Triethylamine → HCID 59750299, compound

HRID 748104Notes

Reaction equation

HRID 748104 reaction equation
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[C:12]([C:14]1[CH:25]=[CH:24][C:17]([C:18]([NH:20][CH2:21][CH2:22][CH3:23])=[O:19])=[CH:16][N:15]=1)#[N:13].C(N(CC)CC)C>C1(C)C=CC=CC=1>[O:10]=[C:1]1[C:2]2[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=2[S:4][C:12]([C:14]2[CH:25]=[CH:24][C:17]([C:18]([NH:20][CH2:21][CH2:22][CH3:23])=[O:19])=[CH:16][N:15]=2)=[N:13]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 22939612HCID 22939612, compound

Product 1

HCID 59750299HCID 59750299, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of methyl thiosalicylate (2.2 g, 13.3 mmol), 6-cyano-N-propylnicotinamide (1.2 g, 6.5 mmol), triethylamine (2.0 ml, 14.3 mmol) and toluene (4 ml) was refluxed for 5 hrs as described in Example 1. After cooling, the precipitated crystals were collected by filtration and recrystallized from diisopropylether-chloroform to give the titled compound (1.4 g, 67%) as crystals.

Workup

  1. temperaturewas refluxed for 5 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from diisopropylether-chloroform

Sources & evidence

ORD record
ord-b4e62403ee464a7f86c49a2c6f604ace
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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