FIELD: chemistry.
SUBSTANCE: invention relates to a process for preparation of N-(4-methyl-3-chlorophenyl)-2-acetoxy-3,5-dichlorobenzamide with anthelmintic activity. The method for N-(4-methyl-3-chlorophenyl)-2-acetoxy-3,5-dichlorobenzamide preparation is implemented in toluene by acetylation of 3,5-dichlorsalicylic acid to form 2-acetoxy-3,5-dichlorobenzoic acid. Its acid chloride is then prepared and reacts with 4-methyl-3-chloroaniline with subsequent isolation of the target product. At that, 3,5-dichlorsalicylic acid acetylation is carried out with acetyl chloride at a molar ratio of 1:2 at a temperature of 65 to 90°C, acid chloride of 2-acetoxy-3,5-dichlorobenzoic acid, is obtained by exposure to thionyl chloride at a molar ratio of 1:1.5 with addition of a catalytic amount of dimethylformamide at 76-80°C for 1 h. Acid chloride reaction with 4-methyl-3-chloroaniline is carried out in the presence of aqueous sodium bicarbonate at a molar ratio of 1.05:1:1.2, respectively at a temperature of 18-22°C, and the desired product is isolated by filtration as a precipitate.
EFFECT: provision of a compound with a high yield as the result of development of a safe, low waste, economical and efficient method.
2 ex
Title | Year | Author | Number |
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Authors
Dates
2017-04-11—Published
2015-12-01—Filed