- HIGH-TEMPERATURE ORGANIC SYNTHESIS. XLII. REACTION OF HALOGENOARENES AND 2-CHLOROTHIOPHENE WITH HYDROGEN SULFIDE IN THE PRESENCE OF ACETYLENE
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Benzothiophenes are formed with yields of more than 77percent in a single preparative stage during the gas-phase reaction of halogenoarenes with hydrogen sulfide and acetylene (600-700 deg C).It is suggested that arylthiyl radicals (ArS-radical), which are effectively captured by the acetylene, participate in the process.The effect of the structure of the halogenoarene on the selectivity of the process is discussed.The gas-phase reaction of 2-chlorothiophene with hydrogen sulfide in the presence of acetylene leads to the formation of thienothiophene.
- Deryagina, E. N.,Korchevin, N. A.,Sukhomazova, E. N.,Russavskaya, N. V.,Voronkov, M. G.
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p. 1863 - 1867
(2007/10/02)
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- HIGH-TEMPERATURE ORGANIC SYNTHESIS. XXVII. REACTIONS OF ALKANETHIONES WITH THE CHLORINE DERIVATIVES OF BENZENE, THIOPHENE, AND NAPHTHALENE
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Alkanethiols react effectively with chlorobenzene, its derivatives, 1-chloronaphthalene, and 2-chlorothiophene at 600-660 deg C with the preferential formation of the corresponding aromatic or heteroatomic thiols.Ethanethiol is most reactive.When it is used instead of hydrogen sulfide in reactions with chlorobenzene or its 4-substituted derivatives, the yield of the aromatic thiols, from which the phenylthiyl radicals are generated with greater difficulty, increases more sharply than the yield of the thiophenols, which generate the more stable 4-XC6H4S radicals.The side products of the reactions are the corresponding diaryl sulfides, thiophene, benzothiophene, and toluene.
- Voronkov, M. G.,Deryagina, E. N.,Sukhomazova, E. N.
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p. 755 - 760
(2007/10/02)
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