Water → 2-chloro-1-methyl-1H-1,3-benzodiazole

HRID 2415862Notes

Reaction equation

HRID 2415862 reaction equation
[Cl:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[H-].[Na+].[CH3:13]I.O>CN(C)C=O>[Cl:1][C:2]1[N:6]([CH3:13])[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 785722-Chlorobenzimidazole

Product 1

HCID 6630802-chloro-1-methyl-1H-1,3-benzodiazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 5 g (0.032 mol) of 2-chlorobenzimidazole in 30 ml of dimethylformamide is combined at 0° C. with 1.4 g (0.033 mol) of sodium hydride (55%). After one hour 2.06 ml (0.033 mol) of methyl iodide are added dropwise and the mixture is stirred for one hour. Then the reaction mixture is mixed with water, the precipitate formed is filtered off and the product is recrystallised from petroleum ether.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. customthe product is recrystallised from petroleum ether

Sources & evidence

ORD record
ord-da221b6be7084b2f890f6cd095995bde
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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