Water → methyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate

HRID 234896Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 234896
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:12].C(=O)([O-])[O-].[K+].[K+].Cl[CH:20]([CH3:24])[C:21](Cl)=[O:22].O>CN(C)C=O.C(OCC)(=O)C>[CH3:11][O:10][C:8]([C:6]1[CH:5]=[CH:4][C:3]2[O:12][CH:20]([CH3:24])[C:21](=[O:22])[NH:1][C:2]=2[CH:7]=1)=[O:9]

Komponenten

7

Edukt 4

HCID 962WaterHCID 10815Methyl 3-amino-4-hydroxybenzoateHCID 11430Potassium CarbonateHCID 1110192-Chloropropionyl chloride

Produkt 1

HCID 10656590methyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylateAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 2-amino-4-methoxycarbonylphenol [Acta Chimica Academiae Scientiarum Hungaricae, 99(1), 49-50 (1979)] (5.0 g) in dimethylformamide (30 ml) were added potassium carbonate (8.3 g) and 2-chloropropionyl chloride (4.0 g) and the mixture was stirred at 50° C. for 2 hours. Water was added to the reaction solution and extraction with ethyl acetate was conducted. The extraction was concentrated and hexane was added thereto to give precipitates, which were taken by filtration and dried to give 6-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (4.7 g).

Aufarbeitung

  1. extractionThe extraction
  2. concentrationwas concentrated
  3. additionhexane was added
  4. customto give
  5. customprecipitates
  6. filtrationwhich were taken by filtration
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-834a2a3c29424ed6bb03e48c07199506
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05597820

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