Pyrolidines from Primary Amines

Authors

George H. Coleman, State University of IowaFollow
Chris C. Schulze, State University of Iowa
Harold A. Hoppens, State University of Iowa

Document Type

Research

Abstract

Pyrrolidine has been prepared from n-butylamine by heating N-chloro-N-acyl derivatives of the amine with concentrated sulfuric acid. N -chloro-N-butylacetamide underwent ring closure with the formation of pyrrolidine in SO per cent yields when heated with 95 per cent sulfuric acid for one hour at 130-140°. With 99.5 per cent acid the percentage yield was much lower. N-chloro-N-n-butyl-p-toluenesulfonamide when heated with 95 per cent sulfuric acid for thirty minutes at 140° formed pyrrolidine in 50 per cent yields. In both cases considerable amounts of n-butylamine were also formed.

Publication Date

1940

Journal Title

Proceedings of the Iowa Academy of Science

Volume

47

Issue

1

First Page

264

Last Page

264

Copyright

©1940 Iowa Academy of Science, Inc.

Language

en

File Format

application/pdf

Recommended Citation

Coleman, George H.; Schulze, Chris C.; and Hoppens, Harold A. (1940) "Pyrolidines from Primary Amines," Proceedings of the Iowa Academy of Science, 47(1), 264-264.
Available at: https://scholarworks.uni.edu/pias/vol47/iss1/53