1-Amino-4-methylpiperazine → HCID 136332143, compound

HRID 1981518Notes

Reaction equation

HRID 1981518 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:22][C:21]3[NH:20][C:19]4[C:14](=[CH:15][C:16]([Cl:23])=[CH:17][CH:18]=4)[C:13](=[O:24])[C:12]=3[C:11](=O)[CH2:10]2)=[CH:5][CH:4]=1.[CH3:28][N:29]1[CH2:34][CH2:33][N:32]([NH2:35])[CH2:31][CH2:30]1>C(O)C>[CH3:28][N:29]1[CH2:34][CH2:33][N:32]([N:35]=[C:11]2[C:12]3[C:13](=[O:24])[C:14]4[C:19](=[CH:18][CH:17]=[C:16]([Cl:23])[CH:15]=4)[NH:20][C:21]=3[CH2:22][CH:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([F:26])([F:1])[F:27])=[CH:8][CH:7]=3)[CH2:10]2)[CH2:31][CH2:30]1

Participants

4

Reactant 2

HCID 813491-Amino-4-methylpiperazineHCID 10340441HCID 10340441, compound

Product 1

HCID 136332143HCID 136332143, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

39.15 g (0.1 mole) of 3-(4-trifluoromethylphenyl)-7-chloro-3,4-dihydroacridine-1,9(2H,10H)-dione are suspended in 500 ml of ethanol, 11.5 g (0.1 mole) of N-methyl-N'-aminopiperazine are added and the reaction mixture is heated to reflux for 90 minutes. A clear solution is formed during this. After cooling down, the ethanol is distilled out in a rotary evaporator and the solid residue is recrystallized from toluene/cyclohexane (1:1). 44 g (=90% of theory) of the title compound are thus obtained in the form of pale yellow crystals of melting point 246° C.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureto reflux for 90 minutes
  3. customA clear solution is formed during this
  4. temperatureAfter cooling down
  5. distillationthe ethanol is distilled out in a rotary evaporator
  6. customthe solid residue is recrystallized from toluene/cyclohexane (1:1)

Sources & evidence

ORD record
ord-afed0fcd249d47259e9644294d4c919b
Source dataset
uspto-grants-1986_06
Patent number
US04593027

Reaction notes

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