Triphosgene → 1-(8-Bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepin-2-yl)-5,5-dimethylimidazolidin-2-one
Reaction equation
Br.[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[C:12]3[N:13]=[C:14]([NH:16][C:17]([CH3:21])([CH3:20])[CH2:18][NH2:19])[S:15][C:11]=3[CH2:10][CH2:9][O:8][C:7]=2[CH:22]=1.Cl[C:24](Cl)([O:26]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCCC1>[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[C:12]3[N:13]=[C:14]([N:16]4[C:17]([CH3:20])([CH3:21])[CH2:18][NH:19][C:24]4=[O:26])[S:15][C:11]=3[CH2:10][CH2:9][O:8][C:7]=2[CH:22]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Following the Example 356, N2-(8-bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepin-2-yl)-2-methylpropane-1,2-diamine hydrobromide was reacted with triphosgene in tetrahydrofuran and purified on silicagel column eluting with 50% of ethyl acetate in heptane to give 1-(8-bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepin-2-yl)-5,5-dimethylimidazolidin-2-one. Yield 51%. MS (ESI+): 393.9