Potassium Carbonate → HCID 28825081, compound

HRID 228343Notes

Reaction equation

HRID 228343 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-e2f7853b1ca241d4a8f0af7febe20330
Source dataset
uspto-grants-2009_07
Patent number
US07560463B2

Reaction notes

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