Triethylamine → HCID 59750459, compound

HRID 499268Notes

Reaction equation

HRID 499268 reaction equation
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[CH3:12][N:13]1[C:17]([CH3:18])=[CH:16][CH:15]=[C:14]1[C:19]#[N:20].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:12][N:13]1[C:17]([CH3:18])=[CH:16][CH:15]=[C:14]1[C:19]1[S:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[C:1](=[O:10])[N:20]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 918121,5-Dimethylpyrrole-2-carbonitrile

Product 1

HCID 59750459HCID 59750459, compoundYield 42.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of methyl thiosalicylate (2.20 g, 13.3 mmol), 1,5-dimethyl-2-pyrrolecarbonitrile (1.40 g, 11.9 mmol), triethylamine (2.50 ml, 17.9 mmol) and toluene (7.0 ml) was refluxed for 24 hrs as described in Example 1. After cooling, the precipitated crystals were collected by filtration and recrystallized from hexane-ethanol to give the titled compound (1.30 g, 41%).

Workup

  1. temperaturewas refluxed for 24 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from hexane-ethanol

Sources & evidence

ORD record
ord-f0d4e761a50c48ca928f0009c3be7019
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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