Pyridine → HCID 18543073, compound

HRID 844309Notes

Reaction equation

HRID 844309 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-8cb090e0397247b595d2c4d3e988cb6f
Source dataset
uspto-grants-2002_04
Patent number
US06380243B1

Reaction notes

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