A new synthetic route of 2-Chloro-6-(trifluoromethyl)benzimidazole

According to the analysis of related databases, 86604-86-6, the application of this compound in the production field has become more and more popular.

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. 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H4ClF3N2

17. 5-Trifluoromethyl-2-[(4-methoxy-2-pyridylmethyl)thio]-(1H)-benzimidazole 22.1 g (0.1 mole) of 5-trifluoromethyl-2-chlorobenzimidazole and 15.7 g (0.11 mole) of 4-methoxy-2-thiomethylpyridine in 250 ml of isopropanol are heated under reflux for 10 hours. The solvent is stripped off in vacuo, and 500 ml of ice water are added to the residue. The title compound is filtered off with suction and recrystallized from acetonitrile. M.p. 180-182 C.

According to the analysis of related databases, 86604-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Byk Gulden Lomberg Chemische Fabrik Gesellschaft mit beschrankter Haftung; US4472409; (1984); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Simple exploration of 86604-86-6

According to the analysis of related databases, 86604-86-6, the application of this compound in the production field has become more and more popular.

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. 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Chloro-6-(trifluoromethyl)benzimidazole

Preparation 16 tert-Butyl 2-chloro-5-(trifluoromethyl)-1H-1,3-benzimidazole-1-carboxylate STR61 Di-tert-butyldicarbonate (593 mg) was added to a solution of 2-chloro-5-(trifluoromethyl)-1H-1,3-benzimidazole (500 mg) [see JP 02306916 A2 901220] in acetonitrile (5 ml), and dimethylaminopyridine (27 mg) was then added. The reaction mixture was stirred for 10 minutes at room temperature, after which time the solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel eluding with a solvent gradient of 100:0 changing to 85:15, by volume, hexane:ethyl acetate, in 5% increments, to afford tert-butyl 2-chloro-5-(trifluoromethyl)-1H-1,3-benzimidazole-1-carboxylate (678 mg) as a gum, as 1:1 mixture of regioisomers. 1 H-NMR (CDCl3)delta: 8.25 (0.5H, s), 8.05 (0.5H, d), 7.95 (0.5H, s), 7.80 (0.5H, d), 7.60 (1H, d), 1.80 (9H, s).

According to the analysis of related databases, 86604-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US6166011; (2000); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Sources of common compounds: C8H4ClF3N2

According to the analysis of related databases, 86604-86-6, the application of this compound in the production field has become more and more popular.

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. 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H4ClF3N2

Example 1 8-(5-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yloxy)quinolin-2-ol A mixture of 2-chloro-5-(trifluoromethyl)-1H-benzo[d]imidazole (66 mg, 0.3 mol, prepared according to the procedure described in WO 2004/035549 A1), 2,8-dihydroquinoline (48 mg, 0.3 mmol, Fluka) and N,N-diisopropylethylamine (0.1 mL, 0.58 mmol, Aldrich) in EtOH (2 mL) was subjected to microwave irradiation at 180 C. with stirring for 60 min. The reaction mixture was allowed to cool to room temperature, the solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluding with 80% EtOAc/hexane to give the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 346 (M+1).

According to the analysis of related databases, 86604-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Norman, Mark H.; Ognyanov, Vassil I.; Wang, Xianghong; US2006/160872; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some tips on 86604-86-6

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.

Related Products of 86604-86-6, A common heterocyclic compound, 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole, molecular formula is C8H4ClF3N2, 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.

33 mg (0.11 mmol) 4-(3-Amino-benzylamino)-quinazoline-8-carboxylic acid amide hydrochloride and 24 mg (0.11 mmol) 2-Chloro-5-trifluoromethyl-1 H-benzoimidazole were dissolved in 500 mul DMF and stirred at 100C for 15 h. The reaction mixture was directly purified using preparative HPLC. The product was treated with HCI in methanol and concentrated in the SpeedVac.11.0 mg, off-white solid. Rt. = 2.15 min (method C), LCMS: 478 (M+H).Product is the hydrochloride salt.1H NMR (500 MHz, DMSO) delta 10.99 (b, 2H), 8.89 (d, J = 7.9, 1 H), 8.82 (s, 1 H), 8.56 (d, J = 7.0, 1 H), 8.16 (d, J = 5.5, 1 H), 7.88 (t, J = 7.9, 1H), 7.72 (s, 1 H), 7.57 (s, 1H), 7.55 -7.39 (m, 5H), 7.31 – 7.19 (m, 1 H), 5.01 (d, J = 5.6, 2H).

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; MERCK PATENT GMBH; SUTTON, Amanda E.; RICHARDSON, Thomas E.; HUCK, Bayard R.; KARRA, Srinivasa R.; CHEN, Xiaoling; XIAO, Yufang; GOUTOPOULOS, Andreas; LAN, Ruoxi; PERREY, David; VANDEVEER, Harold, George; LIU-BUJALSKI, Lesley; STIEBER, Frank; HODOUS, Brian L.; QIU, Hui; JONES, Reinaldo C.; HEASLEY, Brian; WO2010/93419; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Share a compound : 86604-86-6

Statistics shows that 2-Chloro-6-(trifluoromethyl)benzimidazole is playing an increasingly important role. we look forward to future research findings about 86604-86-6.

Related Products of 86604-86-6, These common heterocyclic compound, 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole, 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 9: 3-(3,4-Dichlorophenyl)-8-[5-(trifluoromethyl)-1 H-benzimidazol-2-yl1-1 -oxa-3,8- diazaspiro[4.51decan-2-one; 2-Chloro-5-(trifluoromethyl)-1 /-/-benzimidazole (Intermediate 1 , 100 mg, 0.45 mmole) and 3-(3,4-dichlorophenyl)-1-oxa-3,8-diazaspiro[4.5]decan-2-one hydrobromide (Intermediate 16, 190.5 mg, 0.498 mmol) were dissolved in a mixture of 2-pentanol:CH3CN (4:1 , 2 ml) in a vial for microwave reactions, DIPEA was added (235.1 mul, 1.35 mmol) and the mixture was heated at 200 C for 10 minutes. The mixture was concentrated under vacuum; the crude was purified by MDAP, then the fractions were collected and purified by ion- exchange SCX to give the title compound (35.4 mg, 16%). 1 H-NMR (500MHz, CDCI3): delta 1.89-2.04 (4H, m), 3.57-3.66 (2H, m), 3.76-3.87 (2H, m), 3.95 (2H, s), 7.20-7.51 (3H, m), 7.54-7.59 (1 H, m), 7.63-7.69 (1 H, d), 7.84-7.86 (1 H, d), 11.79 (1 H, br s); MS: m/z 485 [M+H]+.

Statistics shows that 2-Chloro-6-(trifluoromethyl)benzimidazole is playing an increasingly important role. we look forward to future research findings about 86604-86-6.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of 2-Chloro-6-(trifluoromethyl)benzimidazole

The synthetic route of 2-Chloro-6-(trifluoromethyl)benzimidazole has been constantly updated, and we look forward to future research findings.

Electric Literature of 86604-86-6, 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. 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 2: 3-Phenyl-8-r5-(trifluoromethyl)-1 H-benzimidazol-2-yll-1-oxa-3,8-diazaspiro- [4.51decan-2-one; 2-Chloro-5-(trifluoromethyl)-1 H-benzimidazole (Intermediate 1 , 50 mg, 0.227 mmol), which is commercially available or can be prepared according to the procedure described herein, was dissolved in DMSO (1.5 ml). 3-Phenyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one hydrobromide (for a preparation see US4244961 , 78.1 mg, 0.249 mmol) and DIPEA (0.1 19 ml) were added. The mixture was irradiated in a microwave twice at 150 0C for 30 min. The mixture was passed through a SPE-SCX cartridge eluting with DCM, MeOH and 2M ammonia in methanol in this order. The basic fractions were evaporated and the residue was purified by silica gel chromatography eluting with cyclohexane/EtOAc/MeOH: 1/1/0 to 9/9/2 to give the title compound (20.0 mg, 21.2%). 1 H-NMR (500 MHz, DMSO- d6): delta 11.86 (1 H, br s), 7.57 (2H, d), 7.45 (1 H, br s), 7.40 (2H, t), 7.34 (1 H, d), 7.26 (1 H, d), 7.14 (1 H, t), 3.93 (2H, s), 3.81-3.88 (2H, m), 3.55-3.65 (2H, m), 1.91-2.06 (4H, m); HPLC-MS, 2: 2.69 min, m/z 417 [M+H]+.

The synthetic route of 2-Chloro-6-(trifluoromethyl)benzimidazole has been constantly updated, and we look forward to future research findings.

The important role of 86604-86-6

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.

Related Products of 86604-86-6, A common heterocyclic compound, 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole, molecular formula is C8H4ClF3N2, 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 2 N-(5-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yl)quinolin-8-amine A mixture of 2-chloro-5-(trifluoromethyl)-1H-benzo[d]imidazole (66 mg, 0.3 mol, prepared according to the procedure described in WO 2004/035549 A1) and 8-aminoquinoline (29 mg, 0.6 mmol, Aldrich) in EtOH (2 mL) was subjected to microwave irradiation at 170 C. with stirring for 30 min. The reaction mixture was allowed to cool to room temperature, the solvent was removed in vacuo and the residue was purified by silica gel chromatography eluding with 3% MeOH/DCM to give the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 329 (M+1).

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; Norman, Mark H.; Ognyanov, Vassil I.; Wang, Xianghong; US2006/160872; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem