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US 3,937,704 AGranted
3-(Methylsulfinyl)cinnolinones and their derivatives
AssigneeWarner-Lambert Company
InventorsMaximilian von Strandtmann, John Shavel, Jr., Sylvester Klutchko, Marvin Cohen
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Abstract
3-substituted cinnolinones having the following structural formula are disclosed: ##SPC1## Wherein R.sub.1 is hydrogen, lower alkyl, aralkyl or acyl and R.sub.2 and R.sub.3 are hydrogen, halogen, lower alkoxy or lower alkyl, and X is ##EQU1## CH.sub.3 COOCH.sub.2 S-, or ##SPC2## These compounds are useful as immunosuppressants.
Claims1
A process for the production of a compound of formula I:
- ##SPC31##
- wherein R.sub.1 is methyl, and R.sub.2 and R.sub.3 are hydrogen, chlorine, methyl and methoxy, comprising the steps of:
- a. treating compounds of formula II:
- ##SPC32##
- with sodium nitrite and hydrochloric acid to give a compound of formula III:
- ##SPC33##
- wherein R.sub.2 and R.sub.3 are as hereinbefore defined;
- b. treating compounds of formula III wherein R.sub.2 and R.sub.3 are as hereinbefore defined with a dialkylsulfate having 1 to 6 carbon atoms in the alkyl residue and an alkali metal hydroxide;
- and
- c. recovering the products of formula I wherein R.sub.1, R.sub.2 and R.sub.3 are as hereinbefore defined.
7 more elements
Dependencies are inferred from the claim text.