Triethylamine → HCID 136045163, compound

HRID 1442594Notes

Reaction equation

HRID 1442594 reaction equation
C([O:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)(=O)C.[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>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]2[S:16][C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[C:13](=[O:21])[N:10]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 83062Benzonitrile, 4-(acetyloxy)-

Product 1

HCID 136045163HCID 136045163, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 4-acetoxybenzonitrile (1.35 g, 8.4 mmol), methyl thiosalicylate (2.12 g, 13 mmol), triethylamine (1.50 g, 15 mmol) and toluene (10 ml) was heated and refluxed under a nitrogen flow for 26 hours. The precipitated crystals were taken by filtration and recrystallized from tetrahydrofuran-ethyl acetate to give the title compound (0.34 g, 16%) as crystals.

Workup

  1. temperaturewas heated
  2. temperaturerefluxed under a nitrogen flow for 26 hours
  3. filtrationThe precipitated crystals were taken by filtration
  4. customrecrystallized from tetrahydrofuran-ethyl acetate

Sources & evidence

ORD record
ord-d177a1fea6eb4cf5b1fb504c1d9a5e08
Source dataset
uspto-grants-2010_02
Patent number
US07659267B2

Reaction notes

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