Potassium Carbonate → HCID 28825081, compound

HRID 492499Notes

Reaction equation

HRID 492499 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1.[OH:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=[O:16])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].CC(N(C)C)=O>C1(C)C=CC=CC=1>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([O:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=[O:16])=[CH:13][CH:12]=2)=[N:3][CH:4]=1)#[N:7]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 650524-HydroxybenzamideHCID 51520946-Chloro-3-pyridinecarbonitrile

Product 1

HCID 28825081HCID 28825081, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

Combine 6-chloro-nicotinonitrile (1.0 g, 7.22 mmol), 4-hydroxybenzamide (1.09 g, 7.94 mmol), and potassium carbonate (1.49 g, 10.83 mmol) in toluene (8 mL). Add DMA (24 mL) to the reaction mixture. Heat the reaction mixture for 1.5 hour at 120° C. Let the reaction mixture cool to room temperature. Pour the reaction mixture onto water and filter the precipitate washing with water. Dry the solid under vacuum to provide the title compound (1.63 g, 94%)

Workup

  1. temperaturecool to room temperature
  2. additionPour the reaction mixture onto water
  3. filtrationfilter the precipitate
  4. washwashing with water
  5. customDry the solid under vacuum

Sources & evidence

ORD record
ord-1b9b088c025a41dea3d7dd299eb44476
Source dataset
uspto-grants-2009_05
Patent number
US07531557B2

Reaction notes

Loading…