Water → N-(2-(methylthio)ethyl)-4-(benzoxazol-2-yl)-2-nitroaniline

HRID 74312

Reaktionsgleichung

Reaktionsgleichung von HRID 74312
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].C(=O)([O-])[O-].[K+].[K+].[CH3:26][S:27][CH2:28][CH2:29][NH2:30].O>C(#N)C>[CH3:26][S:27][CH2:28][CH2:29][NH:30][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 87697(2-(Methylthio)ethyl)amineHCID 219909702-(4-Fluoro-3-nitrophenyl)benzoxazole

Produkt 1

HCID 67498515N-(2-(methylthio)ethyl)-4-(benzoxazol-2-yl)-2-nitroanilineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a suspension of 2-(4-fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (300 mg, 1.16 mmol) in acetonitrile (5 mL) was added potassium carbonate (321 mg, 1.55 mmol) and 2-(methylthio)ethylamine (127 mg, 1.39 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, this was cooled to room temperature, water was added, and after the precipitated crystals were filtered and washed with water, they were dried to yield the title compound (373 mg, 98% yield) as red crystals.

Aufarbeitung

  1. temperaturethis was heated
  2. temperatureto reflux for 3 hours
  3. filtrationafter the precipitated crystals were filtered
  4. washwashed with water, they
  5. customwere dried

Quellen und Nachweise

ORD-Eintrag
ord-e56c8d56a3744d859bc7775f1186abe7
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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