Sodium Hydroxide → HCID 14457931, compound

HRID 357541Notes

Reaction equation

HRID 357541 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.[CH2:11]([O:18][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]([CH2:28]Cl)[C:23]=1[CH3:30])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[Na+]>C(O)C>[CH2:11]([O:18][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]([CH2:28][S:1][C:2]2[NH:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]=2)[C:23]=1[CH3:30])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 14457930HCID 14457930, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 14457931HCID 14457931, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture comprising 1.0 g of 2-mercaptobenzimidazole, 2.0 g of 4-(2-benzyloxyethoxy)-2-chloromethyl-3-methylpyridine, 302 mg of sodium hydroxide and 40 ml of ethanol was stirred under heating at 60° C. for 1.5 hours and distilled under a reduced pressure to remove the ethanol. The obtained residue was subjected to silica gel column chromatography. The column was treated with 30 to 60% ethyl acetate in n-hexane to obtain 2.0 g of the title compound as a white crystal.

Workup

  1. distillationdistilled under a reduced pressure
  2. customto remove the ethanol
  3. additionThe column was treated with 30 to 60% ethyl acetate in n-hexane

Sources & evidence

ORD record
ord-79ab9308923241c08a2d35c2a9d8abb2
Source dataset
uspto-grants-1998_11
Patent number
US05840910

Reaction notes

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