Sodium Hydroxide → HCID 15166294, compound

HRID 727925Notes

Reaction equation

HRID 727925 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:11][S:12][C:13]2[NH:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[N:14]=2)[C:6]=1[CH3:22].[SH:23][C:24]1[NH:28][C:27]2[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=2[N:25]=1.[OH-].[Na+]>C(O)C>[NH:25]1[C:26]2[CH:32]=[CH:31][CH:30]=[CH:29][C:27]=2[N:28]=[C:24]1[S:23][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:11][S:12][C:13]2[NH:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[N:14]=2)[C:6]=1[CH3:22]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 15166262HCID 15166262, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 15166294HCID 15166294, compoundYield 68.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture comprising 1.34 g (0.004 mol) of 2-[{4-(2-chloroethoxy)-3-methylpyridine-2-yl}methylthio]-1H-benzimidazol, 0.53 g (0.0035 mol) of 2-mercapto-1H-benzimidazole, 0.17 g (0.004 mol) of 95% sodium hydroxide and 30 ml of ethanol was stirred at 80° C. for 8 hours. After the completion of the reaction, the reaction mixture was filtered to remove inorganic matter. The filtrate was distilled to remove the solvent. The residue was purified by silica gel column chromatography (ethyl acetate/n-hexane) to obtain 1.08 g of the title compound as a white crystal.

Workup

  1. customAfter the completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. customto remove inorganic matter
  4. distillationThe filtrate was distilled
  5. customto remove the solvent
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/n-hexane)

Sources & evidence

ORD record
ord-07b40c075e984ea8974c8366ba0f603d
Source dataset
uspto-grants-1991_09
Patent number
US05045552

Reaction notes

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