Triethylamine → HCID 59750245, compound

HRID 499312Notes

Reaction equation

HRID 499312 reaction equation
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[CH3:12][S:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][N:21]=1)[C:17]#[N:18].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:12][S:13][C:14]1[CH:15]=[C:16]([C:17]2[S:4][C:3]3[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=3[C:1](=[O:10])[N:18]=2)[CH:19]=[CH:20][N:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 10796918HCID 10796918, compound

Product 1

HCID 59750245HCID 59750245, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl thiosalicylate (0.76 g, 4.5 mmol) and 2-methylthioisonicotinonitrile (0.34 g, 2.3 mmol) were dissolved in toluene (2.0 ml). Triethylamine (0.70 ml, 5.0 mmol) was added thereto and the mixture was refluxed for 6 hrs. The reaction mixture was cooled at room temperature and the precipitated crystals were collected and recrystallized from ethanol to give the titled compound (0.11 g, 17%) as white crystals.

Workup

  1. temperaturethe mixture was refluxed for 6 hrs
  2. customthe precipitated crystals were collected
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f1811ba9ce264550a0e212619d68c13e
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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