Triethylamine → HCID 59750341, compound

HRID 499649Notes

Reaction equation

HRID 499649 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]#[N:7].[C:8](OC)(=[O:16])[C:9]1[C:10](=[CH:12][CH:13]=[CH:14][CH:15]=1)[SH:11].C(N(CC)CC)C>C1(C)C=CC=CC=1>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[C:8](=[O:16])[N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 151114801,3-Thiazole-2-carbonitrile

Product 1

HCID 59750341HCID 59750341, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1,3-Thiazole-2-carbonitrile (0.32 g, 2.9 mmol) and methyl thiosalicylate (0.98 g, 5.8 mmol) were dissolved in toluene (4 ml), and triethylamine (2.0 ml, 14.3 mmol) was added thereto. The reaction mixture was refluxed for 2 hrs. After cooling, the precipitates were collected by filtration and recrystallized from diisopropyl ether-ethanol to give the titled compound (0.51 g, 70%) as yellow crystals.

Workup

  1. temperatureThe reaction mixture was refluxed for 2 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitates were collected by filtration
  4. customrecrystallized from diisopropyl ether-ethanol

Sources & evidence

ORD record
ord-a7845b1c602e48f68ccfd131cd0a680c
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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