Preparation of  N ‐aryl‐2,4‐diaminopentanes by the ring opening reaction of 1‐aryl‐3,4,5,6‐tetrahydro‐2‐(1 H )pyrimidinones | Zendy

Kashima Choji | Zendy; Katoh Akira | Zendy; Yoshiwara Nobutoshi | Zendy; Omote Yoshimori | Zendy

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Preparation of N ‐aryl‐2,4‐diaminopentanes by the ring opening reaction of 1‐aryl‐3,4,5,6‐tetrahydro‐2‐(1 H )pyrimidinones

Author(s) -

Kashima Choji,

Katoh Akira,

Yoshiwara Nobutoshi,

Omote Yoshimori

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.5570180821

Subject(s) - chemistry , pyrimidinones , aryl , yield (engineering) , ring (chemistry) , aluminum hydride , medicinal chemistry , lithium (medication) , organic chemistry , ion , medicine , alkyl , materials science , metallurgy , endocrinology , methoxide

1‐Aryl‐3,4,5,6‐tetrahydro‐2‐(1 H )pyrimidinones (I) underwent reductive ring opening reaction with lithium aluminum hydride to afford N ‐aryl‐2,4‐diaminopentanes (II) in good yields. On the other hand, 3,4,5,6‐tetrahydro‐3,4,6‐trimethyl‐1‐phenyl‐2‐(1 H )‐pyrimidinone (V) gave only cyclic diamine, 3,4,6‐trimethyl‐1‐phenylhexahydropyrimidine (VI), in 60% yield.

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