3-Cyanopyridine → HCID 9834654, compound

HRID 1920617Notes

Reaction equation

HRID 1920617 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:15]=[N:16][CH:17]=[CH:18][CH:19]=1)#[N:13].C(N(CC)CC)C>C1(C)C=CC=CC=1>[N:16]1[CH:17]=[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]=1

Participants

5

Reactant 3

HCID 793-CyanopyridineHCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl ester

Product 1

HCID 9834654HCID 9834654, compoundYield 43.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl thiosalicylate (1.8 g, 10.7 mM) and 3-cyanopyridine (1.1 g, 10.56 mM) were dissolved in toluene (5 ml), and triethylamine (2 ml, 14.4 mM) was added to the solution. After heating for 48 hours under reflux, the same procedures as in REFERENCE EXAMPLE 1 were carried out to give the title compound as crystals (1.1 g, 43.4%).

Workup

  1. temperatureAfter heating for 48 hours
  2. temperatureunder reflux

Sources & evidence

ORD record
ord-7379c3e99a3e4b8fb4ca4be467ae37e4
Source dataset
uspto-grants-2012_05
Patent number
US08173360B2

Reaction notes

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