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

HRID 634850Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 634850
[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) 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 (5 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 (5 mL)
  5. filtrationFiltration
  6. customdrying
  7. customgave 6.1 g BP-34 (58% yield)

Quellen und Nachweise

ORD-Eintrag
ord-5d8578b7dde149db8ef2d8311db65221
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06184249B2

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