N-(2-Chlorophenyl)-6-morpholin-4-yl-5-nitro-2-(propylthio)pyrimidin-4-amine → N~4~-(2-Chlorophenyl)-6-morpholin-4-yl-2-(propylthio)pyrimidine-4,5-diamine
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[C:14]([N+:15]([O-])=O)=[C:13]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[N:12]=[C:11]([S:24][CH2:25][CH2:26][CH3:27])[N:10]=1>C(O)(=O)C.[Fe]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[C:14]([NH2:15])=[C:13]([N:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[N:12]=[C:11]([S:24][CH2:25][CH2:26][CH3:27])[N:10]=1Participants
4
Procedure
A mixture of the product from step (ii) (0.82 g) and iron powder (1.2 g) in glacial acetic acid (40 ml) was stirred at room temperature until the starting material was consumed. The solvent was removed under reduced pressure and the residue partitioned between ethyl acetate and aqueous sodium hydrogen carbonate solution. The organics were dried (MgSO4) and evaporated under reduced pressure. Crude yield 0.82 g