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Synthesis of 5-spiro (5'-methylisatin) -4-acetyl-2-(acetylamino)-?2-1,3,4-thiadiazoline and 5-spiro(5'-methylisatin)-4-acetyl -2-(5'-methylisatin-3'-hydrazino)-d2-1,3,4 -thiadiazoline

Journal Article


Abstract


  • Condensation of 5-methylisatin 1 with thiosemicarbazide in glacial acetic acid gives 5-methylisatin-3-thiosemicarbazone 2, whereas with thiocarbohydrazide gives bis-5-methylisatin -3-thiocarbohydrazone 3. Acetylation of 2 and 3 with acetic anhydride affords 5-spiro (5′-methylisatin)-4-acetyl-2 -(acetyl-amino)-Δ2-1,3,4-thiadiazoline 4 and 5-spiro(5′-methylisatin) -4-acetyl-2-(5′-methylisatin-3′ -hydrazino)-Δ2 -1,3,4-thiadiazoline 5 respectively. Methylation of 5 with methyliodide and sodium hydride furnishes l,1′-N,N-dimethylated product 6.

Publication Date


  • 2001

Citation


  • Islam, R., Abedin, M. J., Khayer, K., & Islam, M. R. (2001). Synthesis of 5-spiro (5'-methylisatin) -4-acetyl-2-(acetylamino)-?2-1,3,4-thiadiazoline and 5-spiro(5'-methylisatin)-4-acetyl -2-(5'-methylisatin-3'-hydrazino)-d2-1,3,4 -thiadiazoline. Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 40(3), 240-242.

Scopus Eid


  • 2-s2.0-0035043796

Web Of Science Accession Number


Start Page


  • 240

End Page


  • 242

Volume


  • 40

Issue


  • 3

Abstract


  • Condensation of 5-methylisatin 1 with thiosemicarbazide in glacial acetic acid gives 5-methylisatin-3-thiosemicarbazone 2, whereas with thiocarbohydrazide gives bis-5-methylisatin -3-thiocarbohydrazone 3. Acetylation of 2 and 3 with acetic anhydride affords 5-spiro (5′-methylisatin)-4-acetyl-2 -(acetyl-amino)-Δ2-1,3,4-thiadiazoline 4 and 5-spiro(5′-methylisatin) -4-acetyl-2-(5′-methylisatin-3′ -hydrazino)-Δ2 -1,3,4-thiadiazoline 5 respectively. Methylation of 5 with methyliodide and sodium hydride furnishes l,1′-N,N-dimethylated product 6.

Publication Date


  • 2001

Citation


  • Islam, R., Abedin, M. J., Khayer, K., & Islam, M. R. (2001). Synthesis of 5-spiro (5'-methylisatin) -4-acetyl-2-(acetylamino)-?2-1,3,4-thiadiazoline and 5-spiro(5'-methylisatin)-4-acetyl -2-(5'-methylisatin-3'-hydrazino)-d2-1,3,4 -thiadiazoline. Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 40(3), 240-242.

Scopus Eid


  • 2-s2.0-0035043796

Web Of Science Accession Number


Start Page


  • 240

End Page


  • 242

Volume


  • 40

Issue


  • 3