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2,4,6‐trichloropyrimidine. Reaction with ethanolamine and diethanolamine
Author(s) -
Delia Thomas J.,
Stark Derron,
Glenn Steven K.
Publication year - 1995
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.5570320413
Subject(s) - chemistry , diethanolamine , nucleophile , ethanolamine , intramolecular force , chlorine atom , chlorine , medicinal chemistry , organic chemistry , catalysis
2,4,6‐Trichloropyrimidine, 1, reacts with neutral nucleophiles, such as ethanolamine and diethanolamine, to produce both mono‐ and disubstituted derivatives resulting from replacement of either one (2 and 3) or two (4) chlorine atoms. The third chlorine could not be replaced by these nucleophiles. Failure of this final step was attributed to intramolecular hydrogen bonding of the nucleophiles.