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

HRID 730701

反応式

HRID 730701 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2eaab8ce31e44ef193d5a21e9388dd8c
出典データセット
uspto-grants-2009_09
特許番号
US07582761B2

関連ノート

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