3-Cyanopyridine → HCID 9834654, compound

HRID 1007127Notes

Reaction equation

HRID 1007127 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 then triethylamine (2 ml, 14.4 mM) was added thereto. After heating the mixture under reflux for 48 hours, the same processes as described in Reference Example 1 were performed to give the title compound as crystals (1.1 g, 43.4%).

Workup

  1. temperatureAfter heating the mixture
  2. temperatureunder reflux for 48 hours

Sources & evidence

ORD record
ord-d3c8752b4f3a40a79840510b13262de2
Source dataset
uspto-grants-2004_09
Patent number
US06794383B2

Reaction notes

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