Preparation of N-(3,5-dichlorophenyl)oxazolidine-2,4-diones

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548227, C07D26344

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active

048107999

ABSTRACT:
N-(3,5-Dichlorophenyl)-oxazolidine-2,4-diones of the formula ##STR1## where R.sup.1 is haloalkenyl, alkenyl, chloromethyl, CN, CO--O-alkyl, alkoxyalkyl or alkylthioalkyl and R.sup.2 is haloalkenyl, alkenyl, hydrogen or alkyl, are prepared by a process in which 3,5-dichlorophenyl isocyanate is reacted with a glycolate of the formula ##STR2## where R.sup.1 and R.sup.2 have the above meanings and R.sup.3 is alkyl or cyclohexyl, in the presence of a tin(II) salt of the formula ##STR3## where R.sup.4 and R.sup.5 are identical or different and are each hydrogen, alkyl, alkenyl or unsubstituted or alkyl-substituted cycloalkyl, or benzyl or phenyl, or R.sup.4 and R.sup.5 together form --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH-- or o-phenylene, at from 0.degree. to 110.degree. C., the product is heated in the presence of an alcohol of the formula

REFERENCES:
patent: 3366750 (1976-06-01), Mangold et al.
patent: 4220787 (1980-09-01), Scholz

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