Some scientific research about 117977-21-6

The synthetic route of 117977-21-6 has been constantly updated, and we look forward to future research findings.

The common heterocyclic compound, 117977-21-6, name is 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole, molecular formula is C18H21N3O2S, 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. 117977-21-6

Chloroform (325 liters), and meta-chloro-per-benzoic-acid (39.0 kg) were taken into a reactor and the mixture was stirred for about 50 minutes. The meta- chloro-per-benzoic-acid layer which settles at the bottom was separated, and taken into an addition bulb. Chloroform (325 liters), 2-[[[4-(3-methoxypropoxy)-3-methyl-2- pyridinyl] methyl] thio]-H-benzimidazole (65 kg) and DMSO (130 liters) were taken into another reactor and cooled to a temperature of about -12.5 0C. The solution of meta-chloro-per-benzoic-acid prepared above was added to the cooled reaction mass slowly. The reaction mass was maintained at about -12 0C for about 30 minutes.A solution of water (325 liters) and sodium hydroxide (41 .6 kg) was added to the above reaction mass and stirred for about 10 minutes. The pH of the reaction mass was adjusted to about 8.5 to about 9.0 using acetic acid (44 liters). The organic layer was separated and the aqueous layer was extracted into chloroform (65 liters). The organic layer was then extracted into a solution of sodium hydroxide flakes (3.2 kg) in water (195 liters), followed by extraction with a solution of sodium hydroxide (2.0 kg) in water (130 liters). The combined aqueous layer was washed with chloroform (30 X 2 liters). The aqueous layer was given carbon treatment and filtered through a hyflow bed. The carbon bed was washed with water (65 liters). To the aqueous layer chloroform (65 liters) and methanol (65 liters) were added and the mixture cooled to about 22.5 0C. The pH of the reaction mixture was adjusted to about 8.5 to about 9.0 using a 1 :1 combination of acetic acid and water (20 liters), and the organic layer was separated, and the aqueous layer was extracted into chloroform (30 liters). The combined organic layer was added to methyl tertiary butyl ether (290 liters) cooled to a temperature of about 2 0C to about 5 0C. The reaction mass was maintained at about 2 0C to about 5 0C for about 15 minutes. The separated solid was filtered and washed with methyl tertiarybutyl ether (65 liters).The wet material and methanol (45 liters) were added to a solution of sodium hydroxide (6.5 kg) in water (45 liters) taken into a reactor. The reaction mass was stirred for about 25 minutes to about 30 minutes for clear dissolution and then cooled to about 12.5 0C. The pH of the solution was adjusted to about 9.3 to about 9.7 using a 1 :1 solution of acetic acid in water (24 liters) followed by addition of water (98 liters). The pH was readjusted to about 9.3 to about 9.7 using a 1 :1 solution of acetic acid in water at about 12 0C to about 15 0C. The reaction mass was maintained at about 12 0C to about 15 0C for about 30 minutes. The separated solid was filtered and washed with a solution of water (45 liters) and methanol (10 liters). The wet solid was again slurried in a combination of water (215 liters) and methanol (45 liters) for about 45 minutes, and then filtered. The filtered solid was washed with a mixture of water (45 liters) and methanol (10 liters), followed by washing with water (195 liters). Metyl tertiary butyl ether (175 liters) was taken into a reactor and cooled to about 2.5 0C. Dichloromethane (52 liters) was added to it followed by addition of the wet material. The reaction mass was stirred for about 30 minutes at the same temperature and them filtered. The filtered material was washed with methyl tertiary butyl ether (10 liters).The wet material was taken into another 1 10 liters of methyl tertiary butyl ether and stirred for about 40 minutes. The material was then filtered and washed with methyl tertiary butyl ether (25 liters). The wet material was dried at about 47 0C for about 30 minutes to get 19.8 kg of the title compound.

The synthetic route of 117977-21-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; DR. REDDY’S LABORATORIES, INC.; WO2008/17020; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem