Ammonia → 3-amino-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

HRID 993152Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 993152
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([NH:8][C:9](=[O:14])[C:10]2([CH3:13])[O:12][CH2:11]2)=[CH:6][C:5]=1[C:17]([F:20])([F:19])[F:18])([O-:3])=[O:2].[NH3:21]>CO>[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([NH:8][C:9](=[O:14])[C:10]([OH:12])([CH3:13])[CH2:11][NH2:21])=[CH:6][C:5]=1[C:17]([F:20])([F:19])[F:18])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 140648402-Methyl-n-[4-nitro-3-(trifluoromethyl)phenyl]oxirane-2-carboxamide

Produkt 1

HCID 100180753-amino-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamideAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
-70 °C

Versuchsvorschrift

A pressure reactor was charged with 4-nitro-3-trifluoromethyl-N-[2,3-epoxy-2-methyl propionyl]aniline, BP-33, (10.0 g, 34.46 mmol) (see FIG. 3) and methanol (100 mL). After cooling to −70° C., ammonia in excess was condensed into the reactor which was sealed and stirred 14 hours. Following evaporation, the crude solid was washed with cold CH2Cl2 (50 mL). Filtration and drying gave 6.1 g BP-34 (58% yield).

Aufarbeitung

  1. customcondensed into the reactor which
  2. customwas sealed
  3. customevaporation
  4. washthe crude solid was washed with cold CH2Cl2 (50 mL)
  5. filtrationFiltration
  6. customdrying
  7. customgave 6.1 g BP-34 (58% yield)

Quellen und Nachweise

ORD-Eintrag
ord-4e6e7c77a9ef40098bb2364e07ce4106
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06472415B1

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