Hydrochloric Acid → 3,4-Dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxylic Acid-1,1-dioxide

HRID 2119205Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2119205
[CH3:1][N:2]1[CH2:7][C:6](=[O:8])[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[S:3]1(=[O:14])=[O:13].[C:15](=O)([O-:17])[O-:16].C[Mg+2].Cl.C(OCC)C>CN(C)C=O>[CH3:1][N:2]1[CH:7]([C:15]([OH:17])=[O:16])[C:6](=[O:8])[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[S:3]1(=[O:13])=[O:14]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 76017542-methyl-2,3-dihydro-4H-1,2-benzothiazin-4-one 1,1-dioxideHCID 178526095HCID 178526095, Verbindung

Produkt 1

HCID 130512493,4-Dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxylic Acid-1,1-dioxideAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 6.34 g (0.03 mole) 3,4-dihydro-2-methyl-4-oxo-1,2-benzothiazine 1,1-dioxide, 19.5 g (0.15 mole) methylmagnesiumcarbonate in 150 ml N,N-dimethyl formamide were added. The mixture was stirred at 140°-150° C. for 2 hours. The resulting solution was poured quickly into a mixture of 200 ml conc-hydrochloric acid, 200 g ice chips and 500 ml diethyl ether. After stirring the mixture for 10 minutes, the diethylether layer was separated and the separated diethyl ether solution was evaporated in vacuo. The precipitated pale yellow crystals were filtered and recrystallized in dilute methanol solution to obtain 7.21 g of the title compound as white crystals. Yield: 94%

Aufarbeitung

  1. stirringAfter stirring the mixture for 10 minutes
  2. customthe diethylether layer was separated
  3. customthe separated diethyl ether solution was evaporated in vacuo
  4. filtrationThe precipitated pale yellow crystals were filtered
  5. customrecrystallized in dilute methanol solution

Quellen und Nachweise

ORD-Eintrag
ord-bebfab3267b043beb133eb149e204ab8
Quelldatensatz
uspto-grants-1987_07
Patentnummer
US04683306

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