Question

21-72 Phenyl 4-aminosalicylate is a drug used in the treatment of tuberculosis. Propose a synthesis of this compound starting from 4-nitrosalicylic acid.

Short answer

The following is the synthesis of 4-aminosalicylate from 4-nitrosalicylic acid,

Step-by-step solution

 Step 1: Introduction to the Concept

Chemical synthesis is the method of reworking a reactant or beginning material into a product or many products through appearing one or greater chemical reactions.

Step 2: Solution Explanation

When4-nitrosalicylic acid is treated with thionyl chloride eliminates , it produces 4-nitrosalicyl chloride, which is then transformed into aephenolicster when exposed to phenol. Thenitro group of the ester is converted to an amino groupwhen it is treated with , resulting in 4-aminosalicylate.

The following is a formula for making 4-aminosalicylate from 4-nitrosalicylic acid.