5,6-Dimethylbenzimidazole → HCID 20078963, compound

HRID 1653997Notes

Reaction equation

HRID 1653997 reaction equation
[CH3:1][C:2]1[C:10]([CH3:11])=[CH:9][C:5]2[N:6]=[CH:7][NH:8][C:4]=2[CH:3]=1.[H-].[Na+].Cl[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21].O>CN(C)C=O>[OH:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][N:6]1[C:5]2[CH:9]=[C:10]([CH3:11])[C:2]([CH3:1])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

6

Reactant 4

HCID 6755,6-DimethylbenzimidazoleHCID 962WaterHCID 24758Sodium hydrideHCID 748286-Chloro-1-hexanol

Product 1

HCID 20078963HCID 20078963, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1.46 g of 5,6-dimethylbenzimidazole dissolved in 50 ml of dry N,N-dimethylformamide was added 0.84 g of NaH, and further, 8.2 ml of 6-chloro-1-hexanol. After the reaction was carried out by stirring the mixture at room temperature for one day, the reaction was stopped by an addition of water. Subsequently, according to the same processes as in Example 1, crude 1-(6-hydroxyhexyl)-5,6-dimethylbenzimidazole was obtained. The conversion to this compound from 5,6-dimethylbenzimidazole was found to be 95% or higher.

Sources & evidence

ORD record
ord-a615d9bf0c894ac5aa047325b44947eb
Source dataset
uspto-grants-1995_04
Patent number
US05405839

Reaction notes

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