Pyridine → 2,4-Dinitrophenylbenzamide

HRID 268270

Reaktionsgleichung

Reaktionsgleichung von HRID 268270
[N+:1]([C:4]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=1N)([O-:3])=[O:2].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[N:23]1C=CC=CC=1>>[N+:1]([C:4]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=1[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:14]([NH2:23])=[O:21])([O-:3])=[O:2]

Komponenten

4

Edukt 3

HCID 1049PyridineHCID 73212,4-DinitroanilineHCID 7412Benzoyl chloride

Produkt 1

HCID 201563782,4-Dinitrophenylbenzamide

Versuchsvorschrift

To a solution of 73.2 g. (0.4 m.) of 2,4-dinitroaniline in 400 ml. of pyridine with stirring and slight warming was added 56.2 g. (0.4 m.) of benzoyl chloride in about 10 min.; the temperature rose from 40° to 50°. Then the dark solution was heated at reflux for 21/2 hours. After standing overnight, the yellow solid was collected, washed with H2O until no pyridine odor was detectable. This 90 g. of crude product was recrystallized from about 2.1 of CH3CN to yield 44 g. (38%) of yellow product melting at 201°-205°.

Aufarbeitung

  1. temperatureslight warming
  2. additionwas added 56.2 g
  3. customrose from 40° to 50°
  4. temperatureThen the dark solution was heated
  5. temperatureat reflux for 21/2 hours
  6. customthe yellow solid was collected
  7. washwashed with H2O until no pyridine odor
  8. customof crude product was recrystallized from about 2.1 of CH3CN
  9. customto yield 44 g

Quellen und Nachweise

ORD-Eintrag
ord-bdfbf19cfdc74b5e9cdfed07280914ac
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03947434

Verknüpfte Notizen

Wird geladen…