Acetic Acid → 6-Bromo-2-(methylsulfanyl)-1,3-benzothiazole
반응식
[CH3:1][S:2][C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[Br:12]Br.C(O)(=O)C>C(Cl)(Cl)Cl>[Br:12][C:10]1[CH:9]=[CH:8][C:6]2[N:7]=[C:3]([S:2][CH3:1])[S:4][C:5]=2[CH:11]=1참가 물질
5
실험 절차
To the solution of 2-(methylthio)-1,3-benzothiazole (5.00 g, 27.58 mmol) in CHCl3 (85 mL) in a NaCl-ice water bath, bromine (4.24 mL, 82.8 mmol) was slowly added dropwise, followed by acetic acid (30 mL). The mixture was stirred at rt overnight. The white solid was filtered and then dissolved in EtOAc (200 mL). Saturated, aqueous Na2CO3 (200 mL) was added and the organic layer was separated, dried over MgSO4 and concentrated to dryness. Desired product (5.0 g, 70%) was obtained. 1H NMR (400 MHz, DMSO-d6) δ8.30 (s, 1H), 7.76 (d, 1H), 7.59 (d, 1H), 2.79 (s, 3H); LC-MS m/z [M+H]+ 260.2 & 262.1, RT 3.65 min.
후처리
- filtrationThe white solid was filtered
- dissolutiondissolved in EtOAc (200 mL)
- additionSaturated, aqueous Na2CO3 (200 mL) was added
- customthe organic layer was separated
- dry with materialdried over MgSO4
- concentrationconcentrated to dryness
출처 및 근거
- ORD 기록
- ord-200d274521f84ca79180dafde444de89
- 출처 데이터셋
- uspto-grants-2013_04
- 특허 번호
- US08431695B2
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