87885-40-3

Upstream product

• 57949-80-1 (3-carboxy-1-methylindol-2-yl)acetic acid anhydride 
• 87885-25-4 1-(1-Methyl-3-carboxyindole-2-ylacetyl)thiosemicarbazide 
• 87885-30-1 1-Methyl-2-(5-ethylthio-2H-1,2,4-triazol-3-ylmethyl)-indole-3-carboxyxlic acid 
• 87885-27-6 1-Methyl-2-(5-thioxo-1,2,4-triazolin-3-ylmethyl)-indole-3-carboxyxlic acid 
• 57573-52-1 4-methylbenzene diazonium 
• 87885-34-5 10-Methyl-2-ethylthio-5,10-dihydro-s-triazolo<5',1':1,2>pyrido<4,5-b>indol-5(1)H-one 

Relevant academic research and scientific papers

Synthesis of 10-Alkyl-2-alkylthio-5,10-dihydro-s-triazolopyridoindol-5(1H)-ones

3-Carboxy-1-alkylindole-2-acetic acid anhydrides (1) react with thiosemicarbazide to give 1-(1-alkyl-3-carboxyindol-2-ylacetyl)thiosemicarbazides (II) which undergo cyclisation to 1-alkyl-2-(5-thioxo-1,2,4-triazolin-3-ylmethyl)indole-3-carboxylic acids (IV).II or IV on refluxing with alkyl halides in sodium hydroxide solution gives the S-alkyl derivatives (VI). 1-Methyl-2-(5-methylthio-2H-1,2,4-triazol-3-ylmethyl)indole-3-carboxylic acid (VIa) when refluxed in dimethylformamide affords 10-methyl-2-methylthio-5,10-dihydro-s-triazolopyridoindol-5(1H)-one (VIIIa).Compounds (VIII) have also been prepared by the direct reaction of 1 with S-alkylisothiosemicarbazide in DMF.Compounds (VIII) undergo coupling reaction with diazonium salts to give 4-arylhydrazone derivatives (X).