a -Aroyl- a. -(indol-3-yl)propionic acids 2 were prepared by the reaction of a -aroylacrylic acid 1 with indoles in dry benzene. Condensation of 2 with anisaldehyde afforded the a -arylidene derivatives 3. Dehydration of 2 yielded the butenolides 4 which underwent ring opening by reaction with amines to give 5. Reaction of 2 with hydrazine hydrate and phenylhydrazine afforded the corresponding dihydropyridazinones 6a-d and7a-d. Dihydropyridazinones 6 reacted with dimethyl sulfate. diethylsulfate. ethyl bromoacetate. POC13 and P2S5 and yielded the corresponding N-alkylated. Chloropyridazine and thione derivatives 8a-c. 13a. 13b, 17a and 17b. Reactions of pyridazinones 6 with anisaldehyde, Grignard reagents and bromine-acetic acid mixture are described. The behaviour of 3-chloropyridazine 13 towards hydrazine hydrate. sodi um azi de and anthranil i c aci d was i nvesti gated. Carboethoxymethylation and the action of p-anisidine and Grignard reagents on the thione 17 were investigated.
M HAMDY ,G H SAYED ,I A ELMAWGOUD ,M Y EL KADY ,
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