Hydrazine hydrate (1:1) → HCID 178468617, compound

HRID 2359949Notes

Reaction equation

HRID 2359949 reaction equation
O=[C:2]([CH2:8][C:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].O.[NH2:18][NH2:19]>C(O)C>[C:10]1([C:9]2[NH:19][N:18]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:8]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 2265032,4-Dioxo-4-phenyl-butyric acid ethyl ester

Product 1

HCID 178468617HCID 178468617, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 2,4-dioxo-4-phenylbutanoate (16.0 g) in ethanol (150 mL) was added hydrazine monohydrate (4.0 mL), and the mixture was heated under reflux for 3 hr. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from diisopropyl ether to give the title compound as a pale-brown solid (yield 12.0 g, 67%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-cca00313dae0439987d99ccf58a88725
Source dataset
uspto-grants-2014_04
Patent number
US08686010B2

Reaction notes

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