Triethylamine → HCID 59750193, compound

HRID 499399Notes

Reaction equation

HRID 499399 reaction equation
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[C:12]([C:15]1[C:16](C#N)=[N:17][CH:18]=[CH:19][CH:20]=1)(=[O:14])[CH3:13].[CH2:23]([N:25](CC)CC)C>C1(C)C=CC=CC=1>[C:12]([C:15]1[CH:20]=[CH:19][C:18]([C:23]2[S:4][C:3]3[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=3[C:1](=[O:10])[N:25]=2)=[N:17][CH:16]=1)(=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 229394163-Acetylpyridine-2-carbonitrile

Product 1

HCID 59750193HCID 59750193, compoundYield 39.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of methyl thiosalicylate (0.51 g, 3.0 mmol), 3-acetyl-2-cyanopyridine (0.40 g, 2.7 mmol), triethylamine (0.61 ml, 4.4 mmol) and toluene (2.0 ml) was refluxed for 20 hrs. After cooling, the precipitated crystals were collected by filtration and recrystallized from acetone to give the titled compound (0.30 g, 38%).

Workup

  1. temperaturewas refluxed for 20 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from acetone

Sources & evidence

ORD record
ord-13ca50de6e7f4cceba0be7e2cd07e800
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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