Abstract: A process for preparing stilbenedicarbonitrile by dimerizing o- or p-cyanobenzyl chloride in a polar aprotic solvent in the presence of an excess of alkali metal hydroxide powder. Stilbenedicarbonitriles are precursors for the preparation of fluorescent brighteners of the bisbenzoxazolylstilbene class.
Abstract: An improved process for preparing substituted amino acids and lower alkyl esters thereof, and intermediates therefor, comprising reacting a substituted aniline, HCN and an aldehyde to form a nitrile, converting the nitrile to an imidate salt with a strong acid and an alcohol, hydrolyzing in situ the imidate salt to the ester with addition of water, and optionally converting the ester to the salt or free acid. The acids are useful intermediates in the synthesis of pesticides.
Abstract: This invention relates to the discovery that high yields of excellent quality cyanohydrins can be prepared by reacting certain carbonyl compounds in a solution of metallic cyanide and hydrochloric acid.
Abstract: Hydroxyaromatic compounds are amido-alkylated or cyano-alkylated to form the corresponding compounds by:(a) heating said compounds with an alkylating agent in the presence of water and a catalyst, e.g., benzyltrimethylammonium chloride;(b) adding an alkaline agent, e.g., NaOH, to the heated mixture of (a); and(c) continuing to heat the resulting mixture until the corresponding amido- or cyano-alkylated compound is formed.
Abstract: Cyanotetrachlorobenzenes, especially ortho- and para- dicyanotetrachlorobenzenes, are prepared by reacting in a liquid medium at 20.degree.-100.degree. C. a corresponding nitrotetrachlorobenzene with, in solution, an inorganic cyanide. Preferably the liquid medium is a two-phase water/water-immiscible organic solvent system, e.g. water/chloroform, a phase transfer catalyst is present and the inorganic cyanide is an alkali metal or alkaline earth metal cyanide.The compounds are useful chemical intermediates in the synthesis of, for instance, pesticidal compounds.
Abstract: Catalytic asymmetric hydrogenation of the Z geometric isomer of a compound of the formula ##STR1## wherein at least one of R and R.sup.1 represents hydrogen and the other represents hydrogen, lower alkyl or aryl; R.sup.2 represents ##STR2## wherein R.sup.4 and R.sup.5 each independently represent hydrogen, lower alkyl or aryl, R.sup.6 represents hydrogen, lower alkyl, aryl or an alkali metal; and R.sup.3 represents ##STR3## wherein R.sup.7 and R.sup.8 each independently represent lower alkyl or aryl; provided that, when R.sup.3 is ##STR4## R.sup.2 is --CN, in the presence of a homogeneous, coordination complex catalyst comprising rhodium, iridium or ruthenium in combination with an optically active bis phosphine ligand provides an outstanding level of optical purity.
Abstract: A process for determining the pH value in the interior of a cell is described. This is accomplished by measurement of the emission of a fluorescent substance which is absorbed by the cell through incubation in a solution. The solution contains a compound of the said fluorescent substance; the fluorescent substance is separated from this compound in the cell by an enzyme present in the cell. The fluorescent substance selected is one such that the frequency of the emission maximum is dependent on the pH value. The compound of this fluorescent substance which is selected is one which is membrane penetrating. Measurement of the fluorescence is based on the principle of measurement of the frequency at which the emission maximum occurs. A fluorescent substance suitable for this purpose is 2,3-dicyano-1,4-hydroquinone. A suitable membrane penetrating compound is 1,4-diacetoxy-2,3-dicyanobenzene or 1,4-dibutyryloxy-2,3-dicyanobenzene or 1,4-di(-tert-butyloxycarbonyl-1-alanyloxy)-2,3-dicyanobenzene.
Type:
Grant
Filed:
July 2, 1982
Date of Patent:
May 7, 1985
Inventors:
Gunter Valet, Gerhard Ruhenstroth-Bauer, Erich Wunsch, Luis Moroder
Abstract: Pesticidal compounds have the formula: ##STR1## wherein D represents hydrogen or a cyano group or an ethynyl group R.sub.a represents alkylA represents an alkyl group or a halogeno or trifluoromethyl groupn is 0 or an integer of 1-4, b is 0 or 1andRCOO is the residue of an acid RCOOH whose .alpha.-cyano-3-phenoxybenzyl ester has pesticidal properties. They are prepared by esterification methods.
Type:
Grant
Filed:
July 26, 1983
Date of Patent:
May 7, 1985
Assignee:
National Research Development Corporation
Inventors:
Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
Abstract: Hydrazinecarboxamides and carbothioamides of the formula ##STR1## wherein R.sub.1 is selected from alkyl, cyanoalkyl, hydroxyalkyl, and benzyl, R.sub.2 is hydrogen or alkyl, Y is oxygen or sulfur, n is 0-5, and Z is substituted for hydrogen and independently selected from halogen, alkyl, alkoxy, phenoxy, trifluoromethyl, and nitro are useful as nematicides when applied to or incorporated into nematode-infested soil.
Type:
Grant
Filed:
May 18, 1983
Date of Patent:
April 30, 1985
Assignees:
FMC Corporation, Kanagawa Chemical Laboratory, Ltd.
Inventors:
Philip A. Cruickshank, Carmine P. DiSanzo, Kiyosi Kondo, Hiromichi Kono
Abstract: A phenylethyl substituted dimer of ethylene and maleic anhydride, named 7-phenyloctane-(1,2),(5,6)-dianhydride, is chemically synthesized by(a) alkylating alkyl 2,4-dihalobutyrate with alkyl 2-cyano-3-phenylbutyrate,(b) alkylating the resulting halide condensation product with a carboxylate selected from the group consisting of trialkyl ethane-1,1,2-tricarboxylate and dimethyl cyanoethane-1,2-dicarboxylate,(c) acid hydrolyzing the resulting tetra or pentaester accompanied by decarboxylating, and(d) dehydrating the resulting tetra-acid to yield the desired phenylethyl substituted dimer of ethylene and maleic anhydride,wherein the alkyls in the butyrate and carboxylate ester groups each contain from one to about four carbon atoms and halo is selected from the group consisting of bromo, chloro and iodo.
Abstract: A process is described by which the pair of cyhalothrin isomers represented by (R)-.alpha.-cyano-3-phenoxybenzyl (1R,cis)-3-(Z-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopro pane carboxylate and its enantiomer is converted by base catalyzed epimerization in solution into the insecticidally more useful isomer pair represented by (S)-.alpha.-cyano-3-phenoxybenzyl (1R,cis)-3-(Z-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopro pane carboxylate and its enantiomer, which may be caused to crystallize out from the solution.
Abstract: The invention describes new aromatic diisocyanates having the formulas: ##STR1## in which R is an alkyl radical with 1 to 12 carbon atoms. Preferably they are 1-alkyl-2-isocyanatomethyl-4-isocyanatobenzenes and/or 1-alkyl-4-isocyanatomethyl-2-isocyanatobenzenes and, particularly, 1-methyl-2-isocyanatomethyl-4- and -6-isocyanatobenzene and/or 1-methyl-4-isocyanatomethyl-2-isocyanatobenzene. The new diisocyanates are preferably prepared by phosgenation of the corresponding diamines and subsequent thermal cleavage of the carbamic acid chlorides formed on an intermediary basis and are used for the preparation of plastics, preferably of polyurethanes, and crop protection agents.
Abstract: Ester is produced by reacting highly hindered carboxylic acid or salt thereof represented by the formula ##STR1## wherein a. R.sub.3, R.sub.4, and R.sub.5 are each independently a monovalent organo group, andb. M is hydrogen, monovalent metal, or the monovalent fractional part of a polyvalent metal,with organic carbonate represented by the formula ##STR2## wherein R.sub.1 and R.sub.2 are each independently monovalent organic groups which may be the same or different, and wherein the alpha carbon of at least one of R.sub.1 and R.sub.2 is substantially sterically unhindered.
Abstract: This invention relates to novel hindered cycloaliphatic monoisocyanates of the general formula: ##STR1## wherein R.sub.1 -R.sub.7 are members of the group consisting of H, alkyl, cycloalkyl, aryl, alkaryl, aralkyl or mixtures thereof wherein the alkyl groups contain 1-18 carbon atoms, the cycloalkyl groups contain 4-8 carbon atoms and the aryl groups contain 6-14 carbon atoms with the proviso that where R.sub.3 is a group member other than H, R.sub.1, R.sub.2, R.sub.4 and R.sub.5 can be H and with the further proviso that where R.sub.3 is H at least two of R.sub.1, R.sub.2, R.sub.4 and R.sub.5 are group members other than H and x is 1 to 7. Other novel dihindered intermediate compositions include aliphatic monoamines.
Type:
Grant
Filed:
November 20, 1978
Date of Patent:
April 9, 1985
Assignee:
W. R. Grace & Co.
Inventors:
Clifton L. Kehr, Walter R. Wszolek, Nelson S. Marans
Abstract: A novel crystalline material consisting of a enantiomeric pair of cyhalothrin isomers in the form of the racemic mixture and having greater insecticidal activity than cyhalothrin itself is described, together with a process for obtaining the enantiomeric pair of isomers by crystallization from concentrated cyhalothrin solutions in lower alkanols or liquid alkanes.
Abstract: A 11,11,12,12,-tetracyano-9,10-antraquinondimethane compound of the general formula ##STR1## wherein Z.sub.2, Z.sub.3, Z.sub.6 and Z.sub.7 each is H, halogen, alkyl, phenyl, alkylphenyl, hydroxyalkyl, carboxyalkyl, hydroxy, amino or carboxy and Z.sub.1, Z.sub.4, Z.sub.5 and Z.sub.8 each is H, Cl, hydroxy or amino; said halogen being F, Cl, Br or I and said alkyl, alkylphenyl, hydroxyalkyl and carboxyalkyl each containing up to 8 carbon atoms.The compounds within the scope of the above general formula are of value as organic conductors or organic semiconductors and can be used broadly as electronic materials.
Type:
Grant
Filed:
March 12, 1982
Date of Patent:
February 19, 1985
Assignee:
Matsushita Electric Industrial Co., Ltd.
Inventors:
Shu Hotta, Tomiharu Hosaka, Wataru Shimotsuma
Abstract: Diisocyanates corresponding to the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 (an isocyanate-containing radical) are as defined herein are made by several processes. These diisocyanates may be made by phosgenating the diamine in which the diisocyanate is based. They may also be produced by treating the bis-urethane of the tertiary alcohol corresponding to the diisocyanate with phosgene. Such diisocyanates may also be made by treating a specific type of bis-urea with hydrogen chloride. The diisocyanates corresponding to the above-given formula are particularly useful in the production of polyurethanes having good flame-proof and mechanical properties.
Type:
Grant
Filed:
July 22, 1982
Date of Patent:
January 29, 1985
Assignee:
Bayer Aktiengesellschaft
Inventors:
Richard Kopp, Gerhard Grogler, Helmut Reiff, Dieter Dieterich
Abstract: A process for preparing a trifluoromethylbenzonitrile derivative of the formula: ##STR1## wherein X is hydrogen, lower alkyl, halogenated lower alkyl, lower alkoxy, nitro, hydroxyl, amino, cyano, carboxyl or sulfon which comprises reacting trifluoromethylhalogenobenzene of the formula: ##STR2## wherein X is as defined above, and Y is halogen with copper (I) cyanide in a solvent selected from the group consisting of hexamethylphosphoric triamide, N-methylpyrrolidone and a mixture thereof in the presence of a catalyst selected from the group consisting of (A) bromine, (B) iodine, (C) a combination of bromine or iodine and metallic copper and (D) copper (II) bromide, by which process the compound (I) is prepared in a good yield, and by-products are produced in a lower yield than the conventional processes.
Abstract: Isocyanates, or derivatives thereof, are produced from nitrobenzene or 2,4-dinitrotoluene by reaction with carbon monoxide in the presence of an iron, ruthenium, rhodium, or platinum carbonyl as catalyst.
Type:
Grant
Filed:
January 27, 1983
Date of Patent:
January 1, 1985
Assignee:
Indian Explosives Ltd.
Inventors:
Sumit Bhaduri, Krishna R. Sharma, Gopalkrishnan S. Kalpathi