Citation: Zheng Bao Zhao, Hui Xia Zheng, Yuan Gui Wei, Jiang Liu. Synthesis of azo derivatives of 4-aminosalicylic acid[J]. Chinese Chemical Letters, ;2007, 18(6): 639-642. doi: 10.1016/j.cclet.2007.04.031 shu

Synthesis of azo derivatives of 4-aminosalicylic acid

a College of Pharmacy, Shanxi Medical University, Taiyuan 030001, China;
b First Clinical College, Shanxi Medical University, Taiyuan 030001, China

Received Date: 26 February 2007

For searching a better 4-aminosalicylic acid derivative with higher activity and less side effects against the inflammatory bowel disease, 4-aminosalicylic acid (4-ASA) was protected by benzyloxycarbonyl and acetyl, respectively.The resultant was hydrogenized to remove protective group of amino group, then the product was reacted with NaNO₂ to give diazonium salt, which was conjugated with salicylic acid, hydroxybenzene, N-salicyloyl glycine acid to get azo derivatives of 4-ASA.The azo derivatives were hydrolyzed under the alkaline condition to get the target products.All compounds were characterized by FT-IR, ¹H NMR, ¹³C NMR spectra in details.New derivatives of 4-ASA were characterized.The synthetic route was reasonable and feasible.
- 4-Aminosalicylic acid,
- Azo derivatives of 4-aminosalicylic acid,
- Inflammatory bowel disease
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