Sodium hydride → HCID 14098085, compound

HRID 330009Notes

Reaction equation

HRID 330009 reaction equation
[SH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].Cl[CH:15]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[O:28][CH3:29])[CH2:16][N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1>CN(C)C=O>[CH3:29][O:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[CH:15]([S:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1)[CH2:16][N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 237573Methyl 4-sulfanylbenzoateHCID 14098084HCID 14098084, compound

Product 1

HCID 14098085HCID 14098085, compoundYield 69.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

915 mg of methyl 4-mercaptobenzoate were dissolved in 6 ml of dry dimethylformamide, and 237 mg of a 55% w/w suspension of sodium hydride in mineral oil were added, whilst ice-cooling, to the resulting solution, followed by stirring at room temperature for 30 minutes. A solution of 1.17 g of 1-[2-chloro-2-(2-methoxyphenyl)ethyl]imidazole dissolved in 6 ml of dry dimethylformamide was added to the resulting solution. At the end of this time, the resulting mixture was treated and purified similarly to the procedure described in Example 1, to give 1.26 g of the title compound as an oil.

Workup

  1. additionwere added, whilst ice-
  2. temperaturecooling, to the resulting solution
  3. additionwas added to the resulting solution
  4. additionAt the end of this time, the resulting mixture was treated
  5. custompurified similarly to the procedure

Sources & evidence

ORD record
ord-7072ff8e93754e85a6eeff08b05ee5df
Source dataset
uspto-grants-1990_01
Patent number
US04894385

Reaction notes

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