ALPHA-CYANOTHIOACETAMIDE AND ITS DERIVATIVES IN HETEROCYCLIC SYNTHESIS - PREPARATION OF SEVERAL NEW 4-OXOQUINAZOLINE DERIVATIVES
The reaction of alpha-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-t...
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Published in | Journal für praktische Chemie (Leipzig, Germany : 1954) Vol. 332; no. 5; pp. 610 - 618 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
HEIDELBERG
JOHANN AMBROSIUS BARTH VERLAG
01.01.1990
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Subjects | |
Online Access | Get more information |
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Summary: | The reaction of alpha-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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ISSN: | 0021-8383 |
DOI: | 10.1002/prac.19903320505 |