Phenylhydrazine → HCID 20370249, compound

HRID 616440Notes

Reaction equation

HRID 616440 reaction equation
C([O:3][C:4]([CH:6]([CH2:11]N(C)C)[CH2:7][N:8]([CH3:10])[CH3:9])=O)C.[C:15]1([NH:21][NH2:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CC(C)[O-].[Na+]>C(O)(C)C>[CH3:9][N:8]([CH2:7][CH:6]1[CH2:11][N:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[NH:22][C:4]1=[O:3])[CH3:10]

Participants

5

Reactant 3

HCID 7516PhenylhydrazineHCID 109204432-Propanol, sodium salt (1:1)HCID 53968123HCID 53968123, compound

Product 1

HCID 20370249HCID 20370249, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Ethyl-1,3-bis (dimethylamino)-propane-2-carboxylate (20.2g) was added in one portion to a boiling mixture of phenyl-hydrazine (10.8g) and sodium isopropoxide (2.3g of sodium) in isopropanol. The solution was boiled under reflux for 30 minutes and the product (13.6g, 62%) was recovered in a manner similar to that described in Example 16. The product was identified as 4-dimethylaminomethyl-1-phenylpyrazolidin-3-one (melting point 117°-8° C) from its infrared spectrum.

Workup

  1. temperatureunder reflux for 30 minutes
  2. customthe product (13.6g, 62%) was recovered in a manner similar to

Sources & evidence

ORD record
ord-c787f600f92a41cd9f3b801c21393be3
Source dataset
uspto-grants-1978_02
Patent number
US04074051

Reaction notes

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