Abstract
The action of hydrogen halides on 7a,8-dihydro-7H-azirino[1,2-α]benz[g]indole gives 2-halomethyl-2,3-dihydro-1H-benz[g]indoles and 3-halo-1,2,3,4-tetrahydrobenzo[h]quinolines, which were converted to the corresponding N-nitroso derivatives and then to the isonitroso derivatives. 2-(Benzoxymethyl)-2,3-dihydro-1H-benz[g]indole hydrohalides were obtained by heating 1-benzoyl-2-halomethyl-2,3-dihydro-1H-benz[g]indoles. The reaction of 3-halo-1,2,3,4-tetrahydrobenzo[h]quinolines with thionyl chloride at room temperature gives 3-halo-6-chloro-1,2,3,4-tetrahydrobenzo[h]quinolines, while refluxing with thionyl chloride gives 6-chlorobenzo[h]quinoline.
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See [1] for communication XVI.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 342–346, March, 1973.
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Kutkevichus, S.I., Sherenas, K.S. & Poshyunas, R.I. Investigation of the products of the reaction of epichlorohydrin with aromatic amines. Chem Heterocycl Compd 9, 316–320 (1973). https://doi.org/10.1007/BF00944504
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DOI: https://doi.org/10.1007/BF00944504