Carbon Tetrachloride → 6-Bromomethyl-2-cyclohexyl-benzothiazole

HRID 911327

반응식

HRID 911327 반응식
[CH2:1]([C:8]1[S:9][C:10]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:11]=2[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4]C=1.C1C(=O)N([Br:25])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C.C(Cl)(Cl)(Cl)Cl>C(Cl)(Cl)Cl>[Br:25][CH2:17][C:15]1[CH:14]=[CH:13][C:11]2[N:12]=[C:8]([CH:1]3[CH2:2][CH2:7][CH2:6][CH2:5][CH2:4]3)[S:9][C:10]=2[CH:16]=1

참가 물질

6

반응물 4

HCID 5943Carbon TetrachlorideHCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 508498892-Benzyl-6-methyl-benzothiazole

생성물 1

HCID 576564066-Bromomethyl-2-cyclohexyl-benzothiazole수율 53.3%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Combine 2-benzyl-6-methyl-benzothiazole (0.6 g, 2.42 mmol), NBS (0.5 g, 2.54 mmol), AIBN (40 mg, 0.24 mmol), carbon tetrachloride (10 mL) and reflux for 3 h. Cool the reaction mixture to ambient temperature, dilute with chloroform and wash with water. Dry the organic extracts over anhydrous Na2SO4, concentrate in vacuo and purify by chromatography on silica gel eluting with hexane/EtOAc (1:0 and 9:1) to obtain the title compound as a white solid (0.4 g, 53%). MS (ES+) m/z: 311 (M+H)+.

후처리

  1. washwash with water
  2. dry with materialDry the organic extracts over anhydrous Na2SO4
  3. concentrationconcentrate in vacuo
  4. custompurify by chromatography on silica gel eluting with hexane/EtOAc (1:0 and 9:1)

출처 및 근거

ORD 기록
ord-bfa01b655c134fa38693c1c683fbef7f
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022062B2

연결된 노트

불러오는 중…