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

HRID 518019Notes

Reaction equation

HRID 518019 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-3123a90bed034ee0a66ca0d4f690a4b0
Source dataset
uspto-grants-2015_08
Patent number
US09115142B2

Reaction notes

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