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1 Polish Journal of Applied Chemistry

1 2010

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Tranformations of trichloromethyl-4-chlorophenyl sulfone into new compounds with potential pesticidal activity

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Ochal Z. , Ochal I. , Banach Ł.

Polish Journal of Applied Chemistry

2010

tom Vol. 54, nr 1-4

49-61

The synthesis of trichloromethylphenyl sulfone derivatives as new potential pesticides is reported. The title sulfone was obtained in the four-step synthesis, starting from 4-chlorobenzene. and it was chlorosulfonated, reduced to the sulfinyl salt, which was transformed with chloroform to 4-chlorophenyldichloromethylsuIfone and in the next step with natrium hypohalite to the tide compound. TrichIoromethyl-4-chlorophenyl sulfone was nitrated and then subjected to the S'NAT reaction with ammonia, amines, hydrazine and other nucleophiles to give 2-nitroaniline and 2-nitrophenylhydrazine derivatives. After reduction of the nitro group - o-phenylenediamine derivative was obtained which was transformed into benzimidazole derivatives and other cyclic compounds. Characteristic IR spectroscopic data and microelementarv analyses of the new' products are reported.