Diazotization in tetrahydrofuran

Improved Schiemann reaction—Diazotization in tetrahydrofuran or dimethyl sulfoxide s. 16, 608... 

Diazotization in tetrahydrofuran. Tetrahydrofuran is recommended as a solvent for diazotization where a) the amine forms salts (including the diazonium salts) of low solubility in dil. mineral acids, and which on account of low solubility in acetic acid cannot be used satisfactorily in the procedure of Hodgson and Mahadevan (s. Synth. Meth. A, 287) and b) where the subsequent reaction for which the diazonium salt soln. is to be used, is fast relative to the deamination. For slow reactions such as arylation of arenes via diazonium acetate, the presence of the ether can be of disadvantage, because of competition from it for the free radicals, in addition to the deamination Reaction.—E Aq. HCl added to a soln. of 2-amino-4 -phenylbiphenyl in tetrahydrofuran, treated with aq. NaNOg at 5-10°, stirred 20 min., treated with Kl-soln., heated and stirred for 2hrs. 2-iodo-4 -phenylbiphenyl. Y 88%. F. e. s. J. A. Cade and A. Pilbeam, Chem. Ind. 1959, 1578. 

Diazotization in tetrahydrofuran or dimethyl sulfoxide Replacement of amino groups by fluorine Improved Schiemann reaction... 

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See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ ]

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