Triethylamine → HCID 59750098, compound

HRID 748401Notes

Reaction equation

HRID 748401 reaction equation
[C:1]([CH2:3][CH2:4][C:5]1[N:10]=[C:9]([C:11]#[N:12])[CH:8]=[CH:7][CH:6]=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:11]([C:9]2[N:10]=[C:5]([CH2:4][CH2:3][C:1]#[N:2])[CH:6]=[CH:7][CH:8]=2)=[N:12]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 22939408HCID 22939408, compound

Product 1

HCID 59750098HCID 59750098, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6-(2-Cyanoethyl)-2-pyridinecarbonitrile (0.28 g, 1.8 mmol) and methyl thiosalicylate (0.36 g, 2.1 mmol) were dissolved in toluene (2 ml), and triethylamine (0.37 ml, 2.7 mmol) was added thereto. The reaction mixture was refluxed for 6 hrs and kept at room temperature. The precipitated crystals were collected, washed with toluene and recrystallized from ethanol to give the titled compound (0.28 g, 54%) as white crystals.

Workup

  1. temperatureThe reaction mixture was refluxed for 6 hrs
  2. customkept at room temperature
  3. customThe precipitated crystals were collected
  4. washwashed with toluene
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-becb28d2fbe34d408c2fbacd437c6b12
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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