Pyrimidines. LII   Synthesis of pyrido[2,3‐d]pyrimidine‐2,4‐diones and pyrido[2,3‐d:6,5‐d']dipyrimidine‐2,4,6,8‐tetrones | Zendy

Hirota Kosaku | Zendy; Kitade Yukio | Zendy; Senda Shigeo | Zendy

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Pyrimidines. LII Synthesis of pyrido[2,3‐d]pyrimidine‐2,4‐diones and pyrido[2,3‐d:6,5‐d']dipyrimidine‐2,4,6,8‐tetrones

Author(s) -

Hirota Kosaku,

Kitade Yukio,

Senda Shigeo

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.5570220224

Subject(s) - chemistry , malononitrile , barbituric acid , pyrimidine , methylene , triethylamine , hydrochloride , ethyl cyanoacetate , medicinal chemistry , stereochemistry , organic chemistry , catalysis

Reactivities of 5‐dimethylaminomethylene‐6‐imino‐1,3‐dimethyluracil hydrochloride ( 1 ) toward a variety of active methylene compounds 2 and 5 were investigated. Treatment of 1 with active methylene compounds such as malononitrile and ethyl cyanoacetate in the presence of triethylamine gave pyrido[2,3‐ d ]pyrimidine‐2,4‐dione derivatives 3. Reaction of 1 with barbituric acids resulted in the formation of pyrido[2,3‐ d :6,5‐ d ′]di‐pyrimidine‐2,4,6,8‐tetrone derivatives 6.

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