2,5-Hexanedione → HCID 20294652, compound

HRID 1390007Notes

Reaction equation

HRID 1390007 reaction equation
Cl.Cl.[NH:3]([C:5]1[N:6]=[N:7][C:8]([N:11]2[CH2:16][CH2:15][S:14][CH2:13][CH2:12]2)=[CH:9][CH:10]=1)[NH2:4].[CH3:17][C:18](=O)[CH2:19][CH2:20][C:21](=O)[CH3:22].C([O-])(=O)C.[Na+]>C(O)(=O)C>[CH3:22][C:21]1[N:4]([NH:3][C:5]2[N:6]=[N:7][C:8]([N:11]3[CH2:16][CH2:15][S:14][CH2:13][CH2:12]3)=[CH:9][CH:10]=2)[C:18]([CH3:17])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 80352,5-HexanedioneHCID 517045Sodium AcetateHCID 30439523(2H)-Pyridazinone, 6-(4-thiomorpholinyl)-, hydrazone, dihydrochloride

Product 1

HCID 20294652HCID 20294652, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Hydrazino-6-(4-thiomorpholinyl)-pyridazine di-hydrochloride and 2,5-hexanedione are reacted in acetic acid in the presence of sodium acetate according to the procedure of example 2. The product is recovered by evaporating the acetic acid and slurring the residue in aqueous sodium bicarbonate. The solid obtained after filtration is purified by chromatography through silicagel using a chloroform-methanol mixture 97.5:2.5 mixture as the eluent. Yield 50%. M.p. 203° C. (from ethyl acetate). Elemental analysis, I.R. and N.M.R. data are in agreement with the assigned structure.

Workup

  1. customThe product is recovered
  2. customby evaporating the acetic acid
  3. customThe solid obtained
  4. filtrationafter filtration
  5. customis purified by chromatography through silicagel

Sources & evidence

ORD record
ord-4a050224c583470b947e492d6e0a4c4e
Source dataset
uspto-grants-1981_01
Patent number
US04247551

Reaction notes

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