Triethylamine → HCID 59750230, compound

HRID 748426Notes

Reaction equation

HRID 748426 reaction equation
[C:1]([CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[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:7]2[CH:6]=[C:5]([CH2:4][CH2:3][C:1]#[N:2])[CH:10]=[CH:9][N:8]=2)=[N:12]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 22939446HCID 22939446, compound

Product 1

HCID 59750230HCID 59750230, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-(2-Cyanoethyl)-2-pyridinecarbonitrile (0.70 g, 4.5 mmol) and methyl thiosalicylate (1.1 g, 6.2 mmol) were dissolved in toluene (3.5 ml), and triethylamine (1.2 ml, 8.9 mmol) was added thereto. The reaction mixture was refluxed for 8 hrs and kept at room temperature. The precipitated crystals were collected by filtration and washed with toluene. The obtained crystals were recrystallized from tetrahydrofuran-ethanol to give the titled compound (0.66 g, 51%) as white crystals

Workup

  1. temperatureThe reaction mixture was refluxed for 8 hrs
  2. customkept at room temperature
  3. filtrationThe precipitated crystals were collected by filtration
  4. washwashed with toluene
  5. customThe obtained crystals were recrystallized from tetrahydrofuran-ethanol

Sources & evidence

ORD record
ord-b30f070db3be4a018e254182ff2708a7
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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