Novel fluorinated resorcinol ethers

Details Novel fluorinated resorcinol ethers Novel fluorinated resorcinol ethers

1985-11-22

1987-06-02

Reamer, James H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568649, 568765, 568766, 568306, 548251, 556120, 556117, 560144, 560 47, 564305, 564169, 562452, 562453, 558415, 558418, C07C 49825

Patent

active

046706046

ABSTRACT:
4-Acylresorcinol ethers of the formula ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen, alk is an alkylene or hydroxyalkylene radical which is uninterrupted or interrupted by oxygen, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 which differs from this is a radical R.sub.9 and a radical R.sub.7 which differs from this is a radical R.sub.10, R.sub.6 is hydrogen, lower alkyl, trifluoromethyl, halogen, carboxyl which is free, esterified or amidated, cyano or lower alkanoyl, R.sub.8 is carboxyl which is free, esterified or amidated or 5-tetrazolyl, R.sub.9 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sub.10 is hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or carboxyl which is free, esterified or amidated, and their salts have antiallergic and antiinflammatory properties. They are prepared, for example, by reacting compounds of the formulae ##STR2## in which one of the radicals X.sub.5 and X.sub.6 is hydroxyl which is free or in salt form and the other is an alkoxy radical substituted by reactive esterified hydroxyl or epoxy. The invention also relates to intermediates of the formula ##STR3## in which R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen and R.sub.11 is hydrogen or a group of the formula R.sub.1 --O(.dbd.O)--, in which R.sub.1 is lower alkyl, and their salts.

REFERENCES:
patent: 3329694 (1967-07-01), Martel et al.
patent: 3467715 (1969-09-01), Broadbent et al.
patent: 3966965 (1976-06-01), Sellstedt et al.
patent: 4448729 (1984-05-01), Klaubert et al.
patent: 4483707 (1984-11-01), Breitenstein et al.
Brickl et al., Chem. Abst., vol. 88, #37429q (1978).
CA 93:26100c (1980) equilavent to German 2,930,738.
CA 89:129265g (1978) equilavent to German 2,653,601.

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