Triethylamine → HCID 59750158, compound

HRID 748080Notes

Reaction equation

HRID 748080 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-ff8314f07b6b46478187b1f1999b14b9
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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