Benzenamine, 3,5-bis(trifluoromethyl)- → N-(3,5-bis-trifluoromethylphenyl)-N'-(chloroacetyl)-urea

HRID 28120

Reaktionsgleichung

Reaktionsgleichung von HRID 28120
[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][C:18]([N:20]=[C:21]=[O:22])=[O:19]>C1(C)C=CC=CC=1>[F:1][C:2]([F:14])([F:15])[C:3]1[CH:4]=[C:5]([NH:6][C:21]([NH:20][C:18](=[O:19])[CH2:17][Cl:16])=[O:22])[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 78209Chloroacetyl isocyanate

Produkt 1

HCID 23339676N-(3,5-bis-trifluoromethylphenyl)-N'-(chloroacetyl)-ureaAusbeute 74,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

22.9 g (0.1 mol) of 3,5-bis-trifluoromethyl-aniline were dissolved in 150 ml of dry toluene. 11.9 g (0.1 mol) of chloroacetyl isocyanate in 50 ml of dry toluene were added. The mixture was stirred at 50° C. for 1 hour and then cooled to room temperature. The product which had precipitated was filtered off and rinsed with toluene/ligroin 1:2 and then dried. 26 g (74.5% of theory) of N-(3,5-bis-trifluoromethylphenyl)-N'-(chloroacetyl)-urea with a melting point of 170° C. were thus obtained.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. customThe product which had precipitated
  3. filtrationwas filtered off
  4. washrinsed with toluene/ligroin 1:2
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4ee6114213f5458c87d8a1ed8c3494dc
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04225618

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