Water → Methyl 4-amino-2-nitrobenzoate

HRID 1881550Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1881550
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[C:14](=O)([O-])[O-].[Na+].[Na+].O.C(OCC)(=O)C>CN(C)C=O.CI>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:14])=[O:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 2357134-Amino-2-nitrobenzoic Acid

Produkt 1

HCID 14730691Methyl 4-amino-2-nitrobenzoateAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6328Methyl iodideLösungsmittel

Versuchsvorschrift

To a suspension of 4-amino-2-nitrobenzoic acid (200 mg, 1.10 mmol) synthesized in accordance with the synthesis method described in WO96/35666 and sodium carbonate (349 mg, 3.29 mmol) in dimethylformamide (5.5 mL), methyl iodide (0.21 ml) was added, and the mixture was stirred overnight at room temperature. Water was added to the reaction solution, and extraction was carried out with ethyl acetate, and the combined organic layer was washed with a saturated ammonium chloride aqueous solution and a saturated sodium chloride aqueous solution, followed by drying over anhydrous sodium sulfate. By concentrating the obtained organic layer, 216 mg of the desired product was obtained as a yellow solid (yield 100%).

Aufarbeitung

  1. customsynthesized in accordance with the synthesis method
  2. additionwas added
  3. washthe combined organic layer was washed with a saturated ammonium chloride aqueous solution
  4. dry with materialby drying over anhydrous sodium sulfate
  5. concentrationBy concentrating the obtained organic layer

Quellen und Nachweise

ORD-Eintrag
ord-d49ca5aa0ae5478c8d2be27f964db31a
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318796B2

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