Abstract
Acyclic (1a–c), and cyclic (4a–f) secondary amides are N-chlorinated by N-chlorobenzotriazole under 15–20 minutes of microwave heating to give the corresponding N-chloro secondary amides (3a–c, 5a–f) in yields of 50-80%.
Highlights
N-Haloamides are used as photoinitiators for radical polymerization[1] and in room temperature vulcanization for the preparation of adhesives, caulks and sealants.[2]
Microwave heating, the N-chlorination of cyclic and acyclic secondary amides can be done in 15–20 minutes using N-chlorobenzotriazole as the chlorinating agent
Optimization of the reaction conditions was carried out for the chlorination of secondary amides and different combinations of temperature, time and irradiation power were studied for Nmethylbenzamide (1a) in order to achieve the maximum chemical yield at the lowest reaction temperature
Summary
N-Haloamides are used as photoinitiators for radical polymerization[1] and in room temperature vulcanization for the preparation of adhesives, caulks and sealants.[2]. Microwave heating, the N-chlorination of cyclic and acyclic secondary amides can be done in 15–20 minutes using N-chlorobenzotriazole as the chlorinating agent. Optimization of the reaction conditions was carried out for the chlorination of secondary amides and different combinations of temperature, time and irradiation power were studied for Nmethylbenzamide (1a) in order to achieve the maximum chemical yield at the lowest reaction temperature.
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