Sulfuric Acid → Methyl 2-amino-4-chloro-5-nitrobenzoate

HRID 1275594

Reaktionsgleichung

Reaktionsgleichung von HRID 1275594
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([Cl:13])=[CH:6][C:5]=1[NH:14]C(=O)C.S(=O)(=O)(O)O>>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([Cl:13])=[CH:6][C:5]=1[NH2:14]

Komponenten

3

Edukt 2

HCID 1118Sulfuric AcidHCID 544712152-Acetylamino-4-chloro-5-nitrobenzoic acid methyl ester

Produkt 1

HCID 15895692Methyl 2-amino-4-chloro-5-nitrobenzoateAusbeute 95 %

Versuchsvorschrift

To a solution of 2-acetylamino-4-chloro-5-nitrobenzoic acid methyl ester (1.02 g in 15 mL methanol) was added 1 mL of conc. sulfuric acid and the mixture heated to reflux on an oil bath. After 1 hour, the mixture was concentrated in vacuo and the resulting solid dissolved in 200 mL ethyl acetate. This was then washed with 10% sodium bicarbonate (2×100 mL) and brine (100 mL) and the organics dried over magnesium sulfate. The concentrate was recrystallized from methanol to give the title compound (0.82 g).

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureto reflux on an oil bath
  3. concentrationthe mixture was concentrated in vacuo
  4. dissolutionthe resulting solid dissolved in 200 mL ethyl acetate
  5. washThis was then washed with 10% sodium bicarbonate (2×100 mL) and brine (100 mL)
  6. dry with materialthe organics dried over magnesium sulfate
  7. customThe concentrate was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-2de1b14513ac4280ba3d8e149f31e747
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06162813

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