4116-10-3

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-N-METHYLACETOACETAMIDE is used as a synthetic intermediate for the preparation of piperidinylmethyl (thiazolyl)phenylcarbamates. These compounds are valuable as M3 muscarinic acetylcholine receptor antagonists, which play a crucial role in the treatment of chronic obstructive lung diseases, chronic bronchitis, asthma, and other related conditions. The antagonistic action of these compounds helps to alleviate symptoms and improve the quality of life for patients suffering from these respiratory ailments.

InChI:InChI=1/C5H8ClNO2/c1-3(8)4(6)5(9)7-2/h4H,1-2H3,(H,7,9)

Upstream product

• 41295-64-1 4-chloroacetoacetyl chloride 
• 74-89-5 methylamine 
• 20306-75-6 N-methylacetoacetamide 

Downstream Products

• 132395-43-8 (E)-2-Chloro-3-(4-chloro-phenylamino)-but-2-enoic acid methylamide 
• 132395-41-6 (E)-2-Chloro-3-phenylamino-but-2-enoic acid methylamide 
• 132395-44-9 (E)-2-Chloro-3-(2-hydroxy-phenylamino)-but-2-enoic acid methylamide 
• 132395-45-0 (E)-3-Benzylamino-2-chloro-but-2-enoic acid methylamide 
• 20306-75-6 N-methylacetoacetamide 
• 132395-42-7 (E)-2-Chloro-3-p-tolylamino-but-2-enoic acid methylamide 
• 132395-49-4 (E)-2-Chloro-3-(1-methyl-3-phenyl-propylamino)-but-2-enoic acid methylamide 

Relevant academic research and scientific papers

A convenient method for reduction dehalogenation of α-halocarbonyl compounds using benzenethiol in K+/CH3CN system

Benzenethiol, as a reductive agent for the dehalogenation of various α-halocarbonyl compounds, is investigated in the K+/CH3CN system. The reaction affords the reduced compounds in high yields under mild reaction conditions, especially α-chlorocarbonyl compounds. Furthermore, the reaction performed under ultrasonic irradiation greatly shortens the reaction time.

Process for the produciton of 2-chloroacetoacetic acid amides

Process for the production of 2-chloroacetoacetic acid amides. Diketene is converted at a temperature of +30° to -40° C. with the help of hydrogen chloride into acetoacetic acid chloride. Chlorine is introduced into the mixture at a temperature of +30° to -40° C., whereby 2-chloroacetoacetic acid chloride is formed. The latter is converted into the corresponding amide at a temperature of +50° to -40° C. by reaction with a N-compound having the formula: STR1 wherein (i) R=R'=H, or (ii) R=R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alky, or (iii) R=H, and R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alkyl.