4-Methylbenzoyl Chloride → N'-[(4-methylphenyl)carbonyl]-3-nitrobenzohydrazide

HRID 651396

Reaktionsgleichung

Reaktionsgleichung von HRID 651396
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([NH:9][NH2:10])=[O:8])([O-:3])=[O:2].[C:14]1([CH3:23])[CH:19]=[CH:18][C:17]([C:20](Cl)=[O:21])=[CH:16][CH:15]=1>N1C=CC=CC=1>[CH3:23][C:14]1[CH:19]=[CH:18][C:17]([C:20]([NH:10][NH:9][C:7](=[O:8])[C:6]2[CH:11]=[CH:12][CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:21])=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 134054-Methylbenzoyl ChlorideHCID 32914983-Nitrobenzohydrazide

Produkt 1

HCID 4506110N'-[(4-methylphenyl)carbonyl]-3-nitrobenzohydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 3-nitrobenzhydrazide (2.16 g, 11.92 mmol) in pyridine (40 ml) cooled to 0° C. in an ice bath is added dropwise p-toluoyl chloride (1.94 g, 11.92 mmol). The mixture is allowed to warm to room temperature and stirred for 12 hours. The mixture is quenched with 350 mL of water and stirred for thirty minutes. The precipitate is filtered and dried in a vacuum oven to yield 1-[(4-methyl)benzoyl]-2-(3-nitrobenzoyl)hydrazine as a pale yellow solid. (2.94 g, 82%). 1H MMR (DMSOd6): δ 2.40 (s, 3H), 7.35 (d, 2H), 7.86 (d, 2H), 7.87 (t, 1H), 8.37 (d, 1H), 8.45 (d, 1H), 8.76 (s, 1H), 10.58 (s, 1H), 10.90 (s, 1H).

Aufarbeitung

  1. customThe mixture is quenched with 350 mL of water
  2. stirringstirred for thirty minutes
  3. filtrationThe precipitate is filtered
  4. customdried in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-77427c6459dd44348c8490a76c1c2b90
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06281217B1

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