Hydrochloric Acid → 5-Chloro-4-fluoro-2-nitrobenzene-1-sulfonyl chloride

Reaktionsgleichung

[O:1]=[S:2]([Cl:4])Cl.[Cl:5][C:6]1[C:7]([F:16])=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[C:10]([CH:12]=1)N.N([O-])=[O:18].[Na+].Cl>O.Cl[Cu]>[Cl:5][C:6]1[C:7]([F:16])=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[C:10]([S:2]([Cl:4])(=[O:1])=[O:18])[CH:12]=1

Komponenten

Edukt 4

HCID 313Hydrochloric Acid

HCID 24386Thionyl Chloride

HCID 5178355-Chloro-4-fluoro-2-nitroaniline

HCID 23668193Sodium Nitrite

Produkt 1

HCID 866697525-Chloro-4-fluoro-2-nitrobenzene-1-sulfonyl chlorideAusbeute 105,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

Versuchsvorschrift

In a similar fashion using route 3a general procedure 10, SOCl2 (2.8 ml, 28.8 mmol) in water (15 ml), CuCl (26 mg, 0.26 mmol), 5-chloro-4-fluoro-2-nitroaniline (1 g, 5.2 mmol), NaNO2 (522 mg, 7.5 mmol) and conc. HCl (10 ml) gave the title compound (1.5 g) which was used in the next step without further purification. The structure was confirmed by 1H NMR.

Quellen und Nachweise

ORD-Eintrag: ord-6683550bfa624031943e17fa5b3a0d0e
Quelldatensatz: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09102688B2

Notizen zur Reaktion

Wird geladen…