Reference of 83922-54-7, A common heterocyclic compound, 83922-54-7, name is 4-(Methylsulfonamido)benzaldehyde, molecular formula is C8H9NO3S, 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 the compound prepared in Reference Example 2 (100 mg) in dimethyl formamide (3 mL) was added acetic acid (16 muL) (or triethylamine (40 muL)). To the reaction mixture was added N-(4-formylphenyl)methanesulfonamide (56 mg) and sodium triacetoxyborohydride (82 mg). The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated, the obtained residue was purified by column chromatography on silica gel (ethyl acetate : methanol = 20 : 1-10 : 1) and 4N hydrogen chloride / ethyl acetate solution was added thereto. The reaction mixture was concentrated to give the compound of the present invention (72 mg) having the following physical data. TLC: Rf 0.67 (dichloromethane:methanol=5:1); NMR(CD3OD): delta 7.53, 7.34, 4.32, 4.15, 3.99, 3.74, 3.54-3.42, 3.33-3.16, 3.01, 2.49-2.24, 2.14- 1.91, 1.80-1.60, 1.40-1.15, 1.00-0.87.
The synthetic route of 83922-54-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1541574; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics