Synthesis of 5-spiro (5 '-methylisatin)-4-acetyl-2-(acetylamino)-Delta(2)-1,3,4-thiadiazoline and 5-spiro(5 '-methylisatin)-4-acetyl-2-(5 '-methylisatin-3 '-hydrazino)-Delta(2)-1,3,4-thiadiazoline
R. Islam et al., Synthesis of 5-spiro (5 '-methylisatin)-4-acetyl-2-(acetylamino)-Delta(2)-1,3,4-thiadiazoline and 5-spiro(5 '-methylisatin)-4-acetyl-2-(5 '-methylisatin-3 '-hydrazino)-Delta(2)-1,3,4-thiadiazoline, I J CHEM B, 40(3), 2001, pp. 240-242
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
Condensation of 5-methylisatin 1 with thiosemicarbazide in glacial acetic a
cid gives 5-methylisatin-3-thiosemicarbazone 2, whereas with thiocarbohydra
zide gives bis-5-methylisatin-3-thiocarbohydrazone 3. Acetylation of 2 and
3 with acetic anhydride affords 5-spiro (5'-methylisatin)-4-acetyl-2-(acety
lamino)-Delta (2)-1,3,4-thiadiazoline 4 and 5-spiro(5'-methylisatin)-4-acet
yl-2-(5'-methylisatin-3'-hydrazino)-Delta (2)-1,3,4-thiadiazoline 5 hydride
furnishes 1,1'-N,N-dimethylated product 6.