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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1110385Generated: October 25, 2026

Thionyl Chloride → N-(2-chloroethyl)-N-methyl-1-pyrrolidinecarboxamide

https://huagongshe.com/reaction/1110385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantN-(2-hydroxyethyl)-N-methyl-1-pyrrolidinecarboxamideHCID 15078442—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
ProductN-(2-chloroethyl)-N-methyl-1-pyrrolidinecarboxamideHCID 15078443100%

Reaction Steps

To a stirred solution of 4 parts of N-(2-hydroxyethyl)-N-methyl-1pyrrolidinecarboxamide in 22.5 parts of methylbenzene were added 2.9 parts of thionyl chloride. After the addition of a few drops of N,N-dimethylformamide, the reaction mixture was heated slowly to reflux temperature. After stirring for 2 hours at this temperature, the mixture was cooled and the whole was evaporated, yielding 4.5 parts (100%) of N-(2-chloroethyl)-N-methyl-1-pyrrolidinecarboxamide as a residue (int. 31).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04975439
Source datasetuspto-grants-1990_12
ORD IDord-5236f34808b046a5a218be6f19255da4
Source noteuspto-grants-1990_12