Triethylamine → HCID 59750193, compound

HRID 748216Notes

Reaction equation

HRID 748216 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-fd140e0304d44bebb4f2d6853877ad1f
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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