Back to results
US 4,540,786 AGranted
Preparation of 2-chloro-3-cyano-quinolines
AssigneeThe Dow Chemical Company
InventorTerry L. Wright
Life of this patent
Estimating the term…
Abstract
A process is described for introducing nitrile groups to compounds susceptible to Vilsmeier formylation via two sequential reactions in a single reaction medium. In the first reaction, the susceptible compound is reacted with a Vilsmeier reagent in the presence of phosphorus oxychloride. In the second reaction, a hydroxylamine salt is introduced to the medium in the presence of at least an equivalent amount of phosphorus oxychloride.
Claims8
A method of introducing a nitrile group to a compound susceptible to Vilsmeier formylation corresponding to the formula
- wherein R' is --H, C.sub.1 -C.sub.4 alkoxy, --Cl, --Br or C.sub.1 -C.sub.4 alkyl and R" is --H, C.sub.1 -C.sub.4 alkoxy, --Cl, --Br, C.sub.1 -C.sub.4 alkyl or --SCH.sub.3, comprising the steps of:
- (a) reacting the compound susceptible to Vilsmeier formylation in a liquid medium with a Vilsmeier reagent in the presence of excess phosphorus oxychloride;
- (b) to the same reaction medium in the presence of phosphorus oxychloride introduce hydroxylamine or a protic acid salt thereof so as to introduce nitrile groups to a major portion of the compounds that reacted with the Vilsmeier reagent, so as to prepare a compound of the formula ##STR12##
Dependencies are inferred from the claim text.