Sodium Hydroxide → HCID 178493768, compound

HRID 845513Notes

Reaction equation

HRID 845513 reaction equation
[SH:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([O:11][C:12]([F:17])([F:16])[CH:13]([F:15])[F:14])=[CH:10][C:4]=2[N:3]=1.[Cl-].Cl[CH2:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[CH:23][NH+:22]=1.[OH-].[Na+]>C(O)C>[CH3:28][O:27][C:25]1[C:24]([O:29][CH3:30])=[CH:23][N:22]=[C:21]([CH2:20][S:1][C:2]2[NH:6][C:5]3[CH:7]=[CH:8][C:9]([O:11][C:12]([F:17])([F:16])[CH:13]([F:15])[F:14])=[CH:10][C:4]=3[N:3]=2)[CH:26]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 201313622-Chloromethyl-4,5-dimethoxypyridinium chlorideHCID 178506049HCID 178506049, compound

Product 1

HCID 178493768HCID 178493768, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.40 g of the title compound are obtained as a yellow oil by the procedure described in Example 1, by reacting 1.07 g of 2-mercapto-5-(1,1,2,2-tetrafluoroethoxy)-1H-benzimidazole with 0.90 g of 2-chloromethyl-4,5-dimethoxypyridinium chloride in 15 ml of ethanol with the addition of 17 ml of 0.5N sodium hydroxide solution. Recrystallization from petroleum ether yields 1.20 g (72% of theoretical) of the desired compound as colorless crystals of m.p. 125°-127° C.

Workup

  1. customRecrystallization from petroleum ether

Sources & evidence

ORD record
ord-7fb99eb923414ba1bcd7cbbdd16a136f
Source dataset
uspto-grants-1988_07
Patent number
US04758579

Reaction notes

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