1-(3-Chlorophenyl)ethanone → 1-(5-Chloro-2-nitrophenyl)ethanone

HRID 38636

Reaktionsgleichung

Reaktionsgleichung von HRID 38636
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[CH:5]=1)=[O:3].[N+:11]([O-])([OH:13])=[O:12].OS(O)(=O)=O>>[CH3:1][C:2]([C:4]1[CH:5]=[C:6]([Cl:10])[CH:7]=[CH:8][C:9]=1[N+:11]([O-:13])=[O:12])=[O:3]

Komponenten

3

Edukt 2

HCID 149331-(3-Chlorophenyl)ethanoneHCID 71777668Sulfuric acid, mixt. with nitric acid

Produkt 1

HCID 2555821-(5-Chloro-2-nitrophenyl)ethanone

Versuchsvorschrift

The intermediates, 5-alkylamino-2-aminoacetophenones (60-62) were prepared according to the methods reported before. As shown in Scheme 6, the starting 3-chloroacetophenone (54) was first nitrated with HNO3/H2SO4 to form the 5-chloro-2-nitroacetophenone (55) and 5-chloro-4-nitroacetophenone (56). Compound 55 was reacted separately with various alkylamines to yield the corresponding 5-alkylamino-2-nitroacetophenones (57-59). Catalytic hydrogenation of compounds 57-59 yielded the corresponding 5-alkylamino-2-aminoacetophenones (60-62). L. Ll, K. K. Wang, S. C. Kuo, T. S. Wu, D. Lednicer, C. M. Lin, E. Hamel and K. H. Lee, J. Med. Chem., 37, 1126-35. (1994), which is herein incorporated by reference in its entirety.

Aufarbeitung

  1. customThe intermediates, 5-alkylamino-2-aminoacetophenones (60-62) were prepared

Quellen und Nachweise

ORD-Eintrag
ord-527955b53a8541d58d978baa492d3dfb
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524740B2

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