Triethylamine → HCID 59750109, compound

HRID 748236Notes

Reaction equation

HRID 748236 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([S:9][CH3:10])=[N:7][CH:8]=1)#[N:2].[C:11](OC)(=[O:19])[C:12]1[C:13](=[CH:15][CH:16]=[CH:17][CH:18]=1)[SH:14].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:10][S:9][C:6]1[N:7]=[CH:8][C:3]([C:1]2[S:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[C:11](=[O:19])[N:2]=2)=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 229395276-(Methylsulfanyl)pyridine-3-carbonitrile

Product 1

HCID 59750109HCID 59750109, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5-Cyano-2-methylthiopyridine (2.26 g, 15.0 mmol) and methyl thiosalicylate (5.05 g, 30.0 mmol) were dissolved in toluene (100 ml), and triethylamine (6.3 ml, 45.0 mmol) was added thereto. The reaction mixture was refluxed for 48 hrs. The solvent was evaporated. The residue was recrystallized from ethanol to give the titled compound (1.30 g, 31%) as pale yellow crystals.

Workup

  1. temperatureThe reaction mixture was refluxed for 48 hrs
  2. customThe solvent was evaporated
  3. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-0ec8811a719e46ea9312ab8385674542
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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