Sodium Carbonate → HCID 15951413, compound

HRID 271114Notes

Reaction equation

HRID 271114 reaction equation
[C:1]1([C:7](=O)[C:8]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3]C=1.Cl.[CH3:18][NH:19][C:20]([NH2:22])=[NH:21].[C:23]([O-:26])([O-])=O.[Na+].[Na+]>CCO.O>[NH2:22][C:20]1[N:19]([CH3:18])[C:23](=[O:26])[C:8]([C:7]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:1]=2)([C:10]2[CH:11]=[CH:12][N:13]=[CH:14][CH:15]=2)[N:21]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 2750111-Phenyl-2-pyridin-4-ylethane-1,2-dioneHCID 178485118HCID 178485118, compound

Product 1

HCID 15951413HCID 15951413, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A suspension of 1-phenyl-2-pyridin-4-ylethane-1,2-dione (0.81 g, 3.8 mmol), N-methylguanidine hydrochloride (1.92 g, 17.5 mmol) and Na2CO3 (3.71 g, 35 mmol) in EtOH (25 mL) and H2O (5 mL) is refluxed for 18 h. The reaction mixture is cooled and poured into water. The precipitate is collected by filtration, washed with water, and air-dried to give the title compound (0.62 g, 62%) as a solid. Mp 154-155° C. MS (+) ES: 267 (M+H)+.

Workup

  1. temperatureis refluxed for 18 h
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitate is collected by filtration
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-706075c3babf4dd684bd9f7557cabc6a
Source dataset
uspto-grants-2008_11
Patent number
US07452885B2

Reaction notes

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