Ethanol → HCID 20335430, compound

HRID 1706359Notes

Reaction equation

HRID 1706359 reaction equation
[C:1]([CH:4]([C:10]([O:12]CC)=O)[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=O)[CH3:2].Cl.[Cl:16][C:17]1[CH:18]=[C:19]([NH:24][NH2:25])[CH:20]=[CH:21][C:22]=1[Cl:23].C([O-])(=O)C.[Na+].C(O)C>O>[Cl:16][C:17]1[CH:18]=[C:19]([N:24]2[C:10](=[O:12])[CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:1]([CH3:2])=[N:25]2)[CH:20]=[CH:21][C:22]=1[Cl:23]

Participants

6

Reactant 4

HCID 702EthanolHCID 1363651,3-Diethyl 2-acetylpropanedioateHCID 517045Sodium AcetateHCID 3084323(3,4-Dichlorophenyl)hydrazine monohydrochloride

Product 1

HCID 20335430HCID 20335430, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

The starting material is prepared as follows: The mixture of 1.3 g of diethyl α-acetyl-malonate, 1.3 g of 3,4-dichlorophenylhydrazine hydrochloride, 0.5 g of sodium acetate, 30 ml of ethanol and 10 ml of water is warmed on the steam cone for 10 minutes. It is diluted with water, extracted with diethyl ether, the extract washed with water, dried and evaporated. The residue is taken up in 50 ml of xylene, the solution distilled for 10 minutes and refluxed for 85 minutes. It is evaporated and the residue triturated with diethyl ether to yield the 1-(3,4-dichlorophenyl)-3-methyl-4-carbethoxy-2-pyrazolin-5-one, melting at 147°-148°.

Workup

  1. customThe starting material is prepared
  2. temperatureis warmed on the steam cone for 10 minutes
  3. extractionextracted with diethyl ether
  4. washthe extract washed with water
  5. customdried
  6. customevaporated
  7. distillationthe solution distilled for 10 minutes
  8. temperaturerefluxed for 85 minutes
  9. customIt is evaporated
  10. customthe residue triturated with diethyl ether

Sources & evidence

ORD record
ord-83908b5d650d4c279af527ee4de30ac9
Source dataset
uspto-grants-1980_06
Patent number
US04207317

Reaction notes

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