Anthranoylhydrazones of aliphatic aldehydes and their cyclization to quinazolin-4-one derivatives

Еrshov, A. Yu.; Lovushkina, N. A.; Lagoda, I. V.; Yakimovich, S. I.; Zerova, I. V.; Pakal’nis, V. V.; Шаманин, В. В.

doi:10.1007/s10593-009-0364-x

Cited by 6 publications

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References 9 publications

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“…1,3,4‐Triazepane 88 was synthesized en route the preparation of quinazolin‐4‐one 91 through the reaction of 2‐aminobenzoic acid hydrazide 37 and the appropriate aldehyde via intermediates 87–90 in benzene (Scheme ) …”

Section: Discussionmentioning

confidence: 99%

Overview on Developed Synthesis Methods of Triazepane Heterocycles

Zeydi

2017

J Chinese Chemical Soc

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Triazepanes are important seven‐membered heterocyclic compounds with nitrogen at different positions in the ring, and have many pharmaceutical activities. Compounds with the triazepane core have attracted much attention as a result of their interesting biological properties. A study of the literature shows that there are various methods for the preparation of triazepanes. In this review, we have classified the methods based on the nitrogen position in the final triazepine products into four triazepine classes, namely TAP‐1,2,3, TAP‐1,2,4, TAP‐1,2,5, and TAP‐1,3,5.

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Section: Discussionmentioning

confidence: 99%

Overview on Developed Synthesis Methods of Triazepane Heterocycles

Zeydi

2017

J Chinese Chemical Soc

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“…It has been reported that the room temperature treatment of anthranilic hydrazide ( 1 ) with aliphatic aldehydes in chloroform for 14 days yielded 3‐amino‐2‐alkyl‐2,3‐dihydroquinazolin‐4(1 H )‐ones. The reaction of 1 with diethyl oxalate under microwave irradiation was accompanied by decarboxylation to give 3‐amino‐3,4‐dihydroquinazolin‐4(1 H )‐one.…”

Section: Introductionmentioning

confidence: 99%

A Simple Green Protocol for the Condensation of Anthranilic Hydrazide with Cyclohexanone and N‐Benzylpiperidinone in Water

Miklós

Fülöp

2014

Journal of Heterocyclic Chem

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An environmentally benign condensation of anthranilic hydrazide with cyclohexanone or N‐benzylpiperidin‐4‐one in aqueous medium has been developed for the synthesis of benzoylhydrazones A. The thermal rearrangements of hydrazones A yielded 3′‐aminospiro‐quinazolinones B. When A or B was reacted repeatedly with cyclohexanone or N‐benzylpiperidin‐4‐one, spiroquinazoline‐hydrazones C were formed. From aqueous suspensions, products could be isolated in high purity by simple filtration.

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