Triethylamine → HCID 86628986, compound

HRID 748367Notes

Reaction equation

HRID 748367 reaction equation
[C:1]([C:3]1[N:8]=[C:7]([CH2:9][C:10]([NH2:12])=[S:11])[CH:6]=[CH:5][CH:4]=1)#[N:2].[C:13](OC)(=[O:21])[C:14]1[C:15](=[CH:17][CH:18]=[CH:19][CH:20]=1)[SH:16].C(N(CC)CC)C>C1(C)C=CC=CC=1>[O:21]=[C:13]1[C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[S:16][C:1]([C:3]2[N:8]=[C:7]([CH2:9][C:10]([NH2:12])=[S:11])[CH:6]=[CH:5][CH:4]=2)=[N:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 22939370HCID 22939370, compound

Product 1

HCID 86628986HCID 86628986, compoundYield 43.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

(6-Cyano-2-pyridyl)thioacetamide (0.47 g, 2.43 mmol) and methyl thiosalicylate (0.45 g, 2.67 mmol) were dissolved in toluene (50 ml), and triethylamine (0.51 ml, 3.64 mmol) was added thereto. The mixture was refluxed for 18 hrs. The solvent was evaporated, and the residue was recrystallized from ethanol to give the titled compound (0.33 g, 41%) as white crystals.

Workup

  1. temperatureThe mixture was refluxed for 18 hrs
  2. customThe solvent was evaporated
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-62480e81d10443919901bb34c53b48e6
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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