Sulfuric Acid → 6-Chloro-3-nitropicolinamide

Reaktionsgleichung

[Cl:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[C:5]([N+:10]([O-:12])=[O:11])=[CH:4][CH:3]=1.[OH:13]S(O)(=O)=O>>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([NH2:9])=[O:13])[C:5]([N+:10]([O-:12])=[O:11])=[CH:4][CH:3]=1

Komponenten

Edukt 2

HCID 1118Sulfuric Acid

HCID 133817056-Chloro-3-nitropyridine-2-carbonitrile

Produkt 1

HCID 105360876-Chloro-3-nitropicolinamideAusbeute 73 %

Versuchsvorschrift

A solution of 6-chloro-3-nitropicolinonitrile (1.00 g, 5.45 mmol) in 90% H2SO4 (15 mL) is warmed at 70° C. for 3.5 h, and then poured into ice-water. The mixture is extracted four times with EtOAc and the combined extracts worked up to give 6-chloro-3-nitropicolinamide (0.80 g, 73%). 1H NMR (DMSO) δ 8.55 (1H, d, J=8.5 Hz), 8.31, 8.04 (1H, 1H, 2 brs), 7.93 (1H, d, J=8.5 Hz).

Aufarbeitung

extractionThe mixture is extracted four times with EtOAc

Quellen und Nachweise

ORD-Eintrag: ord-45fee95ef8cf41609db0d7e6dfa7edd0
Quelldatensatz: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06713484B2

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