4-Cyanopyridine → HCID 10130981, compound

HRID 1920618Notes

Reaction equation

HRID 1920618 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 triethylamine (2 ml) was added to the solution. After heating for 22 hours under reflux, the same procedures as in REFERENCE EXAMPLE 1 were carried out to give the title compound as crystals (850 mg, 30.7%).

Workup

  1. temperatureAfter heating for 22 hours
  2. temperatureunder reflux

Sources & evidence

ORD record
ord-e614cf98e95f4326b18c6579a147c3b9
Source dataset
uspto-grants-2012_05
Patent number
US08173360B2

Reaction notes

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