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The reaction of ethyl esters of 4-methyl-2-oxo-2H-1-benzo (naphtho) pyran-3-carboxylic acids (1) with aromatic aldehydes in the presence of piperidine yielded 4-styryl-3-carboxamidopiperidyl coumarin derivatives 4. The reaction of hydrazine hydrate with 1 gave acetophenone hydrozone derivatives 5 and acetophenone azine derivatives 6. The reaction of 1 with primary amines afforded compounds 7-9. And the treatment of 1a with Grignard reagents afforded 3-aroyl-4-methyl coumarin derivatives 10.
The reaction of ethyl esters of 4-methyl-2-oxo-2H- 1 -benzo (naphtho) pyran-3-carboxylic acids (1) with aromatic aldehydes in the presence of piperidine yielded 4-styryl-3- carboxamidopiperidyl coumarin derivatives 4 . The reaction of hydrazine hydrate with 1 gave acetophenone hydrozone derivatives 5 and acetophenone azine derivatives 6. The reaction of 1 with primary amines afforded compounds 7-9. And the treatment of 1a with Grignard reagents afforded 3-aroyl-4-methyl coumarin derivatives 10.