Condensed Pyridazines. Part I. Synthesis of 2‐Oxo‐2 H ‐pyrano[2,3‐ D ]‐pyridazine and 2‐Oxo‐2 H ‐pyrano[2,3‐ c ] pyridazine | Zendy

Maeba Isamu | Zendy; Ando Masahiko | Zendy; Yoshina Shigetaka | Zendy; Castle Raymond N. | Zendy

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Condensed Pyridazines. Part I. Synthesis of 2‐Oxo‐2 H ‐pyrano[2,3‐ D ]‐pyridazine and 2‐Oxo‐2 H ‐pyrano[2,3‐ c ] pyridazine

Author(s) -

Maeba Isamu,

Ando Masahiko,

Yoshina Shigetaka,

Castle Raymond N.

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.5570160210

Subject(s) - pyridazine , chemistry , ring (chemistry) , potassium cyanide , medicinal chemistry , stereochemistry , cyanide , organic chemistry

The reaction of 4,7‐diehlorofuro[2,3‐ d ]pyridazine (1) with potassium cyanide in DMSO gave two products, ( E )‐3,6‐diehloro‐5‐(2‐cyanovinyl)‐4‐hydroxypyridazine (II) and 5,8‐dichloro‐2‐oxo‐2 H ‐pyrano[2,3‐ d ]pyridazine (III) as a result of ring opening or ring expansion. A new ring system, 2‐oxo‐2 H ‐pyrano[2,3‐ c ]pyridazines (IX, XII, XIII) was obtained from 5,8‐dichloro‐3‐methyl‐2‐oxo‐2 H ‐pyrano[2,3‐ d ]pyridazine (VI).

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