Pyridine → HCID 18543073, compound

HRID 990860Notes

Reaction equation

HRID 990860 reaction equation
[C:1]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:16][NH:17][C:18]([NH2:20])=[O:19].N1C=CC=CC=1>CO.O>[NH2:16][NH:17][C:18]([NH2:20])=[O:19].[C:1]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 7170Ethyl benzoylacetateHCID 11236Semicarbazide hydrochloride

Product 1

HCID 18543073HCID 18543073, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
-20 °C

Procedure

Ethyl benzoylacetate (5.0 g) is dissolved in methanol (10 mL) and added rapidly to a hot solution of semicarbazide hydrochloride (29 g) in water (130 mL). To this is added pyridine (4.1 g) and after heating to reflux for 5 minutes, the reaction mixture is cooled to −20° C. overnight. The resulting solid semicarbazone is collected by filtration, washed with water and then diethyl ether to give the desired product as white crystals.

Workup

  1. temperatureafter heating
  2. temperatureto reflux for 5 minutes
  3. filtrationThe resulting solid semicarbazone is collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-8a93571d6132440d94c3d29bddc74b26
Source dataset
uspto-grants-2002_10
Patent number
US06462055B2

Reaction notes

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