Category: 1871-57-4

Reference of 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.

To a stirred suspension of sodium hydride (60% suspension in oil) (1.74 g, 43.5 mmol) in N,N-dimethylformamide (36 mL) at 0 C. was added 2-chloro-2-(chloromethyl)prop-1-ene (1.54 mL, 14.5 mmol). To this was added tert-butyl N-[2-(tert-butoxycarbonylamino)ethyl]carbamate (3.78 g, 14.5 mmol) in THF (36 mL). After 15 minutes the ice-bath was removed and the reaction stirred at room temperature for 18 h. The reaction was quenched by the addition of saturated ammonium chloride (100 mL) and the mixture concentrated to remove the THF. The aqueous was extracted with EtOAc (3×) and the combined organics were dried (MgSO4) and the solvent evaporated to afford a crude solid. This was purified (silica, 0 to 20% EtOAc/i-hexane) to afford the title compound as a white solid (2.24 g, 49%). 1H NMR (300 MHz, CDCl3) 1.45 (18H, s), 3.45 (4H, m), 3.90 (2H, m), 4.0 (2H, m), 4.95 (2H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-chloromethyl-1-propene, its application will become more common.

Reference:
Patent; BicycleTx Limited; Beswick, Paul; Mudd, Gemma Elizabeth; McDonnell, Kevin; Ivanova-Berndt, Gabriela; Van Rietschoten, Katerine; Witty, David; Skynner, Michael; US2020/131228; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, 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 1871-57-4, Quality Control of 3-Chloro-2-chloromethyl-1-propene

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.

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, 3-Chloro-2-chloromethyl-1-propene, other downstream synthetic routes, hurry up and to see.

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

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

Add NaH (8.4 g, 0.352 mol, 4.4 eq.) to a 500 mL oblique vial.Add 250 mL in sequence under an argon atmosphereNew steamed anhydrous THFAnd 1-dodecyl alcohol (31 g, 0.167 mol, 2.1 eq.),Stir at room temperature,Additional 3-chloro-2-chloromethylpropene (10 g, 0.08 mol, 1 eq.) was added.Finally, the temperature was raised to 65 C and reacted overnight.After the reaction solution is cooled to room temperature,Slowly adding ethanol to quench the reaction,Spin the THF,The reaction solution was extracted with CH 2 Cl 2 and washed with water.Dried over anhydrous magnesium sulfate,Filtered, concentrated, and purified on silica gel column(eluent: PE/CH2Cl2 = 5/1) gave a colorless liquid 25 g, yield 75%.

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

Reference:
Patent; Donghua University; Zhang Dengqing; Yang Linghui; Li Xianying; (22 pag.)CN109336894; (2019); 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., Safety of 3-Chloro-2-chloromethyl-1-propene

Example 3 12,13-(2-methylene-propan-1,3-yl)-6,7,12,13-tetrahydro-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 22) 12,13-(2-hydroxymethyl-propan-1,3-yl)-6,7,12,13-tetrahydro-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 23) 9-hydroxymethyl-12,13-(2-hydroxymethyl-propan-1,3-yl)-6,7,12,13-tetrahydro-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 212) Compound 1c (1.56 g, 5.0 mmol, 1.0 equiv) was added to Cs2CO3 (4.89 g, 15.0 mmol, 3.0 equiv) in DMF (20 mL) under N2 at room temperature. The mixture was stirred for 5 min, then 3-chloro-2-chloromethyl-prop-1-ene (625 mg, 5.0 mmol, 1.0 equiv) was added. The mixture was stirred at rt for 24 hours and poured into H2O (200 mL). The resulting yellow solid was filtered and washed with H2O (50 mL×2) and Et2O/hexane (1:1, 50 mL×3), then dried in vacuo to provide Compound 22 (1.46 g, 80%) as a yellow solid. 1H NMR: (d6-DMSO) delta 4.96 (s, 2H), 5.28 (s, 2H), 5.30 (s, 2H), 5.80 (s, 2H), 7.28 (t, 1H, J=8.1 Hz), 7.37 (t, 1H, J=7.2 Hz), 7.52 (t, 1H, J=8.1 Hz), 7.57 (t, 1H, J=8.1 Hz), 7.81 (d, 1H, J=8.1 Hz), 7.87 (d, 1H, J=7.8 Hz), 8.07 (d, 1H, J=7.2 Hz), 8.53 (s, 1H), 9.31 (d, 1H, J=7.8 Hz). MS m/z 386 (M+Na), 364 (M+H).

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; Wilson, Lawrence J.; Murray, William V.; Yang, Shyh-Ming; Yang, Cangming; Wang, Bingbing; US2007/249590; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 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.

To a suspension of sodium hydride (purity> 55%, 11.4 g) in N, N-dimethylformamide (150 mL),Under ice cooling, add 3-chloro-2-chloromethyl-1-propene (12.7 mL, CAS number: 1871-57-4),After stirring for 10 minutes at the same temperature,2- (tert-Butoxycarbonylamino) -1-ethanolA solution of (19.3 g, CAS number: 26690-80-2) in tetrahydrofuran (150 mL) was added dropwise over one and a half hours, and the mixture was stirred at room temperature for two and a half hours.The reaction solution was ice-cooled, water was added, and the mixture was extracted 3 times with diethyl ether,The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate.After filtration and concentration under reduced pressure, the obtained residue is purified by silica gel column chromatography (n-hexane / ethyl acetate) to give the title compound.(16.0 g) was obtained as an oil.

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

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

Adding a certain compound to certain chemical reactions, such as: 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, 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 1871-57-4, SDS of cas: 1871-57-4

[0129] A mixture of BnNH-L-Asp(Otbutyl)-Obn from step 1a (12.1 g, 32.6 mmol), K2CO3 (14 g, 3 eq.), NaI (3.0 g, 20mmol) and 1-chloro-2-chloromethyl-1-propene (5.1 g, 40.8 mmol) in MeCN (150 mL) was stirred at 81 C for 16 h. Aftercooling, the mixture was filtered. The filtrate was concentrated and purified by Combiflash (hexane and ethyl acetate:gradient 0 to 8% during 12 min) to give (8.7 g) 1-benzyl 4-tert-butyl (2S)-2-{benzyl[2-(chloromethyl)prop-2-en-1-yl]amino}succinate, MS (ESI): 458.3/460.3 (M + H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-chloromethyl-1-propene, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; YAO, Wenqing; ZHOU, Jincong; XU, Meizhong; ZHANG, Fenglei; METCALF, Brian; EP1622569; (2015); B1;,
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., Quality Control of 3-Chloro-2-chloromethyl-1-propene

Sodium hydride (60% in mineral oil) (0.99 g, 24.81 mmol) was dissolved in DMF (20 mL) at 0 C and 3-chloro-2-(chloromethyl)prop-1-ene (1.31 mL, 12.41 mmol) was added in portions. Separately N-boc-ethanolamine (1.92 mL, 12.41 mmol) was dissolved in THF (20 mL) and added dropwise. The reaction mixture was stirried at 20 C for 21 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 tert-butyl 6-methylene-1,4-oxazepane-4-carboxylate (1.25 g, 47%) as a clear oil. 1H NMR (400 MHz, CDCl3) 1.46 (s, 9H), 3.37 – 3.45 (m, 2H), 3.64 – 3.79 (m, 2H), 4.00 – 4.24 (m, 4H), 4.88 – 5.04 (m, 2H); 13C NMR (400 MHz, DMSO, 100 C) 28.58, 50.40, 51.72, 71.82, 74.29, 79.44, 112.06, 146.96, 154.80; HRMS [M+H]+ measured 236.1274, C11H19NO3 requires 236.1263.

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

Reference of 1871-57-4, 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.

A solution of ieri-butyl 2- hydroxyethylcarbamate 38.1 (9.00 mL, 58.2 mmol) in DMF (50.0 mL) was cooled in a ice bath and treated portion wise with sodium hydride (60% in mineral, 5.12 g, 128 mmol) .The mixture was stirred in ice bath for 15 minutes and then treated with 3-chloro-2-(chloromethyl)prop-l-ene (7.07 mL, 61.1 mmol). After addition was complete, the ice bath was removed and the reaction mixture was stirred was stirred at room temperature overnight. The mixture was diluted with water and extracted with ether. The combined organics were dried over Na2SC>4, filtered and concentrated in vacuo to afford an oil which purified by flash chromatography (gradient EtAOAc/hexane 5%-40%) to afford the desired product (4.6, 37% yield) clear oil. LCMS 1 14.10[M – tBuCO2]+.

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, 3-Chloro-2-chloromethyl-1-propene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOGEN IDEC MA INC.; ERLANSON, Daniel, A.; MARCOTTE, Doug; KUMARAVEL, Gnanasambandam; FAN, Junfa; WANG, Deping; CUERVO, Julio, H.; SILVIAN, Laura; POWELL, Noel; BUI, Minna; HOPKINS, Brian, T.; TAVERAS, Art; GUAN, Bing; CONLON, Patrick; ZHONG, Min; JENKINS, Tracy, J.; SCOTT, Daniel; SUNESIS PHARMACEUTICALS, INC.; LUGOVSKOY, Alexey, A.; WO2011/29046; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1871-57-4, 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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

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 3-Chloro-2-chloromethyl-1-propene 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

Application 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.

To a solution of Compound 1 (1.32 g, 10.5 mmol) in DMF (20 mL) was added NaH (960 mg, 24 mmol) at 0 C., the mixture was stirred at 0 C. for 30 min. Then compound 2 (1.61 g, 10 mmol) was added at 0 C. The mixture was stirred at 15 C. for 2 hours. TLC showed that starting material was consumed completely. Saturated NH4Cl (100 mL) was added to quench the reaction. The solvent was removed in vacuo and the residue was extracted with EA (100 mL*2). The organic layer was concentrated and purified by silica gel column (PE:EA=4:1) to give compound 3 (1.1 g, yield: 51%) as colorless oil. 1H NMR (400 MHz, CDCl3): delta: 5.12-4.91 (m, 2H), 4.29-4.03 (m, 4H), 3.76-3.45 (m, 4H), 1.47 (s, 9H).

Statistics shows that 3-Chloro-2-chloromethyl-1-propene is playing an increasingly important role. we look forward to future research findings about 1871-57-4.

Reference:
Patent; Novira Therapeutics, Inc.; Hartman, George D.; US2015/225355; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics