Ethanol → HCID 67603449, compound

HRID 727924Notes

Reaction equation

HRID 727924 reaction equation
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[CH2:12][C:13]1[C:18]([CH3:19])=[C:17]([O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25])[C:16](C)=[CH:15][N:14]=1.[OH-].[Na+].[CH2:29](O)C>>[CH3:25][O:24][CH2:23][CH2:22][CH2:21][O:20][C:17]1([CH3:29])[CH:16]=[CH:15][N:14]=[C:13]([CH2:12][S:1][C:2]2[NH:6][C:5]3[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=3[N:3]=2)[CH:18]1[CH3:19]

Participants

5

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 151663232-Chloromethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridineHCID 178527775HCID 178527775, compound

Product 1

HCID 67603449HCID 67603449, compound

Procedure

A mixture comprising 2.25 g (0.015 mol) of 2-mercaptobenzimidazole, 4.52 g (0.0185 mol) of 2-chloromethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridine, 0.63 g (0.015 mol) of 95% sodium hydroxide and 50 ml of ethanol was stirred at 40° C. for 6 hours. After the completion of the reaction, the reaction mixture was distilled to remove the solvent. The residue was purified by silica gel column chromatography (ethyl acetate/n-hexane) to obtain 4.62 g of the title compound as a pale yellow oil.

Workup

  1. customAfter the completion of the reaction
  2. distillationthe reaction mixture was distilled
  3. customto remove the solvent
  4. customThe residue was purified by silica gel column chromatography (ethyl acetate/n-hexane)

Sources & evidence

ORD record
ord-fe3989fa7f8c402f9a86a8172f44d739
Source dataset
uspto-grants-1991_09
Patent number
US05045552

Reaction notes

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