4-Chloro-2-fluorophenyl isocyanate → 3-Carbethoxy-4-(4-chloro-2-fluorophenylaminocarbonyl)thiomorpholine

HRID 1447956

Reaktionsgleichung

Reaktionsgleichung von HRID 1447956
[C:1]([CH:6]1[CH2:11][S:10][CH2:9][CH2:8][NH:7]1)([O:3][CH2:4][CH3:5])=[O:2].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[O:21])=[C:15]([F:22])[CH:14]=1>CCCCCC.CCOCC>[C:1]([CH:6]1[CH2:11][S:10][CH2:9][CH2:8][N:7]1[C:20]([NH:19][C:16]1[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][C:15]=1[F:22])=[O:21])([O:3][CH2:4][CH3:5])=[O:2]

Komponenten

5

Edukt 2

HCID 45582034-Chloro-2-fluorophenyl isocyanateHCID 13604869Ethyl thiomorpholine-3-carboxylate

Produkt 1

HCID 233433973-Carbethoxy-4-(4-chloro-2-fluorophenylaminocarbonyl)thiomorpholineAusbeute 87,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

An emulsion of 14 g of 3-carbethoxythiomorpholine in 50 ml of n-hexane was added dropwise to a solution of 14 g of 4-chloro-2-fluorophenylisocyanate in 60 ml of anhydrous ether at 15° to 28° C. with stirring. A heavy oil formed after the addition. The oil crystallized after stirring at room temperature for 15 min. The precipitate was collected by filtration to give 24.3 g of 3-carbethoxy-4-(4-chloro-2-fluorophenylaminocarbonyl)thiomorpholine, m.p. 111.5°-112.5° C.

Aufarbeitung

  1. customA heavy oil formed
  2. additionafter the addition
  3. customThe oil crystallized
  4. stirringafter stirring at room temperature for 15 min
  5. filtrationThe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-5672a21d33ce40b3b7154d76b3ba6695
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04179276

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