Synthesis and crystal structure of a covalently hydrated 8‐thia‐1,4‐diazacycl[3.3.2]azine | Zendy

Campaigne E. | Zendy; Huffman J. C. | Zendy; Selby T. P. | Zendy

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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.

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