Triethylamine → HCID 59750109, compound

HRID 499419Notes

Reaction equation

HRID 499419 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-df5a09fb053b4d39a67d8fec9b82d43a
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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