Reference of 121-30-2, A common heterocyclic compound, 121-30-2, name is 4-Amino-6-chlorobenzene-1,3-disulfonamide, molecular formula is C6H8ClN3O4S2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of 2,4-disulfamyl-5-chloroaniline (15c, 3 g, 10 mmol) in acetonitrile (120 mL) at 40 C was slowly added concd sulfuric acid (13.5 mL). After 30 min, to the solution was added sodium nitrite (1.32 g, 19.1 mmol) portionwise. The solution was stirred at 0 C for 1 h, to which was then added a solution of CuBr2 (2.46 g, 11 mmol) in water (2 mL) in portions. After 1.5 h, the reaction mixture was warmed to room temperature and then heated to 80 C to evolve nitrogen gas. When no further gas was generated, the solution was concentrated. Purification by flash column chromatography on a silica gel column with hexane/EtOAc (1:1) provided a pale yellowish solid 16c in 62% yield. Mp 291-292 C (lit:refPreviewPlaceHolder25 290 C). 1H NMR (400 MHz, acetone-d6) delta 8.67 (s, 1H; ArH), 8.36 (s, 1H; ArH), 7.03 (br, 4 H; SO2NH2). 13C NMR (100 MHz, acetone-d6) delta 145.0, 144.1, 140.7, 134.0, 128.8, 96.7.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Tan, Chen-Ming; Chen, Grace Shiahuy; Chen, Chien-Shu; Chang, Pei-Teh; Chern, Ji-Wang; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6316 – 6328;,
Amide – Wikipedia,
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