Bromine → 4,5-Dibromo-2-phenyl-1,3-thiazole
Reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][CH:3]=1.[Br:13]Br>C(Cl)(Cl)Cl>[Br:13][C:3]1[N:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[S:6][C:2]=1[Br:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Compound 18 (5.0 g, 21 mmol) was dissolved in CHCl3 (250 mL). Br2 (16.7 g, 105 mmol) was dissolved in CHCl3 (50 mL) and added to the solution of 18 via addition funnel over 10 minutes. The reaction mixture stirred at room temperature for 5.5 hours; then was transferred to a 1 L separatory funnel and washed with Na2S2O3 (3×100 mL) followed by brine (2×150 mL). The organic fractions were dried over MgSO4 and concentrated. The crude product was purified by column (2:1 hexanes/CHCl3). 1H NMR (600 MHz, CDCl3) δ 7.85 (d, J=7.3, 2H), 7.50-7.40 (m, 3H).