Methyl iodide → 5,6-Difluoro-1,2-dimethyl-1H-benzimidazole

HRID 2231264Notes

Reaction equation

HRID 2231264 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:5]=2[N:6]=1.[H-].[Na+].[CH3:15]I>CN(C)C=O>[CH3:15][N:6]1[C:5]2[CH:7]=[C:8]([F:12])[C:9]([F:11])=[CH:10][C:4]=2[N:3]=[C:2]1[CH3:1]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 21193128HCID 21193128, compound

Product 1

HCID 212862805,6-Difluoro-1,2-dimethyl-1H-benzimidazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the alkylation procedure of Preparation A-2, 3.6 g of 2-methyl-5,6-difluorobenzimidazole, 1.03 g of 50% sodium hydride and 1.33 ml of methyl iodide in 40 ml of dimethylformamide gave 1.1 g of the desired product as an orange solid.

Sources & evidence

ORD record
ord-5281f79268e747f2a86c404d6e0d51dc
Source dataset
uspto-grants-1988_11
Patent number
US04782050

Reaction notes

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