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US 2003/0216593 A1Published application
Method of preparing salicylamides
AssigneeEmisphere Technologies, Inc.
InventorsWilliam E. Bay, JoAnne P. Corvino
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AssigneeEmisphere Technologies, Inc.
InventorsWilliam E. Bay, JoAnne P. Corvino
Estimating the term…
The present invention provides a fast, high yield method for preparing salicylamide intermediates. The method comprises reacting a C4 or higher alkyl ester of salicylic acid or derivative thereof with at least one amine selected from the group consisting of monoalkylamines, dialkylamines, ammonia, and any combination of any of the foregoing in alcohol to yield the sali-cylamide. The C4 or higher alkyl ester of salicylic acid or a derivative thereof is preferably prepared by reacting salicylic acid or a derivative thereof with a C4 or higher alcohol in presence of at least one of sulfuric acid, a sulfonic acid, and a mineral acid. This process for preparing salicylamide intermediates from salicylic acid or derivative thereof generally has a cycle time of about 2 days, and yields about 95% of a 99% pure material. In comparison, when a C3 or lower alkyl ester is used in lieu of the C4 or higher alkyl ester, the process generally has a cycle time of 7-9 days and yields about 60% of a 95% pure material. Methods of preparing an alkylated salicylamide are also provided.
A method for preparing a salicylamide comprising the step of reacting a C4 or higher alkyl ester of salicylic acid or a derivative thereof with at least one amine selected from the group consisting of monoalkylamines, dialkylamines, ammonia, and any combination of any of the foregoing in alcohol to yield the salicylamide.
A method for preparing a C4 or higher alkyl ester of salicylic acid or a derivative thereof, the method comprising the step of reacting salicylic acid or a derivative thereof with a C4 or higher alcohol in the presence of at least one of sulfuric acid, a sulfonic acid, and a mineral acid to form the C4 or higher alkyl ester of salicylic acid or a derivative thereof.
A method for preparing an alkylated salicylamide comprising the steps of:
A method for preparing an alkylated salicylamide comprising the steps of:
Dependencies are inferred from the claim text.