Sodium Hydroxide → 4-Methoxy-1H-1lambda~6~,2-benzothiazole-1,1,3(2H)-trione

HRID 1995386Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1995386
N[C:2]1[C:6]2[C:7]([O:11][CH3:12])=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:14])(=[O:13])[N:3]=1.[OH-:15].[Na+]>>[CH3:12][O:11][C:7]1[C:6]2[C:2](=[O:15])[NH:3][S:4](=[O:14])(=[O:13])[C:5]=2[CH:10]=[CH:9][CH:8]=1

Komponenten

3

Edukt 2

HCID 14798Sodium HydroxideHCID 155671643-Amino-4-methoxy-1,2-benzoisothiazole-1,1-dioxide

Produkt 1

HCID 149840514-Methoxy-1H-1lambda~6~,2-benzothiazole-1,1,3(2H)-trione

Versuchsvorschrift

2.5 gm (11.8 mmols) of 3-amino-4-methoxy-1,2-benzoisothiazole-1,1-dioxide were reacted with sodium hydroxide analogous to Example 4. The reaction mixture was acidified, whereby 4-methoxy-1,2-benzoisothiazol-3(2H)-one-1,1-dioxide was obtained, which was subsequently heated at 200°-205° C. with 20 gm of pyridine hydrochloride. After cooling, the reaction mixture was extracted several times with boiling benzene, the residue was dissolved in water, and the aqueous solution was again extracted with boiling benzene. The combined benzene phases were dried and evaporated in vacuo. The residue was recrystallized from water, yielding 1.35 gm (57.5% of theory) of 4-hydroxy-1,2-benzoisothiazol-3(2H)-one-1,1-dioxide.

Quellen und Nachweise

ORD-Eintrag
ord-2faacf51cc7f4b04b8102f82606b8dc4
Quelldatensatz
uspto-grants-1983_09
Patentnummer
US04404230

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