Reaction of 9‐substituted 1‐aminoadenine with hydrazine | Zendy

Asano Shoji | Zendy; Itano Keiji | Zendy; Kohda Kohfuku | Zendy; Yamagata Yuriko | Zendy

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Reaction of 9‐substituted 1‐aminoadenine with hydrazine

Author(s) -

Asano Shoji,

Itano Keiji,

Kohda Kohfuku,

Yamagata Yuriko

Publication year - 1996

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.5570330419

Subject(s) - chemistry , hydrazine (antidepressant) , methanol , imidazole , solvent , medicinal chemistry , organic chemistry , reaction mechanism , catalysis , chromatography

Reaction of 9‐substituted (methyl or benzyl) 1‐aminoadenines 1 with hydrazine afforded 9‐substituted 6‐hydrazinopurines 2 and 1‐substituted 5‐ammo‐4‐(4‐amino‐1,2,4‐triazol‐3‐yl)imidazole ( 4 ). The product ratio of 2 to 4 rose with increasing amounts of methanol used as the solvent. When the same reaction was carried out using 1,9‐dimethyladenine instead of 1 , compounds 2 and 4 were also obtained with N 6 ,9‐dimethyladenine. A possible mechanism for formation of 2 and 4 is discussed.

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