Triethylamine → HCID 59750364, compound

HRID 748390Notes

Reaction equation

HRID 748390 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]#[N:15])[N:9]=1)(=[O:3])[CH3:2].[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>[C:1]([O:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[S:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[C:16](=[O:24])[N:15]=2)[N:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 229393903-(6-Cyano-2-pyridyl)propyl acetate

Product 1

HCID 59750364HCID 59750364, compoundYield 56.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-(6-Cyano-2-pyridyl)propyl acetate (1.5 g, 7.3 mmol) and methyl thiosalicylate (1.9 g, 11.0 mmol) were dissolved in toluene (5 ml), and triethylamine (2.1 ml, 15.1 mmol) was added thereto. The reaction mixture was refluxed for 16 hrs and kept at room temperature to precipitate crystals. The crystals were washed with toluene and recrystallized from ethanol to give the titled compound (1.4 g, 56%) as white crystals.

Workup

  1. temperatureThe reaction mixture was refluxed for 16 hrs
  2. customkept at room temperature
  3. customto precipitate crystals
  4. washThe crystals were washed with toluene
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-03877240545a4e6ebddd5f4e5d65ad86
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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