Synthesis of phthalimidines linked to quinoline derivatives by an amide bridge View Full Text


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Article Info

DATE

2010-05

AUTHORS

L. Yu. Ukhin, K. Yu. Suponitskii, T. N. Gribanova, L. V. Belousova, E. N. Shepelenko

ABSTRACT

The reactions of 3-acetoxy-2-acetyl(cyanoacetyl)aminoisoindolin-1-one (1) with o-tosylaminobenzaldehyde and o-mesylaminobenzaldehyde morpholinals lead to a mixture of 2-(2-aminoquinoline-3-carboxamido)-3-morpholinoisoindolin-1-one (3) and 3-cyanoquinolin-2(1H)-one (4). The reaction of 1 with 5-nitro-2-tosylaminobenzaldehyde morpholinal yields a mixture of 2-(2-amino-6-nitroquinoline-carboxamido)-3-morpholinoisoindolin-1-one and 3-cyano-6-nitroquinolin-2(1H)-one. 3-Acetoxy-2-(quinolino[2,3-d]-2-methyl-4-oxopyrimidin-3-yl)isoindolin-1-one (20) was prepared by the condensation of o-formylbenzoic acid and 2-aminoquinoline-3-carbohydrazide in Ac2O. The structures of compounds 3, 4, and 20 were established by X-ray analysis. More... »

PAGES

1023-1030

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-010-0199-8

DOI

http://dx.doi.org/10.1007/s11172-010-0199-8

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1027111250


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