Dimethylamine → 6-Chloro-N,N-dimethyl-4-(1-piperazinyl)-3-pyridazinamine

HRID 474162Notes

Reaction equation

HRID 474162 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([Cl:14])=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.[CH3:15][NH:16][CH3:17]>CO>[Cl:14][C:5]1[N:4]=[N:3][C:2]([N:16]([CH3:17])[CH3:15])=[C:7]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:6]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 59606520HCID 59606520, compound

Product 1

HCID 596065266-Chloro-N,N-dimethyl-4-(1-piperazinyl)-3-pyridazinamineYield 113.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

23 g 3,6-dichloro-4-piperazin-1-yl-pyridazine and 45 g dimethylamine are suspended in 200 ml of methanol and autoclaved for 4 hours at 100° C. The reaction mixture is evaporated to dryness and the product is extracted with chloroform and washed with sodium hydroxide solution. The hydrochloride is precipitated with an ethereal HCl solution. 27 g product are obtained. M.p=291° C.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. extractionthe product is extracted with chloroform
  3. washwashed with sodium hydroxide solution
  4. customThe hydrochloride is precipitated with an ethereal HCl solution

Sources & evidence

ORD record
ord-48afcc594f264f009e914fa23853c333
Source dataset
uspto-grants-2014_01
Patent number
US08637519B2

Reaction notes

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