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Pyrimidines. XIX. Pyrimido[4,5‐ e ]dihydro‐1,3‐oxazines and related compounds
Author(s) -
O'Brien Darrell E.,
Weinstock Louis T.,
Springer Robert H.,
Cheng C. C.
Publication year - 1967
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.5570040108
Subject(s) - chemistry , oxazines , pyrimidine , mannich reaction , stereochemistry , medicinal chemistry , organic chemistry , catalysis
A number of 2‐substituted 4,5‐dihydroxy‐6‐(substituted aminomethyl)pyrimidines (VIII) were prepared from the corresponding 2‐substituted 4,5‐dihydroxypyrimidines (VII) by a new pyrimidine Mannich reaction. The structure of VIII was proved by an independent synthesis. Further study of this reaction led to the synthesis of a new class of compounds: the pyrimido[4,5‐ e ]dihydro‐1,3‐oxazines (VI).
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