84670-35-9Relevant academic research and scientific papers
Reaction of 2-Carboxy-1-methylindole-3-acetic Acid Anhydride with Amines and with S-Methylisothiosemicarbazide
Ali, M. I.,Abdel-Fattah, A. M.,Hussain, S. M.,El-Reedy, A. M.
, p. 993 - 996 (2007/10/02)
2-Carboxy-1-alkylindole-3-acetic acid anhydrides (I) condensed with S-methylisothiosemicarbazide in DMF to form 5,11-dihydro-6-methyl-2-methylthioindolopyrido-s-triazol-5-one (II).Compound II underwent ring opening on refluxing with sodium hydroxide solution to give IV.The anhydride I reacted with primary amines in benzene to give 2-carboxy-1-alkylindole-3-acetanilide derivatives (VI) which yielded 1-methylindole-3-acetic acid by decarboxylation followed by hydrolysis.Compound II oxidised to the diketo compound X which could be prepared by the hydrolysis of the azomethine derivative IX with acetic acid-hydrochloric acid mixture.Compound II reacted with benzyl chloride to yield the dibenzyl derivative XII, condensed with p-chlorobenzaldehyde to form the 11-p-chlorobenzylidene derivative XI and coupled with arenediazonium salt to give the 11-arylhydrazone derivatives XIII.
