Synthesis of N-(4-oxo-3,4-dihydroquinazolin-3-yl)succinimide and N-(4-oxoquinazolin-3-yl)succinamic acid derivatives based thereon

Shemchuk, L. A.; Chernykh, V. P.; Arzumanov, P. S.; Levashov, D. V.; Shemchuk, L. M.

doi:10.1134/s1070428007040215

Cited by 11 publications

(3 citation statements)

References 4 publications

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“…The starting compound 3-aminoquinazolin-4(3H)-one (1) was synthesized from anthranilhydrazide and triethyl orthoformate as reported in literature [6].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antioxidant Properties of Novel Quinazoline Derivatives

Tetere

Zicāne

Ravina

et al. 2014

Material Science and Applied Chemistry

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-Quinazoline derivatives have expressed a broad spectrum of biological activities, but there are few examples in literature on an antioxidant activity of different quinazolines. On the basis of literature by Chinese scientists on the effective antioxidant activity of Schiff bases containing 2-oxoquinoline and due to structural similarity of quinoline and quinazoline ring systems, the reactions of 3-aminoquinazolinone with a range of aromatic aldehydes and ethoxymethylene derivatives have been carried out and their radical scavenging activities have been studied.

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“…The starting compound 3-aminoquinazolin-4(3H)-one (1) was synthesized from anthranilhydrazide and triethyl orthoformate as reported in literature [6].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antioxidant Properties of Novel Quinazoline Derivatives

Tetere

Zicāne

Ravina

et al. 2014

Material Science and Applied Chemistry

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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. The cyclization of N ′‐acyl‐ and N ′‐tosyl‐substituted anthranilic hydrazides with aliphatic, aromatic or heterocyclic aldehydes or aliphatic ketones in refluxing ethanol afforded 3‐acyl‐ and 3‐tosylamido‐1,2‐dihydroquinazolin‐4‐ones .…”

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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“…Derivatives of 2-(phenylamino)benzoic [1] and 2-(phenylamino)pyridine-3-carboxylic acid hydrazides [2] exhibit a broad spectrum of biological activity (anticonvulsant, anti-inflammatory, and bactericidal). They are also used in the synthesis of biologically active substituted 3-aminoquinazolin-4-ones [3,4].…”

mentioning

confidence: 99%