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

HRID 408090
Notes
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Reaction equation

HRID 408090 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-67a60269a5ee47e088d2d6fbd6dc8f54
Source dataset
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08759326B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes