Sodium Hydroxide → HCID 22675511, compound

HRID 355772Notes

Reaction equation

HRID 355772 reaction equation
[CH2:1]([N:3]([C:19]1[N:24]=[N:23][C:22]([C:25](N)=[O:26])=[CH:21][CH:20]=1)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:2].[OH-:28].[Na+]>C(O)CCC>[CH2:1]([N:3]([C:19]1[N:24]=[N:23][C:22]([C:25]([OH:28])=[O:26])=[CH:21][CH:20]=1)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22675513HCID 22675513, compound

Product 1

HCID 22675511HCID 22675511, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

6-(N-Ethyl-N-(2-(benzylamino)benzyl)amino)pyridazine-3- carboxamide (0.49 g) in n-butanol was treated with sodium hydroxide pellets (140 mg) and heated at gentle reflux for 9 hours. The reaction was allowed to cool, was evaporated to dryness and the residue taken into water and acidified with acetic acid. The mixture was extracted with ethyl acetate (×2) and the extracts dried and evaporated to give a gum which was purified by MPLC to give the title compound as a brown foam (220 mg, 45%).

Workup

  1. temperatureheated
  2. temperatureat gentle reflux for 9 hours
  3. temperatureto cool
  4. customwas evaporated to dryness
  5. extractionThe mixture was extracted with ethyl acetate (×2)
  6. customthe extracts dried
  7. customevaporated
  8. customto give a gum which
  9. customwas purified by MPLC

Sources & evidence

ORD record
ord-b326e9bef204444bbdd2957ad13ad22c
Source dataset
uspto-grants-1998_11
Patent number
US05834468

Reaction notes

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