Pyridine-2-carbonitrile → HCID 59750428, compound

HRID 499266Notes

Reaction equation

HRID 499266 reaction equation
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][C:6]([C:7]([OH:9])=O)=[C:5]([SH:14])[CH:4]=1.[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)#[N:16]>N1C=CC=CC=1>[CH3:13][O:12][C:11]1[C:3]([O:2][CH3:1])=[CH:4][C:5]2[S:14][C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)=[N:16][C:7](=[O:9])[C:6]=2[CH:10]=1

Participants

4

Reactant 2

HCID 7522Pyridine-2-carbonitrileHCID 13622271HCID 13622271, compound

Product 1

HCID 59750428HCID 59750428, compoundYield 55.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4,5-dimethoxy-2-mercaptobenzoic acid (2.20 g, 10.2 mmol), 2-cyanopyridine (1.10 g, 10.2 mmol) and pyridine (15.0 ml) was refluxed for 20 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 (1.70 g, 55%)

Workup

  1. temperaturewas refluxed for 20 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from hexane-chlorobenzene

Sources & evidence

ORD record
ord-1ffee3e22e744fa5859ef721cebe0540
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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