Category: 445-14-7

Related Products of 445-14-7, 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. 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-chloro-2-(trifluoromethyl)aniline (6.0 g, 30.7 mmol) in acetic acid (16.1 mL, 281 mmol) at rt was added concentrated hydrochloric acid (32 mL, 1053 mmol). To the resulting suspension at 0 °C was added a solution of sodium nitrite (2.54 g, 36.8 mmol) in water (9.2 mL) over 10 min. The mixture was stirred at rt for 4 h before a solution of tin(II) chloride dihydrate (15.23 g, 67.5 mmol) in concentrated hydrochloric acid (32 mL, 1053 mmol) was added over 10 min. The mixture was stirred at rt for 1.5 h. The precipitating solid was collected by suction filtration, then dissolved in water (100 mL), basified with 6N NaOH solution to pH 9, and extracted with EtOAc (4 x 50 mL). The combined extract was dried over MgSO4 and concentrated to a crude solid. The crude was purified with a silica gel flash column, eluting with 0-5percent MeOH in DCM to afford (5-chloro-2-(trifluoromethyl)phenyl)hydrazine (5.35 g, 25.4 mmol, 83 percent yield) as an off- white solid. MS (ESI) m/z: 210.9/212.9 (M+H)+; 1H NMR (400 MHz, METHANOL-d4) delta 7.36-7.44 (m, 2H), 6.79 (br d, J=7.92 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 2-Amino-4-chlorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JALAGAM, Prasada Rao; NAIR, Satheesh Kesavan; PANDA, Manoranjan; FENG, Jianxin; WANG, Wei; LIU, Chunjian; ELLSWORTH, Bruce A.; SARABU, Ramakanth; SWIDORSKI, Jacob; HARTZ, Richard, A.; XU, Li; YOON, David S.; BENO, Brett R.; REGUEIRO-REN, Alicia; (457 pag.)WO2019/67702; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, 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. name: 2-Amino-4-chlorobenzotrifluoride

To a solution of 5-chloro-2-(trifluoromethyl)aniline (0.587 g, 3.0 mmol) in acetic acid (1.5 mL, 26.2 mmol) at rt was added concentrated hydrochloric acid (3.0 mL, 99 mmol) in one portion. To the resulting mixture at -10 to -5 oC was added a solution of sodium nitrite (0.248 g, 3.60 mmol) in water (0.9 mL) over 10 min. The mixture was stirred at -10 to 0 oC for 45 min before a solution of tin(II) chloride dihydrate (1.489 g, 6.60 mmol) in concentrated hydrochloric acid (3.0 mL, 99 mmol), pre-cooled at 0 oC, over 10 min. The mixture was stirred at -10 to 0 oC for 1 h and then at 0 to 5 oC for 1 h. The precipitating product, (5-chloro-2-(trifluoromethyl)phenyl)hydrazine, HCl (0.49 g, 1.983 mmol, 66.1percent yield), was collected as a pale solid by suction filtration and dried at 50 oC under vacuum. MS (ESI) m/z: 211.08 [M+H]+; 1H NMR (500 MHz, METHANOL-d4) delta 7.69 (d, J=8.3 Hz, 1H), 7.28 – 7.19 (m, 2H).

The synthetic route of 2-Amino-4-chlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JALAGAM, Prasada Rao; NAIR, Satheesh Kesavan; PANDA, Manoranjan; FENG, Jianxin; WANG, Wei; LIU, Chunjian; ELLSWORTH, Bruce A.; SARABU, Ramakanth; SWIDORSKI, Jacob; HARTZ, Richard, A.; XU, Li; YOON, David S.; BENO, Brett R.; REGUEIRO-REN, Alicia; (457 pag.)WO2019/67702; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 445-14-7, 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. 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-chloro-2-(trifluoromethyl)aniline (6.0 g, 30.7 mmol) in acetic acid (16.1 mL, 281 mmol) at rt was added concentrated hydrochloric acid (32 mL, 1053 mmol). To the resulting suspension at 0 °C was added a solution of sodium nitrite (2.54 g, 36.8 mmol) in water (9.2 mL) over 10 min. The mixture was stirred at rt for 4 h before a solution of tin(II) chloride dihydrate (15.23 g, 67.5 mmol) in concentrated hydrochloric acid (32 mL, 1053 mmol) was added over 10 min. The mixture was stirred at rt for 1.5 h. The precipitating solid was collected by suction filtration, then dissolved in water (100 mL), basified with 6N NaOH solution to pH 9, and extracted with EtOAc (4 x 50 mL). The combined extract was dried over MgSO4 and concentrated to a crude solid. The crude was purified with a silica gel flash column, eluting with 0-5percent MeOH in DCM to afford (5-chloro-2-(trifluoromethyl)phenyl)hydrazine (5.35 g, 25.4 mmol, 83 percent yield) as an off- white solid. MS (ESI) m/z: 210.9/212.9 (M+H)+; 1H NMR (400 MHz, METHANOL-d4) delta 7.36-7.44 (m, 2H), 6.79 (br d, J=7.92 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 2-Amino-4-chlorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JALAGAM, Prasada Rao; NAIR, Satheesh Kesavan; PANDA, Manoranjan; FENG, Jianxin; WANG, Wei; LIU, Chunjian; ELLSWORTH, Bruce A.; SARABU, Ramakanth; SWIDORSKI, Jacob; HARTZ, Richard, A.; XU, Li; YOON, David S.; BENO, Brett R.; REGUEIRO-REN, Alicia; (457 pag.)WO2019/67702; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, 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. COA of Formula: C7H5ClF3N

To a solution of 5-chloro-2-(trifluoromethyl)aniline (0.587 g, 3.0 mmol) in acetic acid (1.5 mL, 26.2 mmol) at rt was added concentrated hydrochloric acid (3.0 mL, 99 mmol) in one portion. To the resulting mixture at -10 to -5 oC was added a solution of sodium nitrite (0.248 g, 3.60 mmol) in water (0.9 mL) over 10 min. The mixture was stirred at -10 to 0 oC for 45 min before a solution of tin(II) chloride dihydrate (1.489 g, 6.60 mmol) in concentrated hydrochloric acid (3.0 mL, 99 mmol), pre-cooled at 0 oC, over 10 min. The mixture was stirred at -10 to 0 oC for 1 h and then at 0 to 5 oC for 1 h. The precipitating product, (5-chloro-2-(trifluoromethyl)phenyl)hydrazine, HCl (0.49 g, 1.983 mmol, 66.1percent yield), was collected as a pale solid by suction filtration and dried at 50 oC under vacuum. MS (ESI) m/z: 211.08 [M+H]+; 1H NMR (500 MHz, METHANOL-d4) delta 7.69 (d, J=8.3 Hz, 1H), 7.28 – 7.19 (m, 2H).

The synthetic route of 2-Amino-4-chlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JALAGAM, Prasada Rao; NAIR, Satheesh Kesavan; PANDA, Manoranjan; FENG, Jianxin; WANG, Wei; LIU, Chunjian; ELLSWORTH, Bruce A.; SARABU, Ramakanth; SWIDORSKI, Jacob; HARTZ, Richard, A.; XU, Li; YOON, David S.; BENO, Brett R.; REGUEIRO-REN, Alicia; (457 pag.)WO2019/67702; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 445-14-7, 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 445-14-7 as follows.

40% HBr (2.20 mL, 15.34 mmol) was dissolved in H2O (2 mL), then at 0 C,2-Amino-4-chlorobenzotrifluoride (0.50 g, 2.56 mmol) was added to the reaction mixture, followed by 0 C,An aqueous solution of sodium nitrite (sodium nitrite (0.21 g, 3.07 mmol) dissolved in 2 mL of water) was added dropwise to the reaction mixture.After the reaction solution was stirred at 0 C for half an hour, additional cuprous bromide (0.63 g, 4.35 mmol) of 40% HBr (2.20 mL, 15.34 mmol) andA mixed solution of H2O (3 mL).The reaction solution was stirred at 75 C for 3 hours, and then cooled to room temperature.It was then extracted with ethyl acetate (40 mL x 4).The combined organic phases were washed with brine (80 mL x 2).Dry with anhydrous Na2SO4,The title compound was obtained as a yellow liquid after concentration under reduced pressure.(0.76g, 100%).

According to the analysis of related databases, 445-14-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Xiaobo; Zhou Shiqing; (62 pag.)CN103833753; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, 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. 445-14-7

a) 5-chloro-2-(trifluoromethyl)benzene-1-sulfonyl Chloride Thionyl chloride (2 mL) was added dropwise to ice-cooled water (12 mL), and the mixture was stirred at 0 C. for 3 hr. To this solution was added copper(I) chloride (28 mg) to give solution A. To the ice-cooled concentrated hydrochloric acid (3 mL) was added 5-chloro-2-(trifluoromethyl)aniline (500 mg), and the mixture was stirred at 0 C. for 10 min. To the obtained mixture was added dropwise a solution of sodium nitrite (210 mg) in water (0.8 mL) at 0 C., and the mixture was stirred at 0 C. for 10 min. The obtained mixture was added dropwise to solution A at 0 C., and the mixture was stirred at 0 C. for 1 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with water and saturated brine, dried over magnesium sulfate and concentrated to give the title compound (663 mg). 1H NMR (300 MHz, DMSO-d6) delta 7.56-7.64 (1H, m), 7.68-7.76 (1H, m), 8.04 (1H, d, J=2.4 Hz).

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 445-14-7.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

445-14-7,Some common heterocyclic compound, 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, molecular formula is C7H5ClF3N, 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 5 3-((5-chloro-2-(trifluoromethyl)phenyl)ethvnyl)-5-(l-(piperidin-4-yl)-lH-pyrazol-4- yl)-lH-pyrrolor2,3-b1pyridine Step 1) 2-bromo-4-chloro-l-(trifluoromethyl)benzene To a stirred solution of 40percent HBr (2.20 mL, 15.34 mmol) in 0 (2 mL) was added 2-amino-4- chlorobenzotrifluoride (0.50 g, 2.56 mmol) at 0 ¡ãC. Then a solution of sodium nitrite (0.21 g, 3.07 mmol) in H20 (2 mL) was added dropwise at 0 ¡ãC. The mixture was stirred at 0 ¡ãC for a further 0.5 hours, a solution of cuprous bromide (0.63 g, 4.35 mmol) in 40percent HBr (2.20 mL, 15.34 mmol) and H20 (3 mL) was added. The mixture was stirred at 75 ¡ãC for 3 hours, then cooled to rt, and extracted with EtOAc (40 mL x 4). The combined organic phases were washed with brine (80 mL x 2), dried over anhydrous Na2S04 and concentrated in vacuo to give the title compound as a yellow liquid (0.76 g, 100percent). GC -MS: 257.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-4-chlorobenzotrifluoride, its application will become more common.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; ZHOU, Shiqing; WO2014/89280; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics