The present invention relates to a process for the preparation of 1-[4-nitro-2-(trifluoromethyl)-phenyl]-alkanones and substituted phenoxyphenyl ketones.

The present invention relates to a process for the preparation of 1-[4-nitro-2-(trifluoromethyl)-phenyl]-alkanones and substituted phenoxyphenyl ketones.

A process for preparing a nitrated compound, including the step of reacting a compound (A) including at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein the heteroaromatic ring includes at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I) ##STR00001##
wherein Y is selected from the group consisting of hydrogen and nitro.

A process for preparing a nitrated compound, including the step of reacting a compound (A) including at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein the heteroaromatic ring includes at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I) ##STR00001##
wherein Y is selected from the group consisting of hydrogen and nitro.

Disclosed are 1,3-Dioxoindene derivatives, pharmaceutically acceptable salts thereof or enantiomers, a preparation method thereof, and a pharmaceutical composition for the prevention or treatment of viral diseases, comprising the same as an active ingredient. The 1,3-Dioxoindene derivatives have excellent inhibitory activity against picornaviruses including coxsackie-, entero-, echo-, Polio-, and rhinoviruses, as well as exhibiting low cytotoxicity, so that they can be useful as an active ingredient of a pharmaceutical composition for the prevention or treatment of viral diseases including poliomyelitis, paralysis, acute hemorrhagic conjunctivitis, viral meningitis, hand-foot-and-mouth disease, vesicular disease, hepatitis A, myositis, myocarditis, pancreatitis, diabetes, epidemic myalgia, encephalitis, cold, herpangina, foot-and-mouth disease, asthma, chronic obstructive pulmonary disease, pneumonia, sinusitis or otitis media.

Disclosed are 1,3-Dioxoindene derivatives, pharmaceutically acceptable salts thereof or enantiomers, a preparation method thereof, and a pharmaceutical composition for the prevention or treatment of viral diseases, comprising the same as an active ingredient. The 1,3-Dioxoindene derivatives have excellent inhibitory activity against picornaviruses including coxsackie-, entero-, echo-, Polio-, and rhinoviruses, as well as exhibiting low cytotoxicity, so that they can be useful as an active ingredient of a pharmaceutical composition for the prevention or treatment of viral diseases including poliomyelitis, paralysis, acute hemorrhagic conjunctivitis, viral meningitis, hand-foot-and-mouth disease, vesicular disease, hepatitis A, myositis, myocarditis, pancreatitis, diabetes, epidemic myalgia, encephalitis, cold, herpangina, foot-and-mouth disease, asthma, chronic obstructive pulmonary disease, pneumonia, sinusitis or otitis media.

A process for the preparation of a compound of formula (I) wherein R.sub.1 is hydrogen, fluoro or chloro; which process comprises: a) reacting a compound of formula (II) wherein R.sub.1 is hydrogen, fluoro or chloro; with a nitration agent to the compound of formula (III) wherein R.sub.1 is hydrogen, fluoro or chloro; b) reacting the compound of formula (III) with trichloroisocyanuric acid in the presence of sulfuric acid or fuming sulfuric acid to the compound of formula (IV) wherein R1 is hydrogen, fluoro or chloro; and c) reacting the compound of formula (III) with chlorine gas at a temperature from 180° C. to 250° C. to the compound of formula (I).

##STR00001##

A process for the preparation of a compound of formula (I) wherein R.sub.1 is hydrogen, fluoro or chloro; which process comprises: a) reacting a compound of formula (II) wherein R.sub.1 is hydrogen, fluoro or chloro; with a nitration agent to the compound of formula (III) wherein R.sub.1 is hydrogen, fluoro or chloro; b) reacting the compound of formula (III) with trichloroisocyanuric acid in the presence of sulfuric acid or fuming sulfuric acid to the compound of formula (IV) wherein R1 is hydrogen, fluoro or chloro; and c) reacting the compound of formula (III) with chlorine gas at a temperature from 180° C. to 250° C. to the compound of formula (I).

##STR00001##

A process for the preparation of a compound of formula (I) wherein R.sub.1 is hydrogen, fluoro or chloro; which process comprises: a) reacting a compound of formula (II) wherein R.sub.1 is hydrogen, fluoro or chloro; with a nitration agent to the compound of formula (III) wherein R.sub.1 is hydrogen, fluoro or chloro; b) reacting the compound of formula (III) with trichloroisocyanuric acid in the presence of sulfuric acid or fuming sulfuric acid to the compound of formula (IV) wherein R1 is hydrogen, fluoro or chloro; and c) reacting the compound of formula (III) with chlorine gas at a temperature from 180° C. to 250° C. to the compound of formula (I).

##STR00001##

The invention relates to a process for the preparation of a compound of formula I (I), wherein R.sub.1 is hydrogen, fluoro or chloro; which process comprises a) reacting a compound of formula II (II), wherein R.sub.1 is hydrogen, fluoro or chloro; with a nitration agent to the compound of formula (III), wherein R.sub.1 is hydrogen, fluoro or chloro; and b) reacting the compound of formula III with chlorine gas at temperature from 180° C. to 250° C. to the compound of formula I.

##STR00001##