1342804-65-2

Upstream product

• 5059-30-3 2-chloroindole-3-carboxaldehyde 
• 106-89-8 epichlorohydrin 

Downstream Products

• 1342804-72-1 N-{(1Z)-[2-(chloromethyl)-2,3-dihydro[1,3]oxazolo[3,2-a]indol-9-yl]methylene}-N'-(4-methylphenyl)sulfamide 
• 1453106-35-8 N-{(1E)-[3-hydroxy-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]indol-10-yl]methylene}-4-methoxybenzenaminium chloride 
• 1453106-34-7 N-{(1E)-[3-hydroxy-1-(4-methylphenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]indol-10-yl]methylene}-4-methylbenzenaminium chloride 
• 1453106-33-6 N-[(1E)-(3-hydroxy-1-phenyl-1,2,3,4-tetrahydropyrimido[1,2-a]indol-10-yl)methylene]benzenaminium chloride 
• 1453106-36-9 (E)-1-phenyl-10-[(phenylimino)methyl]-1,2,3,4-tetrahydropyrimido[1,2-a]indol-3-ol 

Relevant academic research and scientific papers

Reaction of 2-chloroindole-3-carbaldehyde with epihalogenohydrins. Tandem oxirane-opening - 1,3-oxazole-closure process

Reaction of 2-chloroindole-3-carbaldehyde with epibromohydrin gives the expected 1-(oxiran-2-ylmethyl) derivative. However the analogous reaction with epichlorohydrin leads to the formation of the oxazolo[3,2-a]indole skeleton. Some chemical properties of this tricyclic system were investigated. Its reaction with secondary amines unexpectedly proceeds with the opening of the oxazole ring.