Triethylamine → HCID 58610101, compound

HRID 1442593Notes

Reaction equation

HRID 1442593 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[C:10](OC)(=[O:18])[C:11]1[C:12](=[CH:14][CH:15]=[CH:16][CH:17]=1)[SH:13].C(N(CC)CC)C>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2[S:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[C:10](=[O:18])[N:6]=2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 233813-Bromobenzonitrile

Product 1

HCID 58610101HCID 58610101, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3-bromobenzonitrile (2.00 g, 11 mmol), methyl thiosalicylate (2.87 g, 17 mmol), triethylamine (1.95 g, 19 mmol) and toluene (10 ml) was heated and refluxed under a nitrogen flow for 40 hours. The precipitated crystals were taken by filtration and recrystallized from tetrahydrofuran-ethyl acetate to give the title compound (0.72 g, 21%) as crystals.

Workup

  1. temperaturewas heated
  2. temperaturerefluxed under a nitrogen flow for 40 hours
  3. filtrationThe precipitated crystals were taken by filtration
  4. customrecrystallized from tetrahydrofuran-ethyl acetate

Sources & evidence

ORD record
ord-e6c540d3c96e4af6a8318a42ed6f33c8
Source dataset
uspto-grants-2010_02
Patent number
US07659267B2

Reaction notes

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