Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1979-05-09
1980-07-22
Randolph, John D.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
260465F, 560 61, 562471, 568586, 568637, 568638, 568333, C07D21363, C07D21364
Patent
active
042140862
ABSTRACT:
A process for producing hydroxydiaryl ethers of the formula ##STR1## wherein R respesents an alkyl group having 1 to 4 carbon atoms or chlorine, n represents 0, 1, 2, 3 or 4, and X represents a phenyl group of the formula II ##STR2## or a 2-pyridinyl group or a 4-pyridinyl group of the formulae ##STR3## wherein R.sub.1, R.sub.2 and R.sub.3 each represent hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkyl group which has 1 to 4 carbon atoms and which is mono- or disubstituted by halogen, phenyl, halogen, carboxyl, alkoxycarbonyl having 1 to 4 carbon atoms in the alkyl group, trifluoromethyl, nitro, cyano or benzoyl, R.sub.4 and R.sub.5 each represent hydrogen, an alkyl group having 1 to 4 carbon atoms or phenyl, and R.sub.6 has all the meanings given, with the exception of halogen, for R.sub.1, R.sub.2 and R.sub.3 is disclosed.
According to this process hydroxydiaryl ethers of the above formula are obtained by reacting a diether of the formula ##STR4## wherein R, n and X have the meanings given above, in a polar aprotic solvent, in the presence of 0.1 to 1 mole of alkali per mole of diether of the above formula, with a dihydroxybenzene of the formula ##STR5## wherein R and n have the meanings given above. The hydroxydiaryl ethers of the above formula can be used as intermediates for the production of .alpha.-(phenoxy-phenoxy)-alkanecarboxylic acid derivatives and .alpha.-(pyridyloxy-phenoxy)-alkane carboxylic acid derivatives, which have a herbicidal and plant-growth-regulating action.
REFERENCES:
Gitis et al., Zh. Ongan. Khim., vol. 1, pp. 906-908, (1965) English Version (translation from orginal, pp. 887-889 of Russian version).
Gitis et al., Zh. Organ. Khim., vol. 2, pp. 107-109, (English version 1966), translated from Russian version, pp. 112-114.
Butakus et al., Zh. Organ. Khim., vol. 5, pp. 521-522, (1968), (English version, translated from Russian version, pp. 533-534.
Ciba-Geigy Corporation
Jorda Karl F.
Randolph John D.
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