The synthesis of  proximal ‐benzolumazine,  proxirnal ‐benzoxanthine,  proximal ‐benzotheophylline and  proximal ‐benzocaffeine | Zendy

Schneller Stewart W. | Zendy; Christ William J. | Zendy

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The synthesis of proximal ‐benzolumazine, proxirnal ‐benzoxanthine, proximal ‐benzotheophylline and proximal ‐benzocaffeine

Author(s) -

Schneller Stewart W.,

Christ William J.

Publication year - 1981

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.5570180347

Subject(s) - chemistry , yield (engineering) , stereochemistry , crystallography , metallurgy , materials science

The synthesis of pyrazino[2,3‐ f ]quinazolin‐8,10‐(7 H ,9 H )dione( proximal ‐benzolumazine, 1 ), imidazo[4,5‐ f ]‐quinazolin‐7,9‐(6 H ,8 H )‐dione ( proximal ‐benzoxanthine, 2 ), 6,8‐dimethylimidazo[4,5‐ f ]‐quinazolin‐7,9‐(6 H ,8 H ) dione ( proximal ‐benzotheophylline, 3 ), and 1,6,8‐trimethylimidazo[4,5‐ f ]quinazolin‐7,9‐(6 H ,8 H )dione ( proximal ‐benzocaffeine, 4 ) is reported by commencing with 2‐amino‐6‐chlorobenzamide and proceeding via a variety of 5,6‐disubstituted‐2,4‐(1 H ,3 H )quinazolinediones. Methylation of 3 is shown to yield 3,6,8‐trimethylimidazo[4,5‐ f ]quinazolin‐7,9‐(6 H ,8 H )dione ( 15 ) and 4 in a ratio of 4:1.

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