Lactams anthranilic acid reaction

Adducts from POCI3 and formamides, acetamides, - malono ester amides, - cyanoacet-amides - or lactams have been transformed to amidines by reaction with the following amino compounds 2-acylaminothiophenes, 2-aminoisoxazole, 4-aminotriazole, 3-aminoimidazole, ° aminoindoles, " 2-acylaminoanthraquinones, 2,6-diaminoanthraquinone, 6-aminouracil, -arylacetamides, A -disubstituted thioureas IV-arylchloroacetamides, anilines, o-phe-nylenediamines, anthranilic acid amide and acylaminobenzothiophene. ... 

An extension of the Niementowski reaction that has been used for the condensation of anthranilic acids with lactams has been reported by Sastry et al. Addition of phosphorous oxychloride at room temperature to a solution of lactam 46 was followed by addition of anthranilic acid (1). Subsequent stirring at room temperature followed by heating at reflux furnished products 48 in 60-90% yield. The reaction presumably proceeds via formation of 47 followed by condensation with anthranilic acid (1) and cyclodehydration to give 48. Additional examples of phosphorous oxychloride mediated 4-quinazolone syntheses with either anthranilic acid or the corresponding... 

The same general intermediate (342 X = OOH) may be invoked in the reaction of tetrahydro-jS-carboUne derivatives with perbenzoic acid and ozone. From the reaction [342 (X = OOH) 353-> 353a] a cyclic lactam (353a) may be isolated. Such a structure is presumably the intermediate in the oxidative degradation of numerous complex tetrahydro-)S-carboline alkaloids, which yields A-oxalyl-anthranilic acid derivatives (354). The lactam can undergo base-... 

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