Pyridine-2-carbonitrile → HCID 59750420, compound

HRID 499262Notes

Reaction equation

HRID 499262 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([SH:11])[CH:3]=1.[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)#[N:13]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]2[C:6](=[O:8])[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[S:11][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 7522Pyridine-2-carbonitrileHCID 204569744-Chloro-2-sulfanylbenzoic acid

Product 1

HCID 59750420HCID 59750420, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4-chloro-2-mercaptobenzoic acid (6.00 g, 31.8 mmol), 2-cyanopyridine (1.90 g, 17.7 mmol) and pyridine (50.0 ml) was refluxed for 9 hrs as described in Example 9. After cooling, the precipitated crystals were collected by filtration and recrystallized from hexane-chlorobenzene to give the titled compound (2.30 g, 48%).

Workup

  1. temperaturewas refluxed for 9 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from hexane-chlorobenzene

Sources & evidence

ORD record
ord-32284c7dd638424eb5692ae40264ceec
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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