22915-27-1

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 22915-25-9 3-[(1,3-thiazolidin-4-one-2-yl)hydrazido]-indole-2-one 
• 91-56-5 indole-2,3-dione 
• 1165809-20-0 indole-2,3-dione 3-thiosemicarbazone 
• 79-11-8 chloroacetic acid 
• 22915-25-9 2-(Isatin-3-azino)-4-thiazolidinone 

Downstream Products

• 1417820-14-4 3-[(5-(4-chlorobenzylidene)-3-N-ethoxyphthalimido-1,3-thiazolidin-4-one-2-yl)hydrazido]-1-N-ethoxyphthalimidoindole-2-one 

Relevant academic research and scientific papers

A convenient synthesis of some new indole containing thiazolidinone, thiohydantoin, triazine and its derivatives with ethoxyphthalimide moiet

Acid catalyzed condensation of thiosemicarbazide with indole-2,3-dione (isatin) yielded indole-2,3-dione-3-thiosemicarbazone (1). 3- [(1,3-Thiazolidin-4-one-2-yl)hydrazido]-indole-2-one (2) and 3-[(2-thioxoimidazolidin-4-one-3-yl)imino]-indole-2-one (3) were obtained by condensation of (1) with chloroacetic acid under different conditions. Compounds (2) and (3) on interaction with various aromatic aldehydes afforded the corresponding 5-substituted benzylidene derivatives (4a-d) and (5a-d) respectively, which on refluxing with bromoethoxyphthalimide furnished the corresponding 3-[(5-(4-substitutedbenzylidene)-3-N-ethoxyphthalimido-1,3- thiazolidin-4-one- 2-yl) hydrazido]-1-N-ethoxyphthalimido-indole-2-one (6a-d) and 3-[(5-(4-substitutedbenzylidene)-2-phthalimidoxyethylsulfanylimidazolin- 4-one-3-yl)imino]-1-N-ethoxyphthalimido-indole-2-one (7a-d). Compound (1) was also cyclized with KOH in absolute ethanol to yield 2,5-dihydro-3H-[1,2,4] triazino[5,6-b]indole-3-thione (8). Subsequent treatment with bromoethoxyphthalimide yielded 3- (phthalimidoxyethylsulfanyl)-5-N- ethoxyphthalimido-[1,2,4]triazino[5,6-b]indole (9). All the synthesized compounds were characterized by their spectral and elemental analysis data.

Synthesis of Some New Thiazolidinone and 2-Thiohydantoin Derivatives Bearing an Isatin Moiety

2-(Isatin-3-azino)-4-thiazolidinone (I) and 1-(isatin-3-imino)-2-thiohydantoin (III) have been obtained by condensation of isatin-3-thiosemicarbazone with chloroacetic acid under different conditions.Compounds I and III on interaction with aromatic or heterocyclic aldehydes afford 5-arylidene-2-(isatin-3-azino)thiazolidinones (II) and 5-arylidene-3-(isatin-3-imino)-2-thiohydantoins (IV) respectively.These compounds (II, IV) have been screened for their antimicrobial activities.