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Synthesis and crystal structure of a covalently hydrated 8‐thia‐1,4‐diazacycl[3.3.2]azine
Author(s) -
Campaigne E.,
Huffman J. C.,
Selby T. P.
Publication year - 1979
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.5570160423
Subject(s) - chemistry , azine , ring (chemistry) , tricyclic , crystal structure , crystallization , covalent bond , condensation , single crystal , crystallography , stereochemistry , organic chemistry , physics , thermodynamics
Condensation of ethyl 4‐chloroacetoacetate with 4‐amino‐6‐hydroxy‐2‐pyrimidinethiol produced ethyl 3‐hydroxy‐5‐amino‐7‐oxothiazolino[3,2‐ a ]pyrimidin‐3‐acetate ( 7a ) on crystallization. Subsequent ring closure of 7a produced the tricyclic 6a‐hydroxy‐5,6,6a,7‐tetrahydro‐8‐thia‐1,4‐diazacycl[3.3.2]azin‐2,5‐dione ( 8 ). The structure of 8 was confirmed by crystal x‐ray diffraction analysis.