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

HRID 2045809Notes

Reaction equation

HRID 2045809 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-6e4f4c0e2ecd4e0e96da19bee676c9b8
Source dataset
uspto-grants-2013_11
Patent number
US08592400B2

Reaction notes

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