Triethylamine → HCID 59750309, compound

HRID 499459Notes

Reaction equation

HRID 499459 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]([C:13]#[N:14])[CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15](OC)(=[O:23])[C:16]1[C:17](=[CH:19][CH:20]=[CH:21][CH:22]=1)[SH:18].C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:1]1([C:7]2[N:12]=[C:11]([C:13]3[S:18][C:17]4[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=4[C:15](=[O:23])[N:14]=3)[CH:10]=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 27631452-CYANO-6-PHENYLPYRIDINE

Product 1

HCID 59750309HCID 59750309, compoundYield 57.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6-Phenyl-2-pyridinecarbonitrile (0.72 g, 4.0 mmol) and methyl thiosalicylate (1.20 g, 7.1 mmol) were dissolved in toluene (4 ml), and triethylamine (2.0 ml, 14.3 mmol) was added thereto. The mixture was refluxed for 8 hrs. After cooling, the precipitates were collected by filtration and recrystallized from hexane-tetrahydrofuran to give the titled compound (0.73 g, 57%) as white crystals.

Workup

  1. temperatureThe mixture was refluxed for 8 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitates were collected by filtration
  4. customrecrystallized from hexane-tetrahydrofuran

Sources & evidence

ORD record
ord-928cc3c2ae034b1abbdb04abd40825f9
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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