2,2,2-Trifluoroethanethiol → HCID 59682292, compound

HRID 230394Notes

Reaction equation

HRID 230394 reaction equation
Cl[CH2:2][C:3]([C:6]1[N:10]([CH2:11][CH3:12])[C:9]2[CH:13]=[C:14]([Cl:18])[C:15]([Cl:17])=[CH:16][C:8]=2[N:7]=1)([OH:5])[CH3:4].[F:19][C:20]([F:24])([F:23])[CH2:21][SH:22].C[O-].[Na+]>CO>[Cl:17][C:15]1[C:14]([Cl:18])=[CH:13][C:9]2[N:10]([CH2:11][CH3:12])[C:6]([C:3]([OH:5])([CH3:4])[CH2:2][S:22][CH2:21][C:20]([F:24])([F:23])[F:19])=[N:7][C:8]=2[CH:16]=1

Participants

5

Reactant 3

HCID 41339242,2,2-TrifluoroethanethiolHCID 10942334Sodium MethoxideHCID 66968899HCID 66968899, compound

Product 1

HCID 59682292HCID 59682292, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1-chloro-2-(5,6-dichloro-1-ethyl-1H-benzoimidazol-2-yl)-propan-2-ol (249 mg) in methanol (5 mL) at room temperature was added a solution of 2,2,2-trifluoroethanethiol (109 mg) and sodium methoxide (0.222 mls of 25 wt % in MeOH). The resulting mixture was then stirred at room temperature overnight. The reaction mixture was concentrated. The crude product was purified by flash chromatography (10%-40% EtOAc/hexanes) to yield the title compound as a brown solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customThe crude product was purified by flash chromatography (10%-40% EtOAc/hexanes)

Sources & evidence

ORD record
ord-9131b1a97131433ba3879215e9efab9e
Source dataset
uspto-grants-2009_07
Patent number
US07566733B2

Reaction notes

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