Method of preparing salicylamides

Details Method of preparing salicylamides Method of preparing salicylamides

2007-08-28

2007-08-28

Kumar, Shailendra (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

C564S170000, C560S103000

Reexamination Certificate

active

10297156

ABSTRACT:
The present invention provides a fast, high yield method for preparing salicylamide intermediates. The method comprises reacting a C4or 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 salicylamide. The C4or higher alkyl ester of salicylic acid or a derivative thereof is preferably prepared by reacting salicylic acid or a derivative thereof with a C4or 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 C3or lower alkyl ester is used in lieu of the C4or 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.

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