4-Cyanopyridine → HCID 10130981, compound

HRID 1007128Notes

Reaction equation

HRID 1007128 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:19]=[CH:18][N:17]=[CH:16][CH:15]=1)#[N:13].C(N(CC)CC)C>C1(C)C=CC=CC=1>[N:17]1[CH:18]=[CH:19][C:14]([C:12]2[S:4][C:3]3[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=3[C:1](=[O:10])[N:13]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 75064-CyanopyridineHCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl ester

Product 1

HCID 10130981HCID 10130981, compoundYield 30.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl thiosalicylate (2.0 g, 11.9 mM) and 4-cyanopyridine (1.2 g, 11.5 mM) were dissolved in toluene (5 ml), and then triethylamine (2 ml) was added thereto. After heating the mixture under reflux for 22 hours, the same processes as described in Reference Example 1 were performed to give the title compound as crystals (850 mg, 30.7%).

Workup

  1. temperatureAfter heating the mixture
  2. temperatureunder reflux for 22 hours

Sources & evidence

ORD record
ord-b3da852df2ea43eaac75a5c81d70e186
Source dataset
uspto-grants-2004_09
Patent number
US06794383B2

Reaction notes

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