Water → HCID 19698441, compound

HRID 862481Notes

Reaction equation

HRID 862481 reaction equation
O.[CH3:2][NH:3][CH2:4][CH2:5][NH:6][CH3:7].[NH2:8][C:9]1[C:10](Cl)=[C:11](Cl)[C:12](=[O:16])[N:13]([CH3:15])[N:14]=1.C(Cl)(Cl)Cl>CO>[NH2:8][C:9]1[C:10]2[N:3]([CH3:2])[CH2:4][CH2:5][N:6]([CH3:7])[C:11]=2[C:12](=[O:16])[N:13]([CH3:15])[N:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6212ChloroformHCID 8070N,N'-DimethylethylenediamineHCID 108216203(2H)-Pyridazinone, 6-amino-4,5-dichloro-2-methyl-

Product 1

HCID 19698441HCID 19698441, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Water (9 ml) and N,N'-dimethylethylenediamine (0.8 ml, 7.7 mmol) were added to 6-amino-4,5-dichloro-2-methyl-3(2H)-pyridazinone (500 mg, 2.6 mmol) as described in Chemical Pharmaceutical Bulletin, 30, 832 (1982), and the mixture was refluxed under heating for 3 hours. The reaction mixture was concentrated, added with chloroform, washed with water and brine and dried over anhydrous sodium sulfate. The solvent was distilled away and the residue obtained was subjected to silica gel column chromatography (chloroform:methanol=40:1) to give 448 mg of 8-amino-1,2,3,4-tetrahydro-1,4,6-trimethylpyrazino[2,3-d]pyridazin-5(6H)-one.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 3 hours
  3. concentrationThe reaction mixture was concentrated
  4. additionadded with chloroform
  5. washwashed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled away
  8. customthe residue obtained

Sources & evidence

ORD record
ord-aab243e6d6b24399b8a78b72d152f88e
Source dataset
uspto-grants-1998_02
Patent number
US05719155

Reaction notes

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