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Cyclocondensation of 2‐hydrazinoperimidine with diethyl oxalate and ethyl pyruvate
Author(s) -
Liu KangChien,
Chen HsiuHo
Publication year - 1985
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.5570220545
Subject(s) - chemistry , yield (engineering) , acetic acid , oxalate , elemental analysis , medicinal chemistry , organic chemistry , nuclear chemistry , metallurgy , materials science
Refluxing 2‐hydrazinoperimidine (1) with excess amount of diethyl oxalate (2a) gave ethyl 1 H ‐1,2,4‐triazolo[4,3‐ a ]perimidine‐3‐carboxylate (4a) in 84% yield. On the other hand, heating 1 with ethyl pyruvate (2b) in glacial acetic acid afforded 3‐methyl‐1,2,4‐triazino[4,3‐ a ]perimidin‐4(1 H )‐one (6b) in 92% yield. Structures of the products were investigated by spectral and elemental analysis.
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