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1-Methylpiperazine → 2-Amino-6-(4-methyl-1-piperazinyl)-3-(2,3,5-trichlorophenyl)pyrazine

HRID 1383318
Notes
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Reaction equation

HRID 1383318 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=2[Cl:16])=[N:6][CH:5]=[C:4](Cl)[N:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=2[Cl:16])=[N:6][CH:5]=[C:4]([N:22]2[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]2)[N:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 10990505HCID 10990505, compound

Product 1

HCID 181802012-Amino-6-(4-methyl-1-piperazinyl)-3-(2,3,5-trichlorophenyl)pyrazine

Conditions

Temperature
140 °C

Procedure

2-Amino-6-chloro-3-(2,3,5-trichlorophenyl)pyrazine (0.215 g ,7.0×10−3 mole) Example I Route A and 1-methylpiperazine (5 ml, Aldrich), were heated at 140° C. for 1 hr. The mixture was evaporated in vacuo and the residue was purified by ‘flash chromatography’ eluting with ethanol:dichloromethane, 0-4%. The product was dissolved in the minimum of dichloromethane and hexane (10 ml), added slowly to give yellow needles. Yield 0.247 g (95%), M.p. 185° C.

Workup

  • customThe mixture was evaporated in vacuo
  • customthe residue was purified by ‘flash chromatography’
  • washeluting with ethanol
  • dissolutionThe product was dissolved in the minimum of dichloromethane and hexane (10 ml)
  • additionadded slowly
  • customto give yellow needles
  • Sources & evidence

    ORD record
    ord-dab81953f89c4cf2830ca81e4e7c36ff
    Source dataset
    uspto-grants-2001_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06255307B1

    Reaction notes

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    On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes