Pyridine-2-carbonitrile → HCID 59750355, compound

HRID 748096Notes

Reaction equation

HRID 748096 reaction equation
[SH:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1)#[N:12]>N1C=CC=CC=1>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:11]1[S:1][C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4](=[O:6])[N:12]=1

Participants

4

Reactant 2

HCID 7522Pyridine-2-carbonitrileHCID 178524460HCID 178524460, compound

Product 1

HCID 59750355HCID 59750355, compoundYield 1.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
135 °C

Procedure

A mixture of 2-mercaptonicotinic acid (5.00 g, 32.2 mmol), 2-cyanopyridine (3.39 g, 32.5 mmol) and pyridine (30.0 ml) was refluxed at 135° C. for 72 hrs as described in Example 9. The mixture was concentrated. The residue was subjected to a silica gel column chromatography and eluted with hexane-ethyl acetate (1:1, v/v). The resultant product was recrystallized from ethanol to give the titled compound (0.10 g, 1%).

Workup

  1. concentrationThe mixture was concentrated
  2. washeluted with hexane-ethyl acetate (1:1
  3. customThe resultant product was recrystallized from ethanol

Sources & evidence

ORD record
ord-866ce4f87337440ba4ff0443a467dcad
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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