Triethylamine → HCID 59750235, compound

HRID 499538Notes

Reaction equation

HRID 499538 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([S:9][C:10]2[N:11]([CH3:15])[CH:12]=[CH:13][N:14]=2)[N:4]=1)#[N:2].[C:16](OC)(=[O:24])[C:17]1[C:18](=[CH:20][CH:21]=[CH:22][CH:23]=1)[SH:19].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:15][N:11]1[CH:12]=[CH:13][N:14]=[C:10]1[S:9][C:5]1[N:4]=[C:3]([C:1]2[S:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[C:16](=[O:24])[N:2]=2)[CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 229394552-Cyano-6-(1-methyl-1H-imidazol-2-yl)thiopyridine

Product 1

HCID 59750235HCID 59750235, compoundYield 5.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Cyano-6-(1-methyl-1H-imidazol-2-yl)thiopyridine (1.56 g, 7.22 mmol) and methyl thiosalicylate (1.53 g, 9.10 mmol) were dissolved in toluene (100 ml), and triethylamine (1.70 ml, 12.1 mmol) was added thereto. The reaction mixture was refluxed for 18 hrs. The solvent was evaporated, and the residue was recrystallized from ethanol to give the titled compound (0.14 g, 5%) as pale yellow crystals.

Workup

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

Sources & evidence

ORD record
ord-311bb6765acc4a58bf4381e48a64ba02
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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