2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.COA of Formula: C8H4Br2S
Polymerization of thiophene derivatives. IV. The formation of some 9-thia-1,2- and 9-thia-3,4-benzofluorene derivatives was written by Davies, W.;James, F. C.;Middleton, S.;Porter, Q. N.. And the article was included in Journal of the Chemical Society in 1955.COA of Formula: C8H4Br2S This article mentions the following:
The self-condensation of thianaphthene dioxide derivatives was studied. New syntheses have been developed for related polycyclic sulfones and sulfoxides. 10,11-Dihydro-9-thia-3,4-benzofluorene 9,9-dioxide (I) was heated 20 min. to yield an oil which was chromatographed on alumina with C6H6 and recrystallized to give blue fluorescent 9-thia-1,2-benzofluorene 9,9-dioxide (II), m. 195.5-6° (from C6H6). Fusion of II with KOH at 400° for 5 min. gives only a phenolic oil. Desulfurization of II occurs on refluxing 8 h. with Raney Ni in EtOH to give 2-phenylnaphthalene, m. 102-3°. II with LiAlH4 yields 10,11-dihydro-9-thia-1,2-benzofluorene 9,9-dioxide (III), m. 157-8° (from EtOH). III with Br yields 3,4-dibromo-10,11-dihydro-9-thia-1,2-benzofluorene 9,9-dioxide (IV), m. 226-6.5°. Refluxing IV in pyridine gives II. On heating I with PCl5, 2-chloro-9-thia-3,4-benzofluorene 9,9-dioxide (V), m. 294-5° (from MeOCH2CH2OH) is formed along with 1,2-dichloro-1,2,10,11-tetrahydro-9-thia-3,4-benzofluorene 9,9-dioxide (VI), m. 173.5-4°. Heating VI yields 9-thia-3,4-benzofluorene 9,9-dioxide (VII), m. 234°. Heating 3-chlorothianaphthene 1,1-dioxide gives 2,11-dichloro-10,11-dihydro-9-thia-3,4-benzofluorene 9,9-dioxide (VIII), m. 270-1° (from C6H6). Refluxing VIII with pyridine gives V. I with Br gives 2-bromo-9-thia-3,4-benzofluorene 9,9-dioxide (IX), m. 309-10°, and 1,2-dibromo-1,2,10,11-tetrahydro-9-thia-3,4-benzofluorene 9,9-dioxide (X), m. 185.5-6°. Refluxing X with pyridine gives VII. 3-Bromothianaphthene 1,1-dioxide is heated at 300° for 0.5 h. to give IX. 5-Bromothianaphthene in HOAc with H2O2 yields 5-bromothianaphthene 1,1-dioxide (XI), m. 144-4.5°. XI is refluxed for 3 h. with o-C6H4Cl2 to give 2′,6-dibromo-10,11-dihydro-9-thia-3,4-benzofluorene 9,9-dioxide (XII), m. 228-9° (from EtOH). XII with Br yields 1,2,2′,6-tetrabromo-1,2,10,11-tetrahydro-9-thia-3,4-benzofluorene 9,9-dioxide (XIII), m. 239.5-40° (from C6H6). XIII on refluxing with pyridine gives 2′,6-dibromo-9-thia-3,4-benzofluorene 9,9-dioxide (XIV), m. 354-5° (from C6H6). XIV is reduced with LiAlH4 to 9-thia-3,4-benzofluorene (XV). α-Naphthyl o-nitrophenyl sulfide, m. 152-3°, with H2O2 in HOAc yields α-naphthyl o-nitrophenyl sulfone (XVI), m. 128-9° (from EtOH). The isomeric β-naphthyl sulfone (XVII), m. 143.5-4°, is similarly prepared XVI in EtOH with Zn and HCl is reduced to o-aminophenyl α-naphthyl sulfone (XVIII), m. 177-8° (from EtOH). Similarly, XVII is reduced to o-aminophenyl β-naphthyl sulfone (XIX), m. 136-6.5°. Diazotization of XVIII and treatment with Cu gives II. Similar treatment of XIX followed by reduction with LiAlH4 yields VII. o-Aminophenyl Ph sulfone with excess NaNO2-HCl gives o-chlorophenyl Ph sulfone, m. 105-5.5°. Cyclization of o-PhC6H4SO2Cl (XX) with AlCl3 yields dibenzothiophene 5,5-dioxide, m. 229-30°. K o-α-naphthylbenzenesulfonate with PCl5 gives o-α-naphthylbenzenesulfonyl chloride (XXI), m. 136-6.5° (from C6H6). XXI with AlCl3 cyclized to VII. XX is treated with aqueous Na2S to give o-PhC6H4SO2H (XXII), m. 70-126°. XXII with SOCl2 yields an oily sulfinyl chloride which is cyclized by AlCl3 to dibenzothiophene 5-oxide, m. 189.5-90°. o-α-Naphthylbenzenesulfinyl chloride with AlCl3 gives 9-thia-3,4-benzofluorene 9-oxide (XXIII), m. 147-8° (from C6H6-petr. ether). XXIII with SnCl2 yields XV. XXIII is oxidized by H2O2 in HOAc to VII. 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 finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.COA of Formula: C8H4Br2S
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem