2-(p-Methoxybenzyloxy)acetic acid hydrazide → 2-chloro-4-(o-chlorophenyl)-9-[(p-methoxybenzyloxy)methyl]-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine
Reaction equation
[Cl:1][C:2]1[S:19][C:5]2[NH:6][C:7](=S)[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:4]=2[CH:3]=1.[CH3:20][O:21][C:22]1[CH:34]=[CH:33][C:25]([CH2:26][O:27][CH2:28][C:29]([NH:31][NH2:32])=O)=[CH:24][CH:23]=1>C(O)CCC>[Cl:1][C:2]1[S:19][C:5]2[N:6]3[C:29]([CH2:28][O:27][CH2:26][C:25]4[CH:33]=[CH:34][C:22]([O:21][CH3:20])=[CH:23][CH:24]=4)=[N:31][N:32]=[C:7]3[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:4]=2[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.5 g of 7-chloro-5-(o-chlorophenyl)-1,3-dihydro-2H-thieno[2,3-e]-1,4-diazepin-2-thione are refluxed for 4 hours with 4 g of 2-(p-methoxybenzyloxy)acetic acid hydrazide in 100 ml of absolute butanol, a nitrogen stream being conducted through the solution. The mixture is evaporated, taken up in methylene chloride, washed with water and saturated sodium chloride solution, dried and evaporated. By recrystallization of the residue from ethyl acetate containing active carbon, there is obtained 2-chloro-4-(o-chlorophenyl)-9-[(p-methoxybenzyloxy)methyl]-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine.