3,5-Dinitrobenzoyl chloride → 7-(3,5-Dinitrobenzamido)-1-(4-methyl-1-piperazinyl)-naphthalene

HRID 235113

Reaktionsgleichung

Reaktionsgleichung von HRID 235113
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[N+:26]([C:29]1[CH:30]=[C:31]([CH:35]=[C:36]([N+:38]([O-:40])=[O:39])[CH:37]=1)[C:32](Cl)=[O:33])([O-:28])=[O:27]>C(#N)C>[N+:26]([C:29]1[CH:30]=[C:31]([CH:35]=[C:36]([N+:38]([O-:40])=[O:39])[CH:37]=1)[C:32]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1)=[O:33])([O-:28])=[O:27]

Komponenten

5

Edukt 3

HCID 74323,5-Dinitrobenzoyl chlorideHCID 8471TriethylamineHCID 233534847-Amino-1-(4-methyl-1-piperazinyl)-naphthalene

Produkt 1

HCID 233534997-(3,5-Dinitrobenzamido)-1-(4-methyl-1-piperazinyl)-naphthaleneAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

The title product was prepared following the procedure of example 3 from 7-amino-1-(4-methyl-1-piperazinyl)-naphthalene (0.15 g, 0.622 mmol) and triethylamine (0.09 mL, 0.68 mmol) and 3,5-dinitrobenzoyl chloride (0.158 g, 0.684 mmol) in acetonitrile (10 mL) with overnight stirring at room temperature. The product was purified using chromatography and recrystallization from acetonitrile to yield 0.17 g (63%) of the title compound: mp 254°-256° C. Analysis calculated for C22H21N5O5 : C, 60.68; H, 4.86; N, 16.08. Found: C, 60.59; H, 4.73; N, 15.88.

Aufarbeitung

  1. customThe title product was prepared
  2. customwith overnight
  3. customThe product was purified
  4. customchromatography and recrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-7d4b97a983d140cbb2edf104b0e327b0
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05597826

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