New derivatives of thianaphthene was written by Ried, Walter;Bender, Heinz. And the article was included in Chemische Berichte in 1955.COA of Formula: C8H4Br2S This article mentions the following:
2-Formylthianaphthene (I) (4.87 g.) and 5.37 g. hippuric acid heated 45 min. with 2.46 g. anhydrous NaOAc and 30 g. Ac2O and poured into H2O gave 95% 2-phenyl-4-(2-thianaphthenylmethylene)-2-oxazolin-5-one (II), C18H11NO2S, m. 206° (from C6H6) which gave 74% α-amino-2-thianaphthenepropionic acid, C11H11NO2S, m. 258° (decomposition) (from aqueous EtOH)[Rf 0.79 (PhOH:H2O-4:1)], with P and HI. II and 2% alc. aqueous NaOH refluxed 20 min. gave 73% α-benzamido-2-thianaphtheneacrylic acid (III), C18H13NO3S, m. 245° (decomposition) (from MeOH), reduced (Pt, MeOH) to α-benzamido-2-thianaphthenepropionic acid, C18H15NO3S, m. 178.5-9° (from MeOH). III heated 1 hr. with Na2CO3 and wet H saturated Raney Ni gave Ph(CH2)3CH(NHBz)CO2H, C18H19NO3, m. 187.5° (from MeOH). I and malonic acid heated 4 hrs. with pyridine, the excess aldehyde steam distilled and the residue acidified gave 75% 2-thianaphtheneacrylic acid (IV), C11H18O2S, m. 231° (from H2O). IV reduced to the propionic acid, C11H8O2S, m. 138.5° (from MeOH). Similarly malonic acid and 3-formylthianaphthene gave 3-thianaphtheneacrylic acid, m. 225° (from MeOH). I and Br 10 hrs. at room temperature gave 80% 3-bromo-2-formylthianaphthene, C9H5BrOS, m. 118-18.5° (from AcOH), which yielded 59% 3-bromo-2-thianaphthenecarboxylic acid (V) when gently heated with 20 g. KMnO4 in 100 ml. H2O and 300 ml. Me2CO and allowed to stand 20 hrs.; V was also obtained in 15% yield by brominating the Na salt of 2-thianaphthenecarboxylic acid 8 days in daylight, or in 79% yield from dibromothianaphthene (VI), BuLi, and CO2. VI was prepared in 85% yield from Br and thianaphthene (12 hrs.). I with Ac2O and ZnCl2 in 24 hrs. gave 2-(diacetoxymethyl)thianaphthene, C13H12O4S, m. 94° (from petr. ether). In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7COA of Formula: C8H4Br2S).
2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.COA of Formula: C8H4Br2S
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem