueous phase was cautiously adjusted to pH 10 using a concentrated solution of sodium hydroxide, and the mixture was stirred for 45 min. The organic phase was separated, and the aqueous phase was extracted with further heptane (2.5 g). The combined organic phases were washed with water (5 mL) and then dried over anhydrous potassium carbonate for 15 min before filtering. This solution was used directly in the following step. Analysis by MR indicated that the concentration of 2- (dimethylamino)ethyl chloride was approximately 25 % w/w in heptane.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-N,N-dimethylethanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; B?GES?, Klaus, Peter; JUHL, Karsten; ZHONG, Huailing; L?LAND, Claus, Juul; WO2013/110313; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 1871-57-4

To a cold (-78 C, acetone/solid CO2) and magnetically stirred solution of diisopropylamine (0.8 mL, 5.7 mmol) in anhydrous THF (15 mL) under an argon atmosphere, a solution of n-BuLi in hexanes (2.3 mL, 2.5 M, 5.7 mmol) was added dropwise.When n-BuLi addition was finished, the solution was allowed to warm to 0 C for 1 h, it was cooled again to -78 C, and a solution of 11 (690 mg, 2.38 mmol) in anhydrous THF (8 mL) was added dropwise. Then, the solution was stirred a -78 C for 15 min and allowed to warm to 0 C for 1 h. The solution was again cooled to -78 C and 3-chloro-2-(chloromethyl)-1-propene (0.36mL 96% content, 373 mg, 3.0 mmol) was added dropwise. The reaction mixture was allowed towarm to room temperature and it was stirred for 3 days at this temperature. The mixture was made acidic with aqueous 1N HCl (10 mL) and was extracted with Et2O (3¡Á50 mL). The combined organic extracts were dried (anhydrous Na2SO4) and concentrated in vacuo to give abrown waxy residue (960 mg) that was subjected to column chromatography (silica gel 35-70mum, 30 g, hexane/EtOAc mixtures) to give on elution with hexane/EtOAc 9:1, product 12 (515mg, 63% yield) as a yellow solid. Rf 0.51 (silica gel, 8 cm, hexane/EtOAc 8:2); mp 190-192 C (from EtOAc/hexane); IR (ATR, numax, cm-1): 1770w and 1693s (C=O st); 1H NMR (400 MHz,CDCl3) delta 1.65 (br s, H2O), 2.11 [dt, 2JHH 16.4 Hz, 4JHH 2.4 Hz, 2H, 16(18)-Hn], 2.47 (s, 3H, NCH3),2.64 [br d, 2JHH 16.4 Hz, 2H, 16(18)-Hx], 4.51 [s, 2H, 4(9)-H], 4.61-4.62 (br s, 2H,C17=CH2), 7.06-7.10 [m, 2H, 6(7)-H], 7.17-7.20 [m, 2H, 12(13)-H], 7.21-7.25 [m, 2H, 5(8)-H], 7.34-7.38 [m, 2H, 11(14)-H]; 13C NMR (100.6 MHz, CDCl3) delta 24.5 (CH3, N-CH3), 39.3[CH2, C16(18)], 49.5 [CH, C4(9)], 62.0 [C, C3a(9a)], 108.8 (CH2, C17=CH2), 124.9 [CH,C5(8)], 126.6 [CH, C11(14)], 126.81 [CH, C12(13)], 126.85 [CH, C6(7)], 139.6 [C, C4a(8a)],139.9 [C, C10(15)], 146.6 (C, C17), 180.1 [C, C1(3)]; HRMS (ESI-TOF): calcd. for[C23H19NO2+H]+: 342.1489. Found: 342.1485; Anal. calcd. for C23H19NO2¡¤0.25H2O: C, 79.86;H, 5.68; N, 4.05%. Found: C, 79.47; H, 5.62; N, 3.88%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1871-57-4, its application will become more common.

Reference:
Article; Camps, Pelayo; Gomez, Tania; Otermin, Ane; ARKIVOC; vol. 2014; 2; (2014); p. 103 – 119;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 19752-55-7,Some common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a nitrogen environment, it was dissolved in I-31(32 g, 59.8 mmol) and 250 mL THF, here the 1-bromo-3,5-dichlorobenzene(16.2 g, 71.7 mmol) and tetrakis (triphenylphosphine) put the palladium (0.69 g, 0.60 mmol) was stirred. Into a potassium carbonate (20.7 g, 150 mmol) in saturated water was heated to reflux at 80 ¡ã C for 13 hours. After the reactionwas completed, the reaction solution into water and extracted with DCM then water was removed with anhydrous MgSO4,filter and was concentrated under reduced pressure. Thus the resulting residue was separated and purified by flash columnchromatography to obtain the compound I-32(25.9 g, 78percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,5-dichlorobenzene, its application will become more common.

Reference:
Patent; Cheil Industries Co., Ltd; Lee, Han Ir; Yu, Uhn Sun; Kang, Dong Min; Kang, Uii Soo; Yang, Yong Tak; Oh, Jae Jin; Yu, Dong Gyu; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; Hong, Jin Suk; (59 pag.)KR2015/6758; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13918-92-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 13918-92-8 as follows.

Intermediate 14Preparation of N- [5 -bromo-2-(methyloxy)- 3 -pyridinyll -2,4-difluorobenzenesulfonamideTo a cooled (0 0C) solution of 5-bromo-2-(methyloxy)-3-pyridinamine (20.3 g, 100 mmol) in Pyridine (200 rnL) was added slowly 2,4-difluorobenzenesulfonyl chloride (21.3 g, 100 mmol) over 15 min (reaction became heterogeneous). The ice bath was removed and the reaction was stirred at ambient temperature for 16 h, at which time the reaction was diluted with water (500 mL) and the solids filtered off and washed with copious amounts of water. The precipitate was dried in a vacuum oven at 50 0C to give N-[5-bromo-2- (methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide (12 g, 31.6 mmol, 31.7 % yield). MS (ES) m/e 380.9, 379.0 (M + H)+.

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157191; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 61881-19-4, The chemical industry reduces the impact on the environment during synthesis 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, I believe this compound will play a more active role in future production and life.

2.9. Synthesis of N-Phenyl Trifluoroacetimidate (3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-glucopyranosyl)-(1? 2)-3,7-di-O-benzoyl-4-O-para-bromobenzyl-6-O-benzyl-L-glycero-D-manno-heptopyranoside 2 To a solution of compound 30 (83 mg, 0.072 mmol) in acetone/H2O (10/1, v/v, 2.2 mL), was added NBS (38 mg, 0.22 mmol). After being stirred at room tempearature for 1 h, the mixture was diluted with EtOAc, washed with saturated aqueous NaHCO3 and brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc: 2/1) to afford the corresponding hemiacetal (54 mg, 76%) as a colorless syrup. To a solution of the above hemiacetal (69 mg, 0.070 mmol) and K2CO3 (27 mg, 0.195 mmol) in acetone (1.5 mL), was added 2,2,2-trifluoro-N-phenylacetimidoyl chloride (100 mg, 0.482 mmol). After being stirred at room temperature for 30 min, the solution was filtered and concentrated in vacuo to a residue, which was purified by silica gel column chromatography (hexane/EtOAc: 3/1) to afford 2 (70 mg, 87%) as a colorless syrup: [alpha]20D = +47.32 (c 0.8, CHCl3); 1H NMR (400 MHz, CDCl3) delta 8.06 – 8.01 (m, 4 H), 7.61 – 7.09 (m, 18 H), 6.86 – 6.81 (m, 4 H), 5.62 (dd, J = 9.2, 10.4 Hz, 1 H), 5.59 (dd, J = 2.8, 9.2 Hz, 1 H), 5.05 (dd, J = 9.6, 10.4 Hz, 1 H), 4.85 (d-like, J = 12.0 Hz, 1 H), 4.77 (dd, J = 5.2, 10.8 Hz, 1 H), 4.60 (d-like, J = 12.4 Hz, 1 H), 4.49 – 4.40 (m, 5 H), 4.27 (dd, J = 4.0, 12.4 Hz, 1 H), 4.15 (t, J = 6.4 Hz, 1 H), 4.08 (d-like, J = 9.6 Hz, 1 H), 3.99 (d-like, J = 12.4 Hz, 1 H), 3.40 (dd, J = 4.0, 10.8 Hz, 1 H), 2.12 (s, 3 H), 2.01 (s, 3 H), 1.95 (s, 3 H); 13C NMR (100 MHz, CDCl3) delta 170.5, 169.8, 169.7, 166.2, 165.9, 143.2, 137.8, 136.7, 133.6, 133.3, 131.4, 129.8, 129.7, 129.6, 129.3, 129.2, 128.9, 128.8, 128.6, 128.5, 128.2, 128.1, 124.6, 121.6, 119.4, 99.3, 77.3, 73.6, 73.5, 72.7, 72.5, 72.2, 70.4, 68.5, 68.2, 62.3, 61.5, 61.1, 20.8, 20.7, 20.6; HRMS (ESI) m/z calcd for C55H52BrF3N4O16Na [M+Na]+ 1185.2400, found 1185.2423.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Seeberger, Peter H.; Yang, You; Anish, Chakkumkal, Dr.; Reinhardt, Anika; EP2573100; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4584-46-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4584-46-7 name is 2-Chloro-N,N-dimethylethanamine hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 4-hydroxybenzaldehyde (6.0 g, 49.1 mmol), 2-chloro-N,N- dimethylethanamine hydrochloride (10.61 g, 73.70 mmol) and potassium carbonate (20.37 g, 147.4 mmol) in N,N-dimethylformamide (60 mL) was stirred overnight at 90 C The solvent was evaporated and the residue partitioned between water and ethyl acetate. The organic layer was separated, washed with water and brine, dried over sodium sulphate and the solvent evaporated to yield the title compound (7.25 g, 72%) as a brown oil. LRMS (m/z): 194 (M+1 )+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-N,N-dimethylethanamine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; ALMIRALL, S.A.; BACH TANA, Jordi; PEREZ CRESPO, Daniel; LLERA SOLDEVILA, Oriol; ESTEVE TRIAS, Cristina; TABOADA MARTINEZ, Lorena; WO2015/91531; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Safety of 2,4-Difluorobenzene-1-sulfonyl chloride

General procedure: To 5-(5-(5-Aminopyridin-3-yl)thiophen-2-yl)-2-methyl- isoindolin-1-one (225 mg, 0.79 mmol) in dry pyridine (23 mL) under N2 at RT, was added dropwise, 2,4-difluorobenzenesulphonyl chloride (336 mg, 1.58 mmol) in CH2C12 (3 mL) over 5 mm. The suspension was heated to 45C under N2 for 4 h., at which point another portion of 2,4-difluorobenzenesulphonyl chloride (169 mg,0.79 minol) in CH2C12 (2 mL) was added. The whole mixture was left to stir for at 45C under N2 for 16 h., then the solvent removed under reduced pressure. The resulting residue was suspended in acetone (10 mL), 1 M HCI (20 mL) added, and the entire mixture stirred for 10 minutes. The solid was then collected by filtration, washed well with 1 M HC1 and water, dried, and purified by chromatography as described below.In cases where the bis-sulphonarnide was also formed, a second step was introduced where the crude product above was treated with a 1:1 mixture of 1 ,4-dioxane and 2 M NaOH. The crude suiphomamide resulting from subsequent acidification of the reaction mixture was isolated by filtration, washed well with wafer, and dried. Purification was carried out by flash column chromatography (2% MeOHJCH2C12 as eluant), giving the title compound(1) as a pale yellow solid (211 mg, 54%), mp (MeOH/CH2C12) 266-269C. ?H NMR [400 MHz, (CD3)2S0] oe 11.15 (br s, 1 H), 8.69 (d, J= 2.0 Hz, I H), 8.25 (d, J= 2.4 Hz, 1 H), 8.01 (dt, J 8.7, 6.3 Hz, 1 H), 7.95 (s, I H), 7.83 (dd, J= 8.0, 1.5 Hz, 1 H), 7.68-7.75(m, 3 H), 7.65 (d, J 3.9 Hz, 1 H), 7.58 (dt, J 8.9, 2.4 Hz, I H), 7.30 (dt, J 8.2, 2.0 Hz,I H), 4.52 (s, 2 H), 3:09 (s, 3 H). Anal. (C24H17F2N303S2) C, H, N.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PETER MACCALLUM CANCER INSTITUTE; SPICER, Julie Ann; DENNY, William Alexander; MILLER, Christian Karl; O’CONNOR, Patrick David; HUTTUNEN, Kristiina; TRAPANI, Joseph A.; HILL, Geoff; ALEXANDER, Kylie; WO2014/28968; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 62356-27-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of l-bromo-3-chloro-2-methylbenzene (2.74 g, 12.39 mmol) in THF (40 ml.) at -70 C was added n-BuLi (1.6 M in hexane) (7.75 ml_, 12.39 mmol) drop wise over 5 min by syringe along the wall of the flask. After adding, the reaction was stirred at this temperature for 30 min. Then the resulting solution was added into a solution of (S)-tert-butyl l,6-dioxohexahydropyrrolo[l,2-a]pyrazine-2 (1H) -carboxylate (3 g, 11.8 mmol) in THF (40 ml_). After stirred at -70C for 5 min, the reaction mixture was quenched with saturated NH4CI and extracted with EtOAc (2 x 20 ml_), washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the title compound (3.6 g, yield : 80%); m/z (ES+) : 381 [M + H] + .

The synthetic route of 1-Bromo-3-chloro-2-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; BLADH, Haakon; FELDING, Jakob; ZHOU, Ding; CAI, Zhen-wei; S?RENSEN, Morten Dahl; WO2015/24878; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1435-48-9, The chemical industry reduces the impact on the environment during synthesis 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, I believe this compound will play a more active role in future production and life.

To a warm solution of 1,3-dichloro-4-fluorobenzene at 70 C. (175.0 gm), anhydrous aluminum chloride was added in small portion with stirring (260.0 g). Then acetic anhydride was added in small portion with stirring (125 mL) followed by an additional amount of aluminum chloride (159.0 g). The temperature was slowly raised to 120 C. with stirring for 25 hours. The thick reaction mixture was cooled and poured into 400 cc of concentrated hydrochloric acid containing ice. The oil was extracted with methylene chloride, washed with water, dried over anhydrous magnesium sulfate and concentrated to give 165.0 g of oil (2).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,4-Dichloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Vymed Corporation; SHETTY, B. Vithal; US2014/73631; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 627-42-9, name is 2-Methoxyethyl chloride, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 627-42-9, Quality Control of 2-Methoxyethyl chloride

KOH (1.12 g, 20 mmol) was added to a flask equipped with benzimidazole (2.36 g, 20 mmol) and acetonitrile (20 mL). The mixture was then stirred at room temperature for 1 h before adding 2- chloroethyl methyl ether (1.90 g, 20 mmol) slowly. The mixture was then heated at 76 C for 17 h. The reaction mixture was cooled to room temperature. All volatiles were removed by vacuum. The residue was added with water (20 mL). The aqueous solution was extracted by chloroform (3 x 30 mL). The organic layers were collected, washed by water (2 x 20 mL) and dried by MgS04. The solvent was removed by vacuum to obtain ligh-yellow oil (2.80 g, 80%). The characterization data were identical to those literature values (Ozdemir, I.; Sahin, N.; Gok, Y.; Demir, S.; Cetinkaya, B. J. Mol Catal. A: Chem. 2005, 234, 181. and Denton, J. R. Synthesis 2010, 775-782).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; THE GOVERNING COUNCIL OF UNIVERSITY OF TORONTO; LANXESS Deutschland GmbH; MUELLER, Julia Maria; STEPHEN, Douglas; LUND, Clinton; SGRO, Michael; ONG, Christopher; CARIOU, Renan; WO2013/24119; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics