Reaction #1797508

ord-5ee389c9911b40a5be211626543bcfb2

Reaction equation

Cc1ccc(NN)cc1C.Cl
3,4-dimethylphenylhydrazine hydrochloride
CCOC(=O)CC(C)=O
ethyl acetoacetate
CC(=O)[O-].[Na+]
sodium acetate
→
Cc1cc(=O)n(-c2ccc(C)c(C)c2)[nH]1
1-(3,4-Dimethylphenyl)-3-methyl-3-pyrazolin-5-one

Reactants

Cc1ccc(NN)cc1C.Cl
3,4-dimethylphenylhydrazine hydrochloride
CCOC(=O)CC(C)=O
ethyl acetoacetate
CC(=O)[O-].[Na+]
sodium acetate

Reagents

None

Solvents

CC(=O)O
acetic acid

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureheated
  2. 2
    Temperatureunder reflux for 24 h.

Procedure

A solution of 3,4-dimethylphenylhydrazine hydrochloride (17.7 g; 0.1 mol.), ethyl acetoacetate (13.0 g; 0.1 mol.) and sodium acetate (8.2 g; 0.1 mol.) in glacial acetic acid; (250 mL) was stirred and heated under reflux for 24 h.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07790704B2uspto-grants-2010_09