Category: 1871-57-4

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. COA of Formula: C4H6Cl2

To a solution of 0.235 g of (+)-(1-Benzyloxycarbamoyl-but-3-enyl)-carbamic acid tert-butyl ester (9a) in 8 mL of tetrahydrofuran was added 0.635 g of cesium carbonate. The reaction was heated to 60oC for 60 minutes, and then 1 mL of 2-chloro-3-methallyl chloride was added. The reaction was heated for an additional 20 hours. The reaction was then cooled, quenched with NH4Cl(aq.) solution, and extracted with ethyl acetate. The organic layers were washed with NH4Cl(aq.) and NaCl(aq.) solutions. The aqueous layers were re-extratced with ethyl acetate, and the organic layers combined and dried over Na2SO4(s). Filtration and solvent removal gave a white, oily solid. Column chromatography (hexanes/ethyl acetate gadiant) on silica gel, followed by fraction combination, and solvent removal gave 170 mg of a white solid (57% yield). 1H NMR (CDCl3): d 2.36 (quint, 1H, J=7 Hz), 2.48 (quint, 1H, J=7 Hz), 4.06 (d, 2H, J=4 Hz), 4.12 (m, 1H), 4.68 (m, 1H), 4.88 (bs, 1H), 4.99 (m, 2H), 5.13 (m, 1H), 5.26 (m, 2H), 5.72 (m, 1H), 7.4 (m, 5H); MS: 839 (2M+Na), 431 (M+Na).

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; Wilson, Lawrence J.; Wang, Bingbing; Yang, Shyh-Ming; Scannevin, Robert H.; Burke, Sharon L.; Karnachi, Prabha; Rhodes, Kenneth J.; Murray, William V.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 21; (2011); p. 6485 – 6490;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1871-57-4

To a solution of 3-chloro-2-chloromethyl-1-propene (methallyl dichloride, 3.00 g, 24.0 mmol)and propargyl alcohol (8.50 mL, 144 mmol) in an ice bath was added sodium hydride (50%in mineral oil, 7.60 g, 158 mmol) portionwise over 1 h. After removing the ice bath, thereaction solution was stirred for another 1 h and then methanol was added. The resultingsolution was concentrated under reduced pressure. The residue was diluted with ethylacetate, washed with an ice-cooled water and a saturated NaCl solution, dried over MgSO 4 ,filtered, and concentrated under reduced pressure. The resulting material was purified bycolumn chromatography on silica gel (50 mL of the gel bed volume, hexane:ethyl acetate =20:1) to give 6 as colorless transparent oil (3.19 g, 81%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1871-57-4.

Reference:
Article; Matsushita, Takahiko; Tsuchibuchi, Koji; Koyama, Tetsuo; Hatano, Ken; Matsuoka, Koji; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1704 – 1707;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1871-57-4, A common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, its 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.

Sodium hydride (60% in mineral oil) (0.92 g, 23.05 mmol) was dissolved in DMF (20 mL) at 0 C and 3-chloro-2-(chloromethyl)prop-1-ene (0.81 mL, 7.68 mmol) was added in portions. Separately, tert-butyl N-[2-(tert-butoxycarbonylamino)ethyl]carbamate (2.00 g, 7.68 mmol) was dissolved in THF (20 mL) and added. The reaction mixture was stirred at 20 C for 3 h. The volatiles were removed under reduced pressure. The reaction was diluted with water (50 mL) and then extracted with EtOAc (3 x 80 mL). The organic extracts were combined passed through a phase separation cartridge and the volatiles were removed under reduced pressure. The crude product was dissolved in DCM and purified via silica gel chromatography eluting with 0-50% EtOAc in heptane to afford di-tert-butyl 6-methylene-1,4-diazepane-1,4-dicarboxylate 28 (1.01 g, 42%) as a white solid. 1H NMR (400 MHz, CDCl3) 1.39-1.5 (m, 18H), 3.39-3.56 (m, 4H), 3.80 – 4.06 (m, 4H), 4.86 – 5.13 (m, 2H); 13C NMR (400 MHz, DMSO, 100 C) 28.58, 48.49, 52.21, 79.50, 111.89, 144.82, 154.74; HRMS [M+H]+ measured 335.1940, C16H28N2O4 requires 335.1947.

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:
Article; Watson, David W.; Gill, Matthew; Kemmitt, Paul; Lamont, Scott G.; Popescu, Mihai V.; Simpson, Iain; Tetrahedron Letters; vol. 59; 51; (2018); p. 4479 – 4482;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1871-57-4, These common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, its 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.

Example 1-3; 1.7 g of methallyl dichloride and 8.9 g of the compound of Formula 11 were put into a reactor, and then 20 mL of tetrahydrofuran was added thereto. To the mixture was added dropwise 0.8 g of sodium hydride. The reactor was kept at 65 0C for 24 hr. 2 mL of water was added dropwise to the reactor. The reaction mixture was evaporated under vacuum to remove the tetrahydrofuran. The concentrate was extracted with 100 mL of diethyl ether and 100 mL of water. The organic layer was subjected to column chromatography using ethyl acetate/methanol (100/0-80/20), giving the compound of Formula 10 in a yield of 28%. 1H NMR (250 MHz, CDCl3): delta 5.18 (s, 2H; CH2), 4.02 (s, 8H; CH2(CH2O)2), 3.62-3.41 (m, 64H; OCH2), 3.37 (s,12H; OCH3), 2.22-2.04 (m, 4H; CH(OCH2)2)

The synthetic route of 1871-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY; JANG, Woo-Dong; CHOI, Kwang-Mo; WO2010/93128; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C4H6Cl2

General procedure: To a cooled solution (5 C) of the corresponding 4,6-O-(R)-benzylidene-d-hexopyranoside derivative (obtained using the procedure describe by our group2c) (35.4 mmol) in dry THF (70 mL) were added, successively, freshly powdered potassium hydroxide (7.0 g, 125 mmol), 18-crown-6 (0.38 g, 1.4 mmol), and 3-chloro-2-chloromethylpropene (4.1 mL, 35.4 mmol). The reaction mixture was stirred at this temperature for 3 h, and left at room temperature until all the starting material had been consumed, as monitored by TLC (5-7 days, approximately), then diluted with dichloromethane (60 mL) and washed successively with water and aqueous saturated solution of sodium bicarbonate, dried (MgSO4), filtered, and the filtrate was evaporated to dryness.

The synthetic route of 1871-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vega-Perez, Jose M.; Vega-Holm, Margarita; Perinan, Ignacio; Palo-Nieto, Carlos; Iglesias-Guerra, Fernando; Tetrahedron; vol. 67; 2; (2011); p. 364 – 372;,
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

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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Chloro-2-chloromethyl-1-propene

Compound 1 (100 g, 0.8 mol)With 18-crown-6 ether (5 g)And pinacol (8 g)Dissolved in bromoform (400 g)An aqueous solution of sodium hydroxide (30% by mass, 1.0 L) was added dropwise at 10 C to 25 C,The reaction was then stirred at room temperature for 24 hours.TLC (petroleum ether / ethyl acetate = 10/1, volume ratio, the same below) shows the end of the reaction. The reaction system was concentrated and purified by column chromatography (petroleum ether / ethyl acetate = 5/1 to 1/1) to give compound 2 (168 g) in a yield of 70.7%

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; Shanghai Syn-The-All medical research and development Co . ltd; Shanghai Syn-The-All Pharmaceutical Co. Ltd.; CHANGZHOU HEQUAN PHARMACEUTICAL CO LTD; Wan, xiaojun; Bi, zengliang; Wang, HaiHui; Shen, wanjun; Peng, Yannan; Cheng, Yuan; Shao, WenQing; Chen, YuYan; Yuan, Xiaobin; Yu, LingBo; Li, Lei; Ha, Weijie; Chai, YanPing; Zhou, LeLe; Wu, Xuan; Zhu, Xiwen; Ma, Kunyan; Chen, Yuanli; He, Zhenmin; Ma, RuJian; Chen, Minzhang; Fu, XiaoYong; Wang, Wengui; (5 pag.)CN105294442; (2016); A;,
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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Recommanded Product: 1871-57-4

3-chloro-2-chloromethyl-1-propene (4.28 g), N, N-dimethylformamide (50 mL),To a mixture of sodium hydride (purity> 55%, 2.99 g),Under ice cooling, a solution of tert-butyl N- (2-hydroxypropyl) carbamate (5.00 g, CAS number: 95656-86-3) in tetrahydrofuran (20 mL) was added dropwise.The mixture was stirred at room temperature for 2.5 hours. After acetic acid (4.08 mL) was added to the reaction solution, water was added and the reaction mixture was extracted with ethyl acetate. Water organic layer,The extract was washed successively with saturated saline and dried over anhydrous magnesium sulfate.After filtration and concentration under reduced pressure, the obtained residue was subjected to silica gel column chromatography (n-hexane / ethyl acetate) three times,The title compound (2.61 g) was obtained as an oil.

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; Daiichi Sankyo Healthcare Co Ltd; Naito, Hiroyuki; Suzuki, Takayuki; Murata, Takeshi; Kawai, Junya; Higuchi, Saito; (99 pag.)JP2020/45306; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, I believe this compound will play a more active role in future production and life. 1871-57-4

Part 2; A mixture of (2S)-benzylamino-succinic acid 1-benzyl ester 4-tert-butyl ester (12.1 g, 32.6 mmol), K2CO3 (14 g, 3 equiv.), NaI (3.0 g, 20 mmol) and 1-chloro-2-chloromethyl-1- propene (5.1 g, 40.8 mmol) in MeCN (150 mL) was stirred at 81C for 16 h. After cooling, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by Combiflash (hexane and ethyl acetate: gradient 0 to 8% during 12 min) afforded (2S)- [benzyl- (2-chloromethyl-allyl)-amino]-succinic acid 1-benzyl ester 4-tert-butyl ester (8.7 g, 58%). MS (ESI): 458 (M + H+).

The chemical industry reduces the impact on the environment during synthesis 1871-57-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; INCYTE CORPORATION; WO2005/37826; (2005); 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. 1871-57-4

Sodium hydride (992.6 mg, 60% in mineral oil, 24.8 MMOL) was added portionwise to a solution of (2-hydroxy-ethyl)-carbamic acid test-butyl ester (2 g, 12.4 MMOL) in 1-methyl-2- pyrrolidinone (20 ML) AT-2 C, in order to maintain the temperature BELOW 5 C. The mixture was then stirred for 30 minutes, cooled TO-5 C, and a solution of 3-chloro-2-chloromethyl- 1-propene (1.44 ml, 12.4 MMOL) in 1-methyl-2-pyrrolidinone (10 ml) added dropwise in order to maintain the temperature below 3 C. Once addition was complete, the reaction mixture was allowed to warm to room temperature and stirred for a further 18 hours. The reaction mixture was diluted with water and extracted with ether (2X50 ml). The combined organic extracts were dried over magnesium sulphate and evaporated under reduced pressure. The residual oil was purified by column chromatography on silica gel using ethyl acetate: pentane (10: 90) to give the title compound as a clear oil, 713 mg. H NMR (400MHZ, CDCI3) : No. 1. 46 (s, 9H), 3.51 (d, 2H), 3.72 (d, 2H), 4.00-4. 20 (m, 4H), 4.95 (s, 1H), 5.04 (s, 1H). APCI M/Z 236 [MNA] +

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:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/74291; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics