Thionyl Chloride → 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carbonyl chloride

HRID 1514910Notes

Reaction equation

HRID 1514910 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[NH:10][C:11]2[CH:17]=[C:16]([C:18](O)=[O:19])[C:15]([F:21])=[C:14]([F:22])[C:12]=2[N:13]=1.O=S(Cl)[Cl:25]>CN(C=O)C>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[C:9]1[NH:10][C:11]2[CH:17]=[C:16]([C:18]([Cl:25])=[O:19])[C:15]([F:21])=[C:14]([F:22])[C:12]=2[N:13]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 66966139HCID 66966139, compound

Product 1

HCID 866512642-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

To a stirred suspension of 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid (570 mg, 1.67 mmol) in SOCl2 (10 mL) was added 3 drops of DMF. The suspension was stirred at ambient temperature overnight. The solid was filtered and washed with CH2Cl2 and was dried under reduced pressure to give 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carbonyl chloride.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with CH2Cl2
  3. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-1dfc5cabdb43473ba1a77e6fc96a3979
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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