Water → 5-(4-Methylpiperazinyl)-2-nitrobenzenecarbonitrile

HRID 1169989Notes

Reaction equation

HRID 1169989 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([C:8]#[N:9])[CH:7]=1.[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C(N(CC)CC)C.O>CN1C(=O)CCC1>[CH3:13][N:14]1[CH2:19][CH2:18][N:17]([C:2]2[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([C:8]#[N:9])[CH:7]=2)[CH2:16][CH2:15]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 37564675-Fluoro-2-nitrobenzonitrile

Product 1

HCID 161020595-(4-Methylpiperazinyl)-2-nitrobenzenecarbonitrile

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

5-Fluoro-2-nitrobenzenecarbonitrile (1.02 equivalents) and N-methylpiperazine (1.0 equivalents) were dissolved in NMP. Triethylamine (2.1 equivalents) was added, and the resulting solution heated at 100° C. for 1 hour. The solution was cooled to room temperature and poured into H2O. A precipitate formed which was filtered to yield the desired product as a green solid. LC/MS m/z 247.3 (MH+), Rt 1.46 minutes.

Workup

  1. temperatureThe solution was cooled to room temperature
  2. customA precipitate formed which
  3. filtrationwas filtered

Sources & evidence

ORD record
ord-515c61330017491b93f5833577acc90f
Source dataset
uspto-grants-2010_11
Patent number
US07825132B2

Reaction notes

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