Synthesis
General procedure for the synthesis of o-aminobenzenesulfonamide from 2-nitrobenzenesulfonamide: 2-nitrobenzenesulfonamide (80.0 g, 0.58 mol) was dissolved in methanol in the presence of a Pd/C catalyst (10.0 g, 13% w/w) to prepare a solution with a mass concentration of 10%. The hydrogenation reaction was carried out at 50 psi hydrogen pressure and 60°C and the reaction was continued overnight. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to give 60 g of off-white solid o-aminobenzenesulfonamide in 95% yield.
Solubility in organics
2-Aminobenzenesulfonamide is freely soluble in water, glacial acetic acid, ethyl alcohol, acetone, and methanol; insoluble in benzene.
References
[1] Patent: CN104761514, 2016, B. Location in patent: Paragraph 0028-0030
[2] Tetrahedron Letters, 2001, vol. 42, # 33, p. 5601 - 5603
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 7, p. 2455 - 2478
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 17, p. 5647 - 5647
[5] Bihang till Svenska Vet.-Akad. Handlingar, vol. 27, p. II, No. 1, S. 4
