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658700-20-0

3-FLUORO-N-METHYL-4-NITROBENZAMIDE synthesis

4synthesis methods
-

Yield: 96%

Reaction Conditions:

with 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in methanol;dichloromethane at 20;

Steps:

4
To a solution of [3-FLUORO-4-NITROBENZOIC] acid (4.0 g, 21.6 mmol) and EDC [(1- [3-] (dimethylamino) propyl] -3-ethylcarbodiimide hydrochloride) (4.36 g, 28.1 mmol) in methylene chloride (100 mL) was added methylamine (11.3 mL of a 2 M solution in [MEOH,] 22.7 mmol) and the solution was stirred at room temperature overnight. The solution was washed with 1 N [HCI,] dried over [MGS04] and concentrated to a solid. The solid was triturated with butyl chloride and collected by filtration to give the N-methyl-3- [FLUORO-4-NITROBENZAMIDE] (3. 81 g, 96%).

References:

BOEHRINGER INGELHEIM PHARMACEUTICALS, INC. WO2004/14905, 2004, A1 Location in patent:Page 159-160