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

HRID 330877
Notes
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Reaction equation

HRID 330877 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 the mixture is 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-85de58c4fb91493fb5a3a75d681879ce
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08877758B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes