| Company Name: |
Alfa Aesar |
| Tel: |
400-6106006 |
| Email: |
saleschina@alfa-asia.com |
3-Aminobenzenesulfonamide manufacturers
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| | 3-Aminobenzenesulfonamide Basic information |
| | 3-Aminobenzenesulfonamide Chemical Properties |
| Melting point | 139 °C | | Boiling point | 420.7±47.0 °C(Predicted) | | density | 1.303 (estimate) | | refractive index | 1.6490 (estimate) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | solid | | pka | 10.34±0.60(Predicted) | | color | White to Light red to Green | | Odor | Odorless | | Water Solubility | 11.96g/L(24 ºC) | | InChI | InChI=1S/C6H8N2O2S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10) | | InChIKey | JPVKCHIPRSQDKL-UHFFFAOYSA-N | | SMILES | C1(S(N)(=O)=O)=CC=CC(N)=C1 | | CAS DataBase Reference | 98-18-0(CAS DataBase Reference) | | NIST Chemistry Reference | m-Aminobenzenesulfonamide(98-18-0) | | EPA Substance Registry System | Benzenesulfonamide, 3-amino- (98-18-0) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 24/25 | | WGK Germany | 3 | | RTECS | OY2200000 | | Hazard Note | Harmful/Irritant | | TSCA | TSCA listed | | HS Code | 29350090 | | Storage Class | 13 - Non Combustible Solids |
| Provider | Language |
|
ALFA
| English |
| | 3-Aminobenzenesulfonamide Usage And Synthesis |
| Chemical Properties | Deep yellow powder | | Uses | 3-Aminobenzenesulfonamide serves as a precursor for synthesizing 1-substituted-3-(3-aminosulfonylphenyl)thioureas by reacting with freshly prepared aroyl or heteroaryl isothiocyanates in dry acetonitrile[1]. It is also used to prepare pyridinium derivatives through reaction with pyrylium salts and acetic anhydride[2]. In membrane fabrication, 3-aminobenzenesulfonamide acts as a monoamine monomer introduced into interfacial polymerization, where it competes with polyethyleneimine for trimesoyl chloride reaction sites to produce positively charged nanofiltration membranes[3]. | | Synthesis | (a) 3-Nitrobenzenesulfonamide (1.0 g, 5 mmol) was suspended in 10 mL of methanol, followed by addition of tetrahydrofuran (THF) until the solid was completely dissolved. Ammonium acetate (1.45 g, 23 mmol) and 10% palladium/carbon catalyst (205 mg) were added sequentially at 0 °C. The reaction temperature was maintained at 0-5 °C until the gas release stopped completely. The reaction system was then warmed to room temperature and stirred continuously for 2 hours. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the solid residue was washed well with THF. Concentration of the filtrate gave 3-aminobenzenesulfonamide as a white solid (810 mg, 93% yield), which could be used in subsequent reactions without further purification. MS (+ESI): 173.0 (M+H+). | | Synthesis Reference(s) | [1] Patent: WO2009/39553, 2009, A1. Location in patent: Page/Page column 58-59
[2] Patent: WO2008/129080, 2008, A1. Location in patent: Page/Page column 156; 174
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 1, p. 28 - 33
[4] Patent: CN106543077, 2017, A. Location in patent: Paragraph 0069-0071
[5] Farmaco, Edizione Scientifica, 1959, vol. 14, p. 751,761 | | References | [1] Zaib, S., Saeed, A., Stolte, K., Flörke, U., Shahid, M., & Iqbal, J. (2014). New aminobenzenesulfonamide–thiourea conjugates: Synthesis and carbonic anhydrase inhibition and docking studies. European Journal of Medicinal Chemistry, 78, 140–150. https://doi.org/10.1016/j.ejmech.2014.03.023
[2] Akocak, S., Güzel-Akdemir, Ö., Sanku, R. K. K., Russom, S. S., Iorga, B. I., Supuran, C. T., & Ilies, M. A. (2020). Pyridinium derivatives of 3-aminobenzenesulfonamide are nanomolar-potent inhibitors of tumor-expressed carbonic anhydrase isozymes CA IX and CA XII. Bioorganic Chemistry, 103, 104204. https://doi.org/10.1016/j.bioorg.2020.104204
[3] Yang, Y., Gao, T., Ma, W., Yang, H., Bi, Q., Zhong, J., & Matsuyama, H. (2025). A New Strategy for Tunable Pore Size Polyamide Nanofiltration Membranes during the Interfacial Polymerization by the Dynamic Hydrophilic Site Resistance Balance of 3-Aminobenzenesulfonamide in the Aqueous Phase. ACS ES&T Water, 5(9), 5739–5748. https://doi.org/10.1021/acsestwater.5c00737 |
| | 3-Aminobenzenesulfonamide Preparation Products And Raw materials |
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