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

HRID 27005

Reaktionsgleichung

Reaktionsgleichung von HRID 27005
[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-95b0801eb1af422b91d722b853fc31cf
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220465

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