Hydroxyphenylthiophosphoranylidene organophosphorus compounds
AssigneeMonsanto Company
InventorGail H. Birum
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Abstract
The present invention relates to a new hydroxyphenylthiophosphoranylidene organophoshorus compounds and to a process involving an unusual phenyl migration for their preparation. The general reaction for the preparation of the products of the present invention is set forth below: ##STR1## WHERE X is halogen (F, Cl, Br), NO.sub.2, CN, CO.sub.2 R', SO.sub.2 R', CF.sub.3 or ##STR2## R is phenyl, alkyl of 1 to 3 carbon atoms, or OR', and R' is alkyl of 1 to 6 carbon atoms. The compounds of the invention are useful as flame retardants, lubricating oil additives and as corrosion inhibitors.
Claims6
As a composition of matter ##STR42## where X is Br, Cl, F, CF.sub.3, NO.sub.2, CN, CO.sub.2 R', SO.sub.2 R' or ##STR43## R is phenyl, alkyl of 1 to 3 carbon atoms, OR', and R' is alkyl of 1 to 6 carbon atoms.
Process for the production of compounds of the formula ##STR44## where X is Br, Cl, F, CF.sub.3, NO.sub.2, CN, CO.sub.2 R', SO.sub.2 R', or ##STR45## and R is phenyl, alkyl of 1 to 3 carbon atoms, OR', and R' is alkyl of 1 to 6 carbon atoms, which comprises contacting at least 2 molar proportions of an ester of a trivalent phosphorus acid, having the formula, R.sub.2 POR', with 1 molar proportion of a compound having the formula ##STR46## at a temperature of 0.degree. to 100.degree. C.
As a composition of matter, dimethyl (5-bromo-2-hydroxyphenylthio)(trimethoxyphosphoranylidene)methylphosphonat e.
Process for the preparation of dimethyl (5-bromo-2-hydroxyphenylthio)(trimethoxyphosphoranylidene)methylphosphonat e which comprises admixing at least two molar proportions of trimethyl phosphite with one molar proportion of 4-bromophenyl chlorothionoformate at a temperature of 0.degree. to 100.degree. C.
As a composition of matter, dimethyl (2-hydroxy-5-nitrophenylthio)(trimethoxyphosphoranylidene)methylphosphonat e.
Process for making dimethyl (2-hydroxy-5-nitrophenylthio)(trimethoxyphosphoranylidene)methylphosphonat e which comprises admixing at least 2 molar proportions of trimethyl phosphite with 1 molar proportion of 4-nitrophenyl chlorothionoformate.
Dependencies are inferred from the claim text.