Thionyl Chloride → HCID 86651262, compound

HRID 1514901Notes

Reaction equation

HRID 1514901 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[C:12]1[NH:13][C:14]2[CH:20]=[C:19]([C:21](O)=[O:22])[CH:18]=[CH:17][C:15]=2[N:16]=1.O=S(Cl)[Cl:26]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[C:12]1[NH:13][C:14]2[CH:20]=[C:19]([C:21]([Cl:26])=[O:22])[CH:18]=[CH:17][C:15]=2[N:16]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 66966524HCID 66966524, compound

Product 1

HCID 86651262HCID 86651262, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

To a stirred suspension of 2-(2-chloro-6-trifluoromethylphenyl)-3H-benzoimidazole-5-carboxylic acid (400 mg, 1.18 mmol) in SOCl2 (10 mL) was added 3 drops of DMF and the suspension was stirred at ambient temperature overnight. The suspension was filtered and washed with CH2Cl2 and the white solid was dried in under reduced pressure to give 2-(2-chloro-6-trifluoromethylphenyl)-3H-benzoimidazole-5-carbonyl chloride.

Workup

  1. filtrationThe suspension was filtered
  2. washwashed with CH2Cl2
  3. customthe white solid was dried in under reduced pressure

Sources & evidence

ORD record
ord-a3f7f5af4a52475990c56a644c9a9798
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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