Reaction of pyrazine‐2,3‐dicarbonitrile and 1,3‐dimethyllumazine with the phthalimidoalkyl radical | Zendy

Tada Masaru | Zendy; Totoki Shintaro | Zendy

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Reaction of pyrazine‐2,3‐dicarbonitrile and 1,3‐dimethyllumazine with the phthalimidoalkyl radical

Author(s) -

Tada Masaru,

Totoki Shintaro

Publication year - 1988

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.5570250505

Subject(s) - chemistry , pyrazine , pteridine , hydrazine (antidepressant) , free radical reaction , medicinal chemistry , derivative (finance) , organic chemistry , radical , chromatography , financial economics , economics , enzyme

A phthalimidoalkyl radical reacts with pyrazine‐2,3‐dicarbonitrile ( 1 ) to give mono‐ and diphthalimido‐alkylpyrazine‐2,3‐dicarbonitriles 4 and 5 . A similar reaction with 1,3‐dimethyllumazine ( 2 ) gave only monophthalimidoalkyl‐1,3‐dimethyllumazines 6 or 7 . Hydrazine degradation of 7‐(3′‐phthalimido)propyl‐1,3‐dimethyllumazine ( 6c ) gave a 7‐(3′‐amino)propyl derivative 8 but 7‐phthalimidomethyl‐1,3‐dimethyllumazine ( 6a ) gave only 1,3‐dimethyllumazine ( 2 ). Thus the phthalimidomethyl group can be used as a protection group of the pteridine nucleus.

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