Triethylamine → HCID 58610096, compound

HRID 1442596Notes

Reaction equation

HRID 1442596 reaction equation
[C:1](#[N:10])[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[C:11](OC)(=[O:19])[C:12]1[C:13](=[CH:15][CH:16]=[CH:17][CH:18]=1)[SH:14].C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([C:1]2[S:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[C:11](=[O:19])[N:10]=2)=[CH:3][CH:4]=1)#[N:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 121721,4-DicyanobenzeneHCID 21009Benzoic acid, 2-mercapto-, methyl ester

Product 1

HCID 58610096HCID 58610096, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of terephthalonitrile (1.50 g, 12 mmol), methyl thiosalicylate (2.95 g, 18 mmol), triethylamine (2.10 g, 21 mmol) and toluene (20 ml) was heated and refluxed under a nitrogen flow for 48 hours. The crystals precipitated were taken by filtration and recrystallized from tetrahydrofuran to give the title compound (0.98 g, 32%) as crystals.

Workup

  1. temperaturewas heated
  2. temperaturerefluxed under a nitrogen flow for 48 hours
  3. customThe crystals precipitated
  4. filtrationwere taken by filtration
  5. customrecrystallized from tetrahydrofuran

Sources & evidence

ORD record
ord-4f6072976cd54a14b864edb8e38cf122
Source dataset
uspto-grants-2010_02
Patent number
US07659267B2

Reaction notes

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