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Study on the structures of 2‐substituted iminothiazolidine derivatives
Author(s) -
Sakae Masatoshi,
Katsurada Masanori,
Watanabe Mayumi,
Yoneda Fumio,
Nishigaki Sadao,
Ishida Toshimasa
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340125
Subject(s) - chemistry , thiourea , thiazoline , medicinal chemistry , stereochemistry , organic chemistry
The reaction of 2‐bromoethylamine 1 with methylisothiocyanate 2 under mild condition gave 2‐methyl‐amino‐2‐thiazoline 3 as the major product together with two kinds of byproducts, 3‐( N ‐methylthiocar‐bamoyl)‐2‐methyliminothiazolidine 4 and N,N ′‐dimethyl‐ N ‐(2‐thiazolin‐2‐yl)thiourea 5. Thermal isomer‐ization of 5 to 4 was observed. The structures of the byproducts were confirmed by X‐ray crystallography.