Sodium Hydroxide → HCID 21329146, compound

HRID 614314Notes

Reaction equation

HRID 614314 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:19])[C:4]([N:6]([CH2:14][CH2:15][N:16]([CH3:18])[CH3:17])[C:7]1[N:8]=[N:9][C:10]([Cl:13])=[CH:11][CH:12]=1)=[O:5].[OH-].[Na+].[H][H]>[Pd].C(O)C>[ClH:13].[ClH:1].[CH3:2][N:3]([CH3:19])[C:4]([N:6]([CH2:14][CH2:15][N:16]([CH3:18])[CH3:17])[C:7]1[N:8]=[N:9][CH:10]=[CH:11][CH:12]=1)=[O:5]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 23349927HCID 23349927, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21329146HCID 21329146, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N,N-Dimethyl-N'-(2-dimethylaminoethyl)-N'-(6-chloro-3-pyridazinyl)urea hydrochloride (10.5 g., 0.034 mole) (Example 8) and 1.5 g. of 5% palladium on carbon catalyst are added to a mixture of 35 ml of 2N sodium hydroxide in 250 ml of ethyl alcohol. Treatment with hydrogen is performed in a Parr apparatus at 40-50 lbs. per sq. in. pressure and ambient temperature. The catalyst is removed by filtration, the filtrate is concentrated under reduced pressure, water is added and the mixture is extracted with benzene. The extracts are concentrated, the residue is dissolved in ether, hydrogen chloride is added and N,N-dimethyl-N'-(2-dimethylaminoethyl)-N'-(3-pyridazinyl)urea dihydrochloride melting at 187.5°-188.5° C. is obtained.

Workup

  1. custompressure and ambient temperature
  2. customThe catalyst is removed by filtration
  3. concentrationthe filtrate is concentrated under reduced pressure, water
  4. additionis added
  5. extractionthe mixture is extracted with benzene
  6. concentrationThe extracts are concentrated
  7. dissolutionthe residue is dissolved in ether
  8. additionhydrogen chloride is added

Sources & evidence

ORD record
ord-7558dce4cb4d42f1b1807dcaf8f62ef8
Source dataset
uspto-grants-1979_03
Patent number
US04144338

Reaction notes

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