Pyridine → N-{4[(acetyloxy)imino]-2,5-cyclohexadien-1-ylidene}aniline

HRID 1071781

Reaktionsgleichung

Reaktionsgleichung von HRID 1071781
[CH:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]=[O:15])=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.N1C=CC=CC=1.C1(C)C=CC=CC=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>O>[C:29]([O:15][N:14]=[C:11]1[CH:12]=[CH:13][C:8](=[N:7][C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)[CH:9]=[CH:10]1)(=[O:31])[CH3:30]

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 1140TolueneHCID 7918Acetic AnhydrideHCID 90744-Nitrosodiphenylamine

Produkt 1

HCID 20801492N-{4[(acetyloxy)imino]-2,5-cyclohexadien-1-ylidene}aniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

A solution was prepared by mixing 4-nitrosodiphenylamine, 19.8 grams, (0.10 mole), pyridine, 8.6 grams, (0.11 mole), and toluene, 10 mL, in a suitable reaction flask. The solution was cooled to 5° C. and acetic anhydride, 11.22 grams, (0.11 mole) was added slowly. The mixture was stirred for 2 hours and allowed to come to room temperature. The reaction mixture was mixed with a quantity of water, allowed to stand until the water layer separated, and the water layer was discarded. The toluene solution was evaporated to leave 21.4 grams of a solid residue, 96% of theory. The material melted at 63-65° C.

Aufarbeitung

  1. customA solution was prepared
  2. customto come to room temperature
  3. customseparated
  4. customThe toluene solution was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ec5e0582668946a39c1d9a9f080e78be
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06906121B2

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