Acetic Acid → 6-Bromo-2-(methylsulfanyl)-1,3-benzothiazole
反応式
[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]=1参加物
5
実験手順
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.
後処理
- 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
出典と根拠
- ORDレコード
- ord-200d274521f84ca79180dafde444de89
- 出典データセット
- uspto-grants-2013_04
- 特許番号
- US08431695B2
反応ノート
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