Uses
Sulfanitran is a sulfanomide derivative used as an anticoccidial drug. Sulfanitran is added to the drinking water of chickens as an aid in the treatment of coccidiosis caused by E. tenella, E. necatrix, and E. acervulina.
Synthesis
GENERAL METHOD: To a solution of 4-nitroaniline (1 eq.) in pyridine (1.6 mL/mmol) was slowly added p-acetamidobenzenesulfonyl chloride (1.1 eq.) and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction was quenched with water and extracted three times with ethyl acetate (EtOAc). The organic layers were combined and washed sequentially with 0.5 N HCl three times, water three times and saturated saline once. The organic phase was dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give N-(4-(N-(4-nitrophenyl)aminosulfonyl)phenyl)acetamide as a solid product.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 18, p. 4426 - 4430
[2] Patent: US2282769, 1939,
[3] Journal of the American Chemical Society, 1939, vol. 61, p. 613,616
[4] DRP/DRBP Org.Chem.,
[5] Canadian Journal of Research, Section B: Chemical Sciences, 1942, vol. 20, p. 5,7, 9