Phosphorus oxychloride → 2-chloro-6-(trifluoromethyl)-1H-benzimidazole

HRID 912759노트

반응식

HRID 912759 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:12]=[CH:11][C:6]2[NH:7][C:8](=O)[NH:9][C:5]=2[CH:4]=1.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:8]1[NH:9][C:5]2[CH:4]=[C:3]([C:2]([F:14])([F:13])[F:1])[CH:12]=[CH:11][C:6]=2[N:7]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 118201505-Trifluoromethyl-1,3-dihydro-benzimidazol-2-one

생성물 1

HCID 3379052-chloro-6-(trifluoromethyl)-1H-benzimidazole

실험 절차

A solution of the dihydrobenzoimidazol-2-one from step (b) above (2.02 g, 10 mmol) in POCl3 (30 mL) was heated at 95° C. for 16 h. The reaction mixture was cooled to room temperature, the solvent was removed in vacuo and the resulting oily residue subjected to azeotropic distillation with toluene (3×50 mL) at 50° C. The crude product was dissolved in EtOAc (50 mL), washed with brine (10 mL) then dried over Na2SO4 and filtered. The solvent was removed in vacuo and the residue was recrystallized from EtOAc/hexane to give the title compound.

후처리

  1. customthe solvent was removed in vacuo
  2. distillationthe resulting oily residue subjected to azeotropic distillation with toluene (3×50 mL) at 50° C
  3. dissolutionThe crude product was dissolved in EtOAc (50 mL)
  4. washwashed with brine (10 mL)
  5. dry with materialthen dried over Na2SO4
  6. filtrationfiltered
  7. customThe solvent was removed in vacuo
  8. customthe residue was recrystallized from EtOAc/hexane

출처 및 근거

ORD 기록
ord-5c21a7033d1d4fd2aedf69f95dde0f89
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026241B2

반응 노트

불러오는 중…