Urea → 4-Nitrobenzamide

HRID 1079089Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1079089
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](O)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13]C(N)=O>C(C1C=CC2C(=CC=CC=2)C=1C(C)C)(C)C.P(O)(O)O>[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH2:13])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 2

HCID 1176UreaHCID 61084-Nitrobenzoic Acid

Produkt 1

HCID 120914-NitrobenzamideAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 107909Phosphorous acidKatalysatorHCID 30236511,2-DiisopropylnaphthaleneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

83.5 g (0.5 mol) of 4-nitrobenzoic acid, 33.0 g (0.55 mol) of urea and 0.5 g of phosphorous acid are heated in 250 ml of diisopropylnaphthalene with stirring at from 150° to 158° C. for 8 h. After cooling the batch to 25° C. the solid is filtered off with suction and washed with 50 ml of diisopropylnaphthalene. The filter cake is introduced into 250 ml of water, and the mixture is adjusted to a pH of 12 using aqueous sodium hydroxide solution and is stirred at 25° C. for 30 min. Subsequently the solid is filtered off with suction and dried at 100° C. 81.4 g of 4-nitrobenzamide are obtained having a melting point of from 191° to 194° C. This corresponds to a yield of 98% of theory.

Aufarbeitung

  1. filtrationis filtered off with suction
  2. washwashed with 50 ml of diisopropylnaphthalene
  3. additionThe filter cake is introduced into 250 ml of water
  4. stirringis stirred at 25° C. for 30 min
  5. filtrationSubsequently the solid is filtered off with suction
  6. customdried at 100° C

Quellen und Nachweise

ORD-Eintrag
ord-1581e5bebadc4e97a647edca15178f07
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05550286

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