Acetohydrazide → HCID 23467590, compound

HRID 443516Notes

Reaction equation

HRID 443516 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH2:7][CH2:8][C:9](=O)[NH:10][N:11]=1.Cl[C:14]1[N:15]=[N:16]C(C2OC=CC=2)=C[CH:19]=1.C(NN)(=O)C>C(O)CCC>[CH3:19][C:14]1[N:10]2[N:11]=[C:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)[CH:7]=[CH:8][C:9]2=[N:16][N:15]=1

Participants

5

Reactant 3

HCID 14039AcetohydrazideHCID 234675803-Chloro-6-(2-furanyl)pyridazineHCID 54470727HCID 54470727, compound

Product 1

HCID 23467590HCID 23467590, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As for Example 5, 4,5-dihydro-6-(2-furyl)-3(2H)-pyridazinone is converted to 3-chloro-6-(2-furyl)pyridazine. A 1.5 g. sample of the preceding compound, 1.2 g. of acethydrazide in 50 ml. of n-butyl alcohol is refluxed for 48 hours. The solvent is removed under reduced pressure and the residue is partitioned between dichloromethane and dilute sodium hydroxide. The dichloromethane layer is washed with water, dried over magnesium sulfate, filtered and concentrated. The residue is purified by conventional means to give the product of the Example.

Workup

  1. customThe solvent is removed under reduced pressure
  2. customthe residue is partitioned between dichloromethane and dilute sodium hydroxide
  3. washThe dichloromethane layer is washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue is purified by conventional means
  8. customto give the product of the Example

Sources & evidence

ORD record
ord-9a4accac960040f7bcdc01000eb6a2ad
Source dataset
uspto-grants-1981_04
Patent number
US04260756

Reaction notes

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