Author: Jessica.F

Application of 208186-78-1, 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. 208186-78-1, name is 1,2-Dibromo-5-chloro-3-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Slowly add isopropyl to a mixture of 1,2-dibromo-5-chloro-3-fluorobenzene (5 g, 17.5 mmol) in n-hexane (12 mL) and tetrahydrofuran (20 mL) at -45C. A solution of magnesium chloride in tetrahydrofuran (19.2 mol, 1 M) was maintained at a temperature of -40C. DMF (6.4 g, 87.5 mmol) was then slowly added dropwise to the above reaction mixture and stirred for 30 minutes. The reaction system was prepared with hydrochloric acid (15 mL, 2.0M) Quenching.The mixture was warmed to room temperature and diluted with ethyl acetate (80 mL) and the organic phase was separated.The organic phase was washed with saturated brine, filtered, and the filtrate was concentrated under reduced pressure.The residue was purified by flash column chromatography (petroleum ether/ethyl acetate = 10/1) to give 2-bromo-4-chloro-6-fluorobenzaldehyde (3 g, yield: 73%) as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 1,2-Dibromo-5-chloro-3-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Dinuo Pharmaceutical Technology Co., Ltd.; Li Qun; Liu Shengyang; (54 pag.)CN107556244; (2018); 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. 59772-49-5, name is 2-Bromo-6-chloroaniline, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-6-chloroaniline

Benzo [b] thiophen-3-ylboronic acid (162 g, 1000 mmol),2-bromo-6-chloroaniline (189 g, 1100 mmol) was dissolved in toluene (toluene) (Pd (PPh3) 4 (58 g, 50 mmol) was dissolved in 400 mL of EtOH,NaHCO3 (252 g, 3000 mmol) was added thereto and refluxed for 4 hours.After completion of reaction, MC is extracted by cooling to room temperature.After drying over anhydrous MgSO4, the solvent is removed by rotary evaporator. Column chromatography (MC: Hx = 1: 3) was used to obtain the desired compound 1-5. (190 g, 91percent, brown 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; L Ti Material Co., Ltd.; Oh Han-guk; Lee Yun-ji; Ji Hye-su; Jeong Won-jang; Choi Jin-seok; Choi Dae-hyeok; (212 pag.)KR2019/33885; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 21397-08-0,Some common heterocyclic compound, 21397-08-0, name is 2-Chloro-3-fluoroaniline, molecular formula is C6H5ClFN, 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.

c) N-[4-chloro-2-hydroxy-3-(aminosulfonyl)phenyl]-N’-(2-chloro-3-fluorophenyl) urea To a solution of 2-chloro-3-fluoroaniline (136 mg, 0.94 mmol) in toluene (10 mL), triphosgene (111 mg, 0.37 mmol) and triethyl amine (0.13 mL, 1.12 mmol) were added. The reaction mixture was stirred at 80 C. for 4 hours. Then the reaction mixture was concentrated under reduced pressure and then it was added to 3-amino-6-chloro-2-hydroxybenzenesulfonamide (104 mg, 0.47 mmol) in DMF (1 mL), The reaction mixture was stirred at room temperature for 16 hours. Chromatography of the resulting liquid on silica gel (30%Ethyl acetate/Hexane) gave desired product (80 mg, 43%). EI-MS m/z 395.2 (M+).

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

Reference:
Patent; SmithKline Beecham Corporation; US6500863; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 33353-68-3, 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. 33353-68-3, name is 3,5-Dichloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 67D (0.5 g, 1.42 mmol)And 3,5-dichloro-2-methoxyaniline (0.3 g, 1.56 mmol) was dissolved in 10 mL of N,N-dimethylformamide, and sodium iodide (0.1 g, 0.71 mmol) was added.And potassium carbonate (0.59 mg, 4.3 mmol).The reaction system was heated to 90 C for 1 h, and LCMS showed the reaction was completed.Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The solvent was dried under reduced pressure.Column chromatography purification (ethyl acetate / petroleum ether = 1 / 50 ~ 1 / 30)The yellow solid compound 67E (0.16 g, 45% yield) was obtained.

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, 3,5-Dichloro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H5ClF3N

Intermediate B (200 mg, 0.41 mmol), 3-chloro-5-(trifluoromethyl)benzenamine (80 mg, 0.41 mmol) and DIEA (106 mg, 2 mmol) were dissolved in THF (20 ml_). The reaction mixture was heated to 85C for 18 hours. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel (eluent DCM:methanol 100. to 98:2) to followed by pre-HPLC to give the titled compound (14 mg, 5.8%) as a white solid. LCMS (method B): 2.66 min [MH]+=592.2. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.45 (s, 3 H) 5.81(d, J= 6.4 Hz, 1 H) 7.30 (m, 4 H) 7.43 (m, 3 H) 7.61 (d, J=8.8, 2 H) 7.90 (m, 4 H) 8.55 (s, 1 H) 9.18 (s, 1 H) 9.39 (s, 1 H) 9.57 (s, 1 H).

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CATALYST THERAPEUTICS PTY LTD; LESSENE, Guillaume Laurent; GARNIER, Jean-Marc; CUZZUPE, Anthony Nicholas; FEUTRILL, John Thomas; CZABOTAR, Peter Edward; SHARMA, Pooja; (142 pag.)WO2016/127213; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 54773-19-2, name is 1,2-Dichloro-3-(trifluoromethyl)benzene, 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: C7H3Cl2F3

EXAMPLE 5 Preparation of Compound No. 5 (Reaction (a)) A mixture of 1,2-dichloro-3-(trifluoromethyl)benzene (21.5 g), N-[(+-)-2-(4-hydroxyphenoxy)propionyl]isoxazolidine (23.7 g) which was prepared as in Example 3, anhydrous potassium carbonate (14.5 g) and dimethylsulfoxide (200 ml) was stirred at 130 C. for 3 hours. After the mixture was cooled, water and benzene were added thereto to form two layers. The organic layer thus separated was washed with 1 N aqueous sodium hydroxide solution and then with water and dried over anhydrous sodium sulfate. Removal of the solvent by a distillation in vacuo gave N-[(+-)-2-[4-(2-chloro-4-trifluoromethylphenoxy)phenoxy]propionyl]isoxazolidine (39.9 g) as a pale brown crystalline solid. Recrystallization from a mixture of n-hexane and ethyl acetate afforded a white crystalline solid. m.p. 66.5-67.5 C.

The synthetic route of 1,2-Dichloro-3-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hokko Chemical Industry Co., Ltd.; US4447259; (1984); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 56133-86-9, 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. 56133-86-9, name is 2-(2,5-Dichlorophenyl)ethanamine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Under nitrogen atmosphere, ethanol (30 mL), immediate III (3 mmol) and titanium (IV) isopropoxide (9 mmol) were added to a three-necked round bottom flask and stirred for 0.5 h, then the substituted ethylamine (3 mmol) was dropped into the solution and stirred for 3 h at room temperature. Subsequently, sodium borohydride (4.5 mmol) was added to the flask slowly, the reductive amination reaction was maintained for 3 h. According to the TLC monitoring results, the ammonia water (2 mol L-1, 10 mL) was poured into the flask to quench the reaction. The resulting mixture was filtered in vacuum and evaporated on rota vapor (Buchi). Hereafter, dissolved the residue with ethyl acetate (50 mL), and the solution was washed with 2 mol L-1 hydrochloric acid (30 mL), saturated aq NaHCO3 solution (30 mL), and brine (40 mL), successively, dried over anhydrous Na2SO4 and filtered. Solvent was evaporated in vacuum, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate as eluents). Finally, the samples were recrystallized from ethyl acetate / petroleum ether to afford target compounds with higher purity.

The chemical industry reduces the impact on the environment during synthesis 2-(2,5-Dichlorophenyl)ethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Cai, Nan; Cui, Zining; Feng, Zhihui; He, Lu; Ji, Mingshan; Li, Xinghai; Qi, Zhiqiu; Qin, Peiwen; Wang, Kai; Bioorganic and medicinal chemistry letters; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 7051-15-2, A common heterocyclic compound, 7051-15-2, name is 2-Chloro-1,3-dimethoxybenzene, molecular formula is C8H9ClO2, 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-Chloro-2,4-dimethoxybenzaldehyde (2a) was prepared from 1,3-dimethoxybenzene (1a) according to Plattner, J. J. et al. J. Med. Chem. 1984, 27 (8), 1016-1026. 3-(3-Chloro-2,4-dimethoxyphenyl)acrylic acid (3a).

The synthetic route of 7051-15-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epoch Biosciences, Inc.; US2005/171340; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 451-85-4, A common heterocyclic compound, 451-85-4, name is 2,4-Dichloro-1-(trifluoromethoxy)benzene, molecular formula is C7H3Cl2F3O, 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 7 Trifluoromethoxybenzene was obtained at 230 C. from 2,4-dichloro-trifluoromethoxybenzene at a conversion of 100% and a selectivity of 91.4%.

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; Bayer Aktiengesellschaft; US5283378; (1994); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1000577-58-1,Some common heterocyclic compound, 1000577-58-1, name is 1-Bromo-2,3-dichloro-5-fluorobenzene, molecular formula is C6H2BrCl2F, 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.

l-Bromo-2,3-dichloro-5-fluorobenzene (1.0401 g, 4.27 mmol) was dissolved in toluene (30 mL), and then the solvent was removed under reduced pressure. The residue was dried under high vacuum for a few minutes. Anhydrous THF (15 mL) was added to dissolve the starting material. And then sodium methanoxide (0.9873 g, 17.36 mmol) was added. The mixture was heated at 75 C for 4.5 h, cooled to room temperature. The mixture was quenched with saturated ammonium chloride solution, concentrated to remove THF. The remaining mixture was extracted with ethyl acetate (4 x 150 mL). The organic solution was washed with brine, dried over anhydrous sodium sulfate, concentrated to dryness to afford 1.0188 g of product as white solid in 93% yield. -NMR (500MHz, CDC13): 7.109 (d, J = 3.0 Hz, 1H), 6.988 (d, J= 3.0 Hz, 1H), 3.786 (s, 3H).

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-2,3-dichloro-5-fluorobenzene, its application will become more common.

Reference:
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics