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Polycyclic N ‐Heterocyclic Compounds, Part 72: Reaction of N ‐([1]Benzofuro (or Benzothieno)[3,2‐ d ]pyrimidin‐4‐yl)formamidine and N ‐(Pyrido[2,3‐ d ]pyrimidin‐4‐yl)formamidine Derivatives with Hydroxylamine Hydrochloride
Author(s) -
Okuda Kensuke,
Tsuchie Kiyoko,
Hirota Takashi
Publication year - 2012
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.850
Subject(s) - hydroxylamine hydrochloride , chemistry , ring (chemistry) , formamide , pyrimidine , hydroxylamine , hydrochloride , medicinal chemistry , benzofuran , stereochemistry , organic chemistry
The reactions of N ‐([1]benzofuro[3,2‐ d ]pyrimidin‐4‐yl)formamidines with hydroxylamine hydrochloride gave rearranged cyclization products via ring cleavage of the pyrimidine component accompanied by a ring closure of the 1,2,4‐oxadiazole to give N ‐[2‐([1,2,4]oxadiazol‐5‐yl)[1]benzofuran‐3‐yl)formamide oximes. N ‐([1]Benzothieno[3,2‐ d ]pyrimidin‐4‐yl)formamidines and N ‐(pyrido[2,3‐ d ]pyrimidin‐4‐yl)formamidines with hydroxylamine hydrochloride gave similar results.