The Dow Chemical Company

Dowelanco

Other

Larry D Kershner

Jimmy J Tai

Larry R Wilson

Charles E Reineke

Timothy J Adaway

Nitis Sarkar

Gary A Roth

Robert M Strom

Andrew S Kende

Jon A Orvik

Norman R Pearson

Karl L Krumel

Anthony P Haag

Mark Allen Hadd

Leonard R Thompson

Julie L Maurer

Thomas A Olmstead

Ian R King

Jeff T Budd

Tim J Adaway

Charles R Hopper

The present invention relates to a new improved, simplified process for the preparation of halo-4-phenoxyquinolines, whereby thionyl chloride is used as the chlorinating agent to prepare the corresponding chloroquinoline intermediate prior to the final coupling reaction, and a single, inert high boiling polyether solvent is used throughout the entire reaction procedure.

Process for the preparation of halo-4-phenoxyquinolines

3,3,5-Trichloroglutarimide is prepared by combining 4-cyano-2,2,4-trichlorobutanoyl chloride with water in an inert organic solvent at a temperature between about 20.degree. C. and about 50.degree. C. to obtain a mixture of 3,3,5-trichloroglutarimide and 3,3,5,6-tetrachloro-5,6-dihydropyridin-2-one. The 3,3,5,6-tetrachloro-5,6-dihydropyridin-2-one is then heated in the presence of water and inert organic solvent to between about 90.degree. C. and about 100.degree. C. to convert the 3,3,5,6-tetrachloro-5,6-dihydropyridin-2-one to 3,3,5-trichloroglutarimide.

Process for the preparation of 3,3,5-trichloroglutarimide

A method for preparing substituted phenoxyphenols which are useful in the preparation of herbicidal (phenoxyphenoxy)propionates is disclosed. The process involves the oxidation of substituted phenoxyphenones to the corresponding phenoxyphenyl esters and their conversion to the desired phenoxyphenol. Novel intermediates for the process are similarly disclosed.

Phenoxyphenoxypropionates, intermediates thereof and methods of

The optical purity of an optically active 2-(4-aryloxyphenoxy)propionic acid is enriched by formation of the hydrate of the enantiomer in excess and its removal from solution.

Enrichment of optical of 2-(4-aryloxyphenoxy)-propionic acids by

One of the routes to prepare optically active 2-(4-aryloxyphenoxy)propionic acid ester herbicide is to couple optically active 2-(4-hydrophenoxy)propionic acid esters with halogenated aromatic or heteroaromatic compounds. Conversion of the optically active 2-(4-hydroxyphenoxy)propionic acid ester into the acid salt prior to the coupling step effectively prevents the racemization that unexpectedly occurs otherwise.

Process for the minimization of racemization in the preparation of

Novel sulfonated polyamide and polyurea materials are described. The polymers are water-soluble or water-dispersible, if not crosslinked. The polymers can be crosslinked with polyvalent cations or crosslinking agents. The polymers have utility as membranes, thickeners, coatings and adhesives.

Water-soluble aromatic polyamides and polyureas

Reduced calorie food compositions are produced by replacing at least a portion of the fat content of a conventional food with an improved low calorie edible oil substitute that does not cause anal leakage. This substitute is an oil-like polymer fatty acid ester having the property of being substantially hydrolyzed during the process of intestinal digestion into a mixture of fatty acids and a non-caloric water-soluble or water-dispersible polymeric alcohol. This digestive mixture is in a non-laxative, non-oily physical state, and thereby avoids the problem of anal leakage common to oils with limited digestibility. Of particular use in this invention have been fatty acid esters of water-soluble polyoxyalkylenes.

Method for reducing the available calories in a food composition

Water-insoluble, crosslinked, sulfonated aromatic polyamide

5-Methyl-2-oxazolidinone and 5-methyl-3-(2-hydroxypropyl)-2-oxazolidinone are prepared by contacting urea and propylene carbonate in the presence of an initiator at a temperature from about 120.degree. C. to about 200.degree. C.

Preparations of alkanolamines

Preparation of 5-methyl-2-oxazolidinones

Products from the heterogeneously catalyzed oxidative coupling of 2,6-ditertiarybutylphenol are prepared in high yield by the use of an unreactive, non-polar liquid reactive medium.

Solvent system for oxidative coupling process

3,3',5,5'-Tetra-substituted diphenoquinone, such as 3,3',5,5'-tetra-t-butyl-4,4'-diphenoquinone, is efficiently prepared by a process comprising contacting oxygen with a liquid 2,6-disubstituted phenol, such as 2,6-di-t-butylphenol in the presence of aqueous base and a catalytic amount of a phase-transfer catalyst, such as tri-n-butylmethylammonium chloride. This process is characterized by high yields, short reaction times and facile product recovery.

Growing community of inventors

Midland, MI, United States of America

Larry D Kershner