2,4-Dinitrobenzoic acid → 2,4-Dinitrobenzamide

HRID 235060

Reaktionsgleichung

Reaktionsgleichung von HRID 235060
[N+:1]([C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:5]=1[C:6](O)=[O:7])([O-:3])=[O:2].C(Cl)(=O)C(Cl)=O.[NH4+:22].[OH-]>>[N+:1]([C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:5]=1[C:6]([NH2:22])=[O:7])([O-:3])=[O:2]

Komponenten

4

Edukt 3

HCID 118802,4-Dinitrobenzoic acidHCID 14923Ammonium HydroxideHCID 65578Oxalyl chloride

Produkt 1

HCID 37335182,4-DinitrobenzamideAusbeute 89 %

Versuchsvorschrift

2,4-Dinitrobenzoic acid (8.17 g, 38.5 mmol) was treated with oxalyl chloride (3.90 mL, 44.7 mmol). The resulting acid chloride was treated with saturated NH4OH solution (200 mL) to yield the title compound (7.25 g, 89%). m.p. 202°-204° C. 1H NMR (300 MHz, DMSO) δ8.75 (d, 1H), 8.58 (dd, 1H), 8.48 (br s, 1H), 7.99 (br s, 1H), 7.91 (d, 1H), 5.50-6.20 (br s, 2H). MS (DCI/NH3) m/e 229 (M+NH4)+.

Quellen und Nachweise

ORD-Eintrag
ord-31a6f5a7f71c4d809ae281e01e1ca844
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05597823

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