These common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, 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. HPLC of Formula: C8H9ClO4S
A solution of 2,4-dimethoxybenzene-1-sulfonyl chloride (0.67 g, 2.8 mmol) and methyl 3-aminobenzo[d]isoxazole-6-carboxylate A9 (0.55 g, 2.8 mmol) in pyridine (4 ml.) was irradiated in the microwave at 130 C for 3 hours. The reaction was cooled to room temperature then diluted with DCM (40 ml_). The organics were washed with 1 M HCI (40 ml.) and the aqueous layer back-extracted with DCM (2 x 40 ml_). The combined organic layers were dried in vacuo and the residue purified twice by column chromatography (24 g S1O2 cartridge, 0-35% EtOAc in petroleum benzine 40- 60 C) [200] to give two batches of the title compound (0.369 g, impure and 0.0310 g, 2.8% yield, >95% purity) as white solids. 1H NMR (400 MHz, methanol-c/4) d 8.13 – 8.06 (m, 2H), 7.97 (dd, J = 1.25, 8.47 Hz, 1H), 7.86 – 7.80 (m, 1H), 6.58 (dq, J = 2.29, 4.60 Hz, 2H), 3.95 (s, 3H), 3.83 (s, 3H), 3.79 (s, 3H). LCMS: rt 3.26 min, m/z 392.8 [M+H]+, 415.8 [M+Na]+.
The synthetic route of 2,4-Dimethoxybenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
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