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Synthesis of heterocycles on the basis of anion arylatied products of unsaturated-compounds. Part 4. Cyclocondensation of 3-aryl-2-halo(thiocyanate)propionitriles

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Chemistry of Heterocyclic Compounds Aims and scope


Products from the anionic arylation of acrylonitrile show ring closure on interaction with S,N-nucleophiles. The reactions of 3-aryl-2-halopropionitriles with thiourea and ammonium N-phenyldithiocarbamate give respectively 2,4-diimino-5-arylmethylthiazolidines and 4-amino-5-arylmethyl-3-phenyl-4-thiazolin-2-thiones. Hydrogen bromide reacts with 3-aryl-2-thiocyanatopropionitriles to give 4-amino-5-arylmethyl-2-bromothiazoles.

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Additional information

See [1] for Part 3.

Ivan Franko L'vov State University, L'vov 2906602, Ukraine. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 97–100, January, 1999.

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Obushak, N.D., Matiichuk, V.S., Martyak, R.L. et al. Synthesis of heterocycles on the basis of anion arylatied products of unsaturated-compounds. Part 4. Cyclocondensation of 3-aryl-2-halo(thiocyanate)propionitriles. Chem Heterocycl Compd 35, 93–96 (1999).

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