Benzenamine, 3,5-bis(trifluoromethyl)- → N-(3,5-bis-trifluoromethyl-phenyl)-N'-(beta-chloropropionyl)-urea

HRID 28121

Reaktionsgleichung

Reaktionsgleichung von HRID 28121
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)[NH2:6].[Cl:16][CH2:17][CH2:18][C:19]([N:21]=[C:22]=[O:23])=[O:20]>C1(C)C=CC=CC=1>[F:1][C:2]([F:14])([F:15])[C:3]1[CH:4]=[C:5]([NH:6][C:22]([NH:21][C:19](=[O:20])[CH2:18][CH2:17][Cl:16])=[O:23])[CH:7]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:9]=1

Komponenten

4

Edukt 2

HCID 9480Benzenamine, 3,5-bis(trifluoromethyl)-HCID 135723743-Chloropropanoyl isocyanate

Produkt 1

HCID 23339675N-(3,5-bis-trifluoromethyl-phenyl)-N'-(beta-chloropropionyl)-ureaAusbeute 80,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

11.45 g (0.05 mol) of 3,5-bis-trifluoromethylaniline were dissolved in 80 ml of dry toluene, and 6.7 g (0.05 mol) of β-chloropropionyl isocyanate in 20 ml of dry toluene were added. The mixture was stirred at 60° C. for 1 hour, the solvent was distilled off in vacuo and the residue was taken up in petroleum ether. The crystalline product was filtered off and dried. 14.5 g (80.5% of theory) of N-(3,5-bis-trifluoromethyl-phenyl)-N'-(β-chloropropionyl)-urea, which melts at 175° C., were obtained.

Aufarbeitung

  1. distillationthe solvent was distilled off in vacuo
  2. filtrationThe crystalline product was filtered off
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1c8732c9f40f48f6a55c5fde3429062a
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04225618

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