Process for preparing imidazoquinolinamines

A process for preparing a chemical compound comprising the steps of:

• (i) providing a (4-substituted) amino-2-chloro-3-nitroquinoline;
• and
• (ii) reacting the compound from step (i) with sodium azide to provide a (5-substituted)-4-nitrotetrazolo[1,5-a]quinolin-5-amine.

A process for preparing a chemical compound comprising the steps of:

• (i) providing a (1-substituted) (2-substituted) 4-chloro-1H-imidazo[4,5-c]quinoline;
• and
• (ii) reacting the compound from step (i) with hydrazine to provide a (1-substituted) (2-substituted) 4-hydrazino-1H-imidazo[4,5-c]quinoline.

A process for preparing a chemical compound comprising the steps of:

• (i) providing a (5-substituted) (6-substituted) 6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline;
• and
• (ii) reacting the compound from step (i) with triphenylphosphine to provide a (1-substituted) (2-substituted) N-triphenylphosphinyl-1H-imidazo[4,5-c]quinolin-4-amine.

The compound 4-nitrotetrazolo[1,5-a]quinolin-5-ol.

A compound of Formula III

• 10
• wherein R′ is selected from the group consisting of alkyl, haloalkyl and aryl.

A compound according to Formula IV

• 11
• wherein R1 is selected from the group consisting of alkyl of one to about six carbon atoms, hydroxy alkyl wherein the alkyl moiety contains one to about 6 carbon atoms, and arylalkyl wherein the alkyl moiety contains one to about three carbon atoms.

A compound of Formula V

• 12
• wherein R1 is selected from the group consisting of alkyl of one to about six carbon atoms, hydroxy alkyl wherein the alkyl moiety contains one to about 6 carbon atoms, and arylalkyl wherein the alkyl moiety contains one to about three carbon atoms.

A compound of Formula VI

• 13
• wherein R1 is selected from the group consisting of hydrogen, alkyl of one to about six carbon atoms, hydroxy alkyl wherein the alkyl moiety contains one to about 6 carbon atoms, and arylalkyl wherein the alkyl moiety contains one to about three carbon atoms;
• and R2 is selected from the group consisting of hydrogen, alkyl of one to about four carbon atoms, alkoxyalkyl wherein the alkoxy moiety contains one to about four carbon atoms and the alkyl moiety contains one to about four carbon atoms, hydroxyl alkyl wherein the alkyl moiety contains one to about four carbon atoms, haloalkyl wherein the alkyl moiety contains one to about four carbon atoms, and aryloxymethyl.

A compound of Formula VII

• 14
• wherein R1 is selected from the group consisting of hydrogen, alkyl of one to about six carbon atoms, hydroxy alkyl wherein the alkyl moiety contains one to about 6 carbon atoms, and arylalkyl wherein the alkyl moiety contains one to about three carbon atoms;
• and R2 is selected from the group consisting of hydrogen, alkyl of one to about four carbon atoms, alkoxyalkyl wherein the alkoxy moiety contains one to about four carbon atoms and the alkyl moiety contains one to about four carbon atoms, hydroxyl alkyl wherein the alkyl moiety contains one to about four carbon atoms, haloalkyl wherein the alkyl moiety contains one to about four carbon atoms, and aryloxymethyl.

A compound of Formula XI

• 15
• wherein R1 is selected from the group consisting of hydrogen, alkyl of one to about six carbon atoms, hydroxy alkyl wherein the alkyl moiety contains one to about 6 carbon atoms, and arylalkyl wherein the alkyl moiety contains one to about three carbon atoms;
• and R2 is selected from the group consisting of hydrogen, alkyl of one to about four carbon atoms, alkoxyalkyl wherein the alkoxy moiety contains one to about four carbon atoms and the alkyl moiety contains one to about four carbon atoms, hydroxyl alkyl wherein the alkyl moiety contains one to about four carbon atoms, haloalkyl wherein the alkyl moiety contains one to about four carbon atoms, and aryloxymethyl.