Methyl 4-sulfanylbenzoate → HCID 19870511, compound

HRID 330019Notes

Reaction equation

HRID 330019 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.O[CH:13]([C:20]1[C:25]([O:26][CH3:27])=[CH:24][CH:23]=[CH:22][C:21]=1[O:28][CH3:29])[CH2:14][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1>FC(F)(F)C(O)=O>[CH3:29][O:28][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]([O:26][CH3:27])[C:20]=1[CH:13]([S:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1)[CH2:14][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1

Participants

4

Reactant 2

HCID 237573Methyl 4-sulfanylbenzoateHCID 19870513HCID 19870513, compound

Product 1

HCID 19870511HCID 19870511, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

20 ml of trifluoroacetic acid were added, whilst ice-cooling, to a mixture of 1.38 g of methyl 4-mercaptobenzoate and 1.36 g of 1-[2-hydroxy-2-(2,6-dimethoxyphenyl)ethyl]imidazole, and the resulting mixture was stirred at a temperature between 0° and 5° C. for 2 hours. The reaction mixture was then treated and purified by the same method as described in Example 13, to give 2.02 g of the title compound as a colorless oil.

Workup

  1. additionThe reaction mixture was then treated
  2. custompurified by the same method

Sources & evidence

ORD record
ord-13070260c4d3491ba9e27ccf498a8e79
Source dataset
uspto-grants-1990_01
Patent number
US04894385

Reaction notes

Loading…