✦ LIBER ✦

α-Cyanothioacetamide and its derivatives in heterocyclic synthesis: Preparation of several new 4-oxoquinazoline derivatives

✍ Scribed by Dr. M. A. Abdel Aziz; H. A. Daboun; S. M. Abdel Gawad

Book ID: 105353732
Publisher: John Wiley and Sons
Year: 1990
Tongue: English
Weight: 490 KB
Volume: 332
Category: Article
ISSN: 1615-4150
DOI: 10.1002/prac.19903320505

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✦ Synopsis

Abstract

The reaction of α‐cyanothioacetamide (1) or its methylthio derivative (2) with anthranilic acid led to the formation of 3,4‐dihydro‐4‐oxoquinazolin‐2‐yl acetonitrile (3). 3 condensed with aromatic aldehydes to give arylidene derivatives (4a‐d) which could be prepared also via the reaction of 2‐thiocarbamoylcinnamonitriles (5a‐d) or their methylthio derivatives (6a‐d) with anthranilic acid. 3 reacted with cinnamonitrile derivatives (7a‐h) and (12a‐d) to yield pyrido‐[1,2‐a]‐quinazoline derivatives (10a‐h) and (15a‐d) which could also be prepared by the reaction of (4a‐d) with malononitrile (11a), benzoyl acetonitrile (11b) and ethylcyanoacetate (16), respectively.

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