Sodium Hydroxide → HCID 178488131, compound

HRID 727896Notes

Reaction equation

HRID 727896 reaction equation
Cl[CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([O:10][CH2:11][CH2:12][OH:13])[CH:6]=[CH:5][N:4]=1.[SH:14][C:15]1[NH:19][C:18]2[CH:20]=[CH:21][C:22]([O:24][CH3:25])=[CH:23][C:17]=2[N:16]=1.[OH-].[Na+]>C(O)C>[OH:13][CH2:12][CH2:11][O:10][C:7]1[CH:6]=[CH:5][N:4]=[C:3]([CH2:2][S:14][C:15]2[NH:19][C:18]3[CH:20]=[CH:21][C:22]([O:24][CH3:25])=[CH:23][C:17]=3[N:16]=2)[C:8]=1[CH3:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 151662222-Chloromethyl-4-(2-hydroxyethoxy)-3-methylpyridineHCID 178488140HCID 178488140, compound

Product 1

HCID 178488131HCID 178488131, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

60 ml of ethanol was added to a mixture comprising 0.7 g of 2-chloromethyl-4-(2-hydroxyethoxy)-3-methylpyridine, 0.63 g of 2-mercapto-5-methoxy-1H-benzimidazole and 0.16 g of sodium hydroxide to obtain a mixture. This mixture was stirred at 60° C. for one hour, concentrated and purified by silica gel column chromatography to obtain 1.08 g of the title compound.

Workup

  1. customto obtain a mixture
  2. concentrationconcentrated
  3. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-67657b16e43d4dfb9596786085c36889
Source dataset
uspto-grants-1991_09
Patent number
US05045552

Reaction notes

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