Sodium Bicarbonate → 12-Chloro-6,6-dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-9-ylamine
Reaction equation
C([NH:8][C:9]1[CH:26]=[C:25]2[C:12]([S:13](=[O:29])(=[O:28])[NH:14][C:15]3[C:24]2=[CH:23][C:22]([Cl:27])=[C:21]2[C:16]=3[N:17]=[CH:18][CH:19]=[CH:20]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C([O-])(O)=O.[Na+]>Br>[Cl:27][C:22]1[CH:23]=[C:24]2[C:15](=[C:16]3[C:21]=1[CH:20]=[CH:19][CH:18]=[N:17]3)[NH:14][S:13](=[O:28])(=[O:29])[C:12]1[C:25]2=[CH:26][C:9]([NH2:8])=[CH:10][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of benzyl-(12-chloro-6,6-dioxo-5,6-dihydro-6λ*6*-thia-4,5-diaza-chrysen-9-yl)-amine 513 (218 mg, 0.52 mmol) in 48% aq. HBr (5 ml) was heated at 100° C. in a sealed tube for 3 h. After cooling, the mixture was neutralized with sat. NaHCO3 solution and the aqueous phase was extracted with EtOAc. The organic phase was washed with water, brine, dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with DCM as the eluent to give the title compound (50 mg, 77%).