With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.,5381-20-4
Synthesis of 6-bromobenzothiophene-3-carbaldehyde 915Benzothiophene-3-carbaldehyde (81 1 mg, 5 mmol, 1 equiv) 3a was dissolved in acetonitrile (15 ml.) and to this solution was slowly added bromine (1 ,29 ml_, 25 mmol, 5 equiv). The resulting reaction mixture was stirred at room temperature for 18 hour after which it was partitioned between an aqueous sodium bicarbonate solution (50 ml.) and EtOAc (50 ml_). To this biphasic solution was added dropwise, under vigorous stirring, a saturated aqueous sodium thiosulfate solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted with EtOAc (25 ml_). The organic fractions were combined, dried (MgS04), filtered and concentrated under vacuum. Purification through column chromatography (Rf0.14, EtOAc/PE: 1/13) yielded 6-bromobenzothiophene-3- carbaldehyde 9 (482 mg, 2 mmol, 40%) as a white powder. 9: 6-bromobenzothiophene-3-carbaldehyde 40% as white powder; Rf0.14 (EtOAc/PE: 1/13); m.p 1 1 1 C;1H-NMR (400 MHz, CDCI3): delta = 7.63 (dd, J = 8.7, 1.7 Hz, 1 H); 8.04 (d, J = 1.7 Hz, 1 H); 8.30 (s, 1 H); 8.56 (d, J = 8.7 Hz, 1 H); 10.12 (s, 1 H);13C-NMR (100.6 MHz, CDCIs): delta = 120.2, 125.0, 125.9, 129.6, 134.0, 136.1 , 141.8, 143.2 and 185.1 ; IR (cm”1): v = 1662 (C=0); Elemental Analysis Calcd (%) for C9H5BrOS: C 44.84 H 2.09; Found: C 45.17 H 1.71 .
The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; UNIVERSITEIT GENT; DE VREESE, Rob; D’HOOGHE, Matthias; (52 pag.)WO2016/110541; (2016); A1;,
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