Preparation of aryl halides

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...

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546345, 568656, 570141, 570201, C07C 1722, C07C 4122, C07D21361, C07D23930

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active

047300469

ABSTRACT:
A process for selectively substituting an aromatic nitro group with a halo group which comprises contacting the nitroaromatic compound with a phosphorushalide of formula: R.sub.n PX.sub.5-n wherein n is selected from 0, 1, 2 and 3; R is selected from the group consisting of C-6 to C-10 aryl and substituted aryl wherein the substituents are selected from the group consisting of: straight and branched chain alkyl, alkoxy, and haloalkyl; halogen, sulfonate and mixtures thereof; and X is a halogen in the presence of an arylphosphorusoxydihalide solvent. The use of an arylphosphorustetrahalide and particularly phenylphosphorustetrachloride is preferred. The arylphosphorustetrahalide can be prepared in situ by contacting a solution of the corresponding arylphosphorusdihalide in an arylphosphorusoxydihalide solvent with a halogen. The process can further comprise the step of heating the reaction mixture to maintain a temperature of from about 100.degree. C. to about 175.degree. C. for from about 1 hour to about 24 hours.

REFERENCES:
Limokhin et al., Chemical Abstracts, vol. 101, (1984).
Matyushecheva et al., Chemical Abstracts, vol. 80, (1974).
Yagupol's skii et al., Chemical Abstracts, vol. 84, (1976).

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