Methyl iodide → Methyl 3-[(methanesulfonyl)(methyl)amino]-5-nitrobenzoate

HRID 1160448Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1160448
[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([N+:16]([O-:18])=[O:17])[CH:15]=1)[C:9]([O:11][CH3:12])=[O:10])(=[O:4])=[O:3].CI.[C:21](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:21][N:5]([S:2]([CH3:1])(=[O:3])=[O:4])[C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([N+:16]([O-:18])=[O:17])[CH:15]=1)[C:9]([O:11][CH3:12])=[O:10]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 57815097Methyl 3-(methylsulfonamido)-5-nitrobenzoate

Produkt 1

HCID 57815130Methyl 3-[(methanesulfonyl)(methyl)amino]-5-nitrobenzoateAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of methyl 3-[(methylsulfonyl)amino]-5-nitrobenzoate obtained in Reference Example 88.22 g (30 mmol), methyl iodide 2.0 mL (32 mmol), potassium carbonate 10.4 g (75 mmol) and acetone (250 mL) was stirred at room temperature for 16 hours. The mixture was filtered to remove the precipitates and the solvent was evaporated. To the residue was added water (150 mL) and the mixture was extracted twice with ethyl acetate (100 mL). After drying of the mixture on magnesium sulfate, the solvent was evaporated to give 8.55 g (29.7 mmol) of the title compound (yield: 99%).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customto remove the
  3. customprecipitates
  4. customthe solvent was evaporated
  5. additionTo the residue was added water (150 mL)
  6. extractionthe mixture was extracted twice with ethyl acetate (100 mL)
  7. customAfter drying of the mixture on magnesium sulfate
  8. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-a2860c02e8c9473eabd8e00f5bc52bf8
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07816387B2

Notizen zur Reaktion

Wird geladen…