Phenyl isocyanate → HCID 69748017, Verbindung

HRID 2301046Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2301046
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:18])[C@:11]([OH:17])([CH3:16])[C:12]([F:15])([F:14])[F:13].[C:19]1([N:25]=[C:26]=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(OCC)C>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:26]([NH:25][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:27])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:18])[C@:11]([OH:17])([CH3:16])[C:12]([F:13])([F:15])[F:14]

Komponenten

4

Edukt 2

HCID 7672Phenyl isocyanateHCID 54520116HCID 54520116, Verbindung

Produkt 1

HCID 69748017HCID 69748017, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of (R)-N-[2-chloro-4-aminophenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 208) (0.198 g) and phenyl isocyanate (0.09 ml) in diethyl ether (10 ml) was stirred for 22 hours then evaporated to dryness. The residue was partitioned between water (25 ml) and ethyl acetate (50 ml). The organic phase was washed with brine (25 ml), dried and concentrated by evaporation to give the title compound (170 mg) as a foam. NMR: 1.66 (s, 3H), 7.04 (t, 1H), 7.35 (m, 3H), 7.52 (d, 1H), 7.1 (s, 1H), 7.86 (m, 2H), 8.77 (s, 1H), 8.92 (s, 1H), 9.63 (s, 1H); MS (ESP−): 400.

Aufarbeitung

  1. customthen evaporated to dryness
  2. customThe residue was partitioned between water (25 ml) and ethyl acetate (50 ml)
  3. washThe organic phase was washed with brine (25 ml)
  4. customdried
  5. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-b9207fdf0d8e46bf83fd80f5f41248cf
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06498275B1

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