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Studies on the syntheses of heterocyclic compounds. CDXCI pyrimidine derivatives V. Abnormal condensation products of 4‐amino‐6‐chloro‐2‐methoxypyrimidine with p‐nitrobenzenesulfonyl chloride
Author(s) -
Okui Kiyoshi,
Ito Kiyohiko,
Koizumi Masuo,
Fukumoto Keiichiro,
Kametani Tetsuji
Publication year - 1972
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.5570090618
Subject(s) - chemistry , pyridinium , pyrimidine , sulfonyl , betaine , nitrobenzene , acrylamide , chloride , condensation , medicinal chemistry , pyridinium compounds , stereochemistry , organic chemistry , catalysis , alkyl , polymer , physics , copolymer , thermodynamics
Condensation of 4‐amino‐6‐chloro‐2‐methoxypyrimidine (I) with p‐nitrobenzenesulfonyl chloride (II) gave, in addition to 6‐chloro‐2‐methoxy‐4‐( p ‐nitrobenzenesulfonamido)pyrimidine (III), two abnormal by‐products, the structures of which were assigned as 1 ‐[2‐methoxy‐4‐( p ‐nitrobenzenesulfonamido)pyrimidine‐6‐yl]pyridinium N,N ‐betaine (IV) and N ‐( p ‐nitrobenzene‐sulfonyl)‐β‐ureido‐β‐pyridinium acrylamide N,N ‐betaine (V).