Thionyl Chloride → 2-(Chloromethyl)-1-methylbenzimidazole

HRID 334611

Reaction equation

HRID 334611 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:11]O.O=S(Cl)[Cl:15]>C(Cl)Cl>[Cl:15][CH2:11][C:3]1[N:2]([CH3:1])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 344177(1-methyl-1H-1,3-benzodiazol-2-yl)methanol

Product 1

HCID 2480442-(Chloromethyl)-1-methylbenzimidazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (1-methyl-1H-benzoimidazol-2-yl)-methanol (500 mg, 3.08 mmol) and SOCl2 (1.1 mL) in DCM (2 mL) was stirred at room temperature for 3 hours. After evaporation of the solvents, 2-chloromethyl-1-methyl-1H-benzoimidazole (556 mg, 3.08 mmol) was obtained and was used without any purification.

Workup

  1. customAfter evaporation of the solvents

Sources & evidence

ORD record
ord-38aee53b7f3342b5a18ec950a90842f0
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Linked notes

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