Methanol → 2-Amino-6-nitro-benzoic acid

HRID 76848

Reaktionsgleichung

Reaktionsgleichung von HRID 76848
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[C:5]=1[C:6]([OH:8])=[O:7])([O-:3])=[O:2].[SH-].[Na+].CO>O>[NH2:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]=1[C:6]([OH:8])=[O:7]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 28015Sodium hydrosulfideHCID 119206Benzoic acid, 2,6-dinitro-

Produkt 1

HCID 957952-Amino-6-nitro-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In one non-limiting reaction scheme, dinitrobenzoic acid may be reacted with about one to about five equivalents of an alkali hydrosulfide in a methanol:water mixture at reflux temperature for about 20 to about 40 minutes to produce an aminonitrobenzoic acid. As is described in the Example below, 2,6-dinitrobenzoic acid may be allowed to react with about three equivalents of sodium hydrosulfide in a methanol:water mixture at reflux temperature for about 30 minutes to produce 2-amino-6-nitrobenzoic acid. In some non-limiting embodiments, three equivalents of sodium hydrosulfide may be reacted with one equivalent of the sodium salt of 2,6-dinitrobenzoic acid in refluxing methanol/water followed by acidification.

Quellen und Nachweise

ORD-Eintrag
ord-69bad618805b4b82beaba1d05b555cee
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835677B2

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