Triethylamine → HCID 59750158, compound

HRID 499258Notes

Reaction equation

HRID 499258 reaction equation
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[S:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17](O)=O.C([N:22](CC)CC)C>C1(C)C=CC=CC=1>[S:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]1[S:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[C:1](=[O:10])[N:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 107002-Thiophenecarboxylic acidHCID 21009Benzoic acid, 2-mercapto-, methyl ester

Product 1

HCID 59750158HCID 59750158, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of methyl thiosalicylate (1.60 g, 9.5 mmol), 2-thiophenecarboxylic acid (1.04 g, 9.5 mmol), triethylamine (2.0 ml, 14.3 mmol) and toluene (2 ml) was refluxed for 12 hrs. After cooling, the precipitated crystals were collected by filtration and recrystallized from methanol-ether to give the titled compound (1.71 g, 73%).

Workup

  1. temperaturewas refluxed for 12 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from methanol-ether

Sources & evidence

ORD record
ord-98ace224388b439ba86d30e5f4eae8b1
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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