Phenyl isocyanate → HCID 69748017, Verbindung

HRID 1062387Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1062387
[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), 7.71 (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-6ac79108a19d4bb5838eccec8c740360
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06960688B2

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