Synthesis of some schiff's bases derivatives from aminoazo

Abstract EN

Reaction of, 2- [( 4- amio phenyl ) diazenyl] 1, 3, 4- thiadiazole -5- thiol (S1) with p- chlorobenzeldehyde,3, 4 – dimethoxy benzaldehyde and pyrrol-2- carbonxaldehyde gave -5- [{4-(4-chlorobenzylidene amino) phenyl} diezenyl]-1, 3, 4- thiadiazole-2- thiol (S2), 5-[{ 4-[(3, 4- dimethoxybenzyldene )amino phenyl ] diazenyl)-1, 3, 4- thiadiazole-2- thiol,(S3) and -5- [4-(1,H – pyrrol -2- yl- methylene)amino phenyl] diazenyl)-1, 3, 4- thiadiazole-2- thiol (S4) respectively as schiff's bases compounds.

On the same route-2- [(4-amino-1- naphthyl ) diazenyl] -1, 3, 4- thiadiazole -5- thiol (S5) reacts with –p- chloro benzaldehyde and –m- nitrobenzaldehyde to give the follwing schiff's bases -5-[{ 4-(4- chloro benzylidene ) amino -1- naphthyl} diazenyl] -1, 3, 4- thiadiazole -2- thiol (S6) and - 5- ({ 4- [3- nitrobenzylidene) amino] -1- naphthyl({ diazenyl) -1, 3, 4 – thiadiazole-2- thiol (S7).

Sn2 reaction was carried out by the reaction of compound (S6,S 7) with bromo ethyl acetate to get ethyl[5{4-(4- chlorobenzylidene amino)-1- naphthyl} diazenyl] -1- 1, 3, 4- thiadiazole-2- yl- thio] acetate (S8) and ethyl [5-{4- (2- nitrobenzylidene amino)-1- naphthyl diazenyl] -1, 3, 4- thiadiazole -2-yl-acetate (S9).(Fig.1).