Methanol → methyl 4-Amino-3-methylsulfonylbenzoate

HRID 486603Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 486603
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[S:11]([CH3:14])(=[O:13])=[O:12].S(Cl)(Cl)=O.[CH3:19]O>>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:19])=[O:7])=[CH:4][C:3]=1[S:11]([CH3:14])(=[O:13])=[O:12]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 190960744-Amino-3-methanesulfonylbenzoic acid

Produkt 1

HCID 22041468methyl 4-Amino-3-methylsulfonylbenzoate

Versuchsvorschrift

Precursors of Example 28 starting from 4-chloro-3-methylsulfonylbenzoic acid via 4-N-hydrazino-3-methylsulfonylbenzoic acid (m.p. 243°-245° C.) and its hydrogenolytic N--N cleavage with Raney nickel catalyst in methanol/aq. NH3 under normal pressure at room temperature to give 4-amino-3-methylsulfonylbenzoic acid (m.p. 258°-262° C.) and subsequent reaction with thionyl chloride and methanol to give methyl 4-amino-3-methylsulfonylbenzoate (m.p. 146° C.).

Quellen und Nachweise

ORD-Eintrag
ord-f4a82e46647a4986aedf33c0bff4bc22
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05292755

Notizen zur Reaktion

Wird geladen…