Reaktion #999335

ord-8036c311c9f7474e8a9ec5c3ab79236f

Reaktionsgleichung

Cc1ccc(C(=O)O)cc1[N+](=O)[O-]
4-methyl-3-nitro-benzoic acid
On1nnc2ccccc21
HOBt
CCN1CCNCC1
N-ethylpiperazine
CCN1CCN(C(=O)c2ccc(C)c([N+](=O)[O-])c2)CC1
(4-ethyl-piperazin-1-yl)-(4-methyl-3-nitro-phenyl)-methanone
Ausbeute 95.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    WaschenThe reaction mixture was washed with aqueous ammonium chloride solution
  2. 2
    Trocknensubsequently dried over sodium sulfate
  3. 3
    FiltrationAfter filtering sodium sulfate
  4. 4
    Einengenthe filtrate was concentrated under reduced pressure

Vorschrift

To 4-methyl-3-nitro-benzoic acid (730 mg, 4.03 mmol), WSCI (930 mg, 4.85 mmol), HOBt (110 mg, 0.674 mmol) and N-ethylpiperazine (608 μl, 4.79 mmol), dichloromethane (8 ml) was added, followed by stirring for 13 hours. The reaction mixture was washed with aqueous ammonium chloride solution, and subsequently dried over sodium sulfate. After filtering sodium sulfate, the filtrate was concentrated under reduced pressure, to obtain (4-ethyl-piperazin-1-yl)-(4-methyl-3-nitro-phenyl)-methanone (1.06 g, 95%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08022205B2uspto-grants-2011_09