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Predicate Object
assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_6b4c5d2ce48e622172ebe9889b315dc8
filingDate 1944-11-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1947-09-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-591869-A
titleOfInvention Process for the production of non-aromatic imines
abstract Non-aromatic imines are prepared by condensing a non-aromatic primary amine with a non-aromatic ketone in the absence of a catalyst, the ketone being present in substantial excess of the equimolecular proportion. Preferably water is eliminated by maintaining a heavy reflux in a dehydrating still. All or part of the imine may, if desired be removed with the water and subsequently separated by stratification, fractionation, extraction, salting out or the use of drying agents. An inert mutual solvent for the reactants may be present which may be for example, an alcohol, ester, ether or a hydrocarbon such as toluene or xylene. The reaction may be carried out in a batch or continuous manner. Superatmopheric or subatmospheric pressures may be employed. In the examples methylisobutylketone is reacted with dihydroisophoryl amine, methyl isobutylcarbinylamine and ethylene diamine. Methylisobutyl carbinylamine is also reacted with acetone. Other ketones which are specified are methyl ethyl, methyl n-propyl, methyl isopropyl, methyl n-butyl, methyl amyl, diethyl, ethyl propyl, ethyl butyl, ethyl amyl, dipropyl, propyl butyl, dibutyl, butyl amyl, allyl butyl, diamyl, and methyl vinyl ketone. Cyclopentanone, cyclopentenone, cyclohexanone, cyclohexenone, triacetone amine and 2 : 4-hexanedione are also mentioned. Examples of other primary amines are ethyl, propyl, butyl, isopropyl, sec-butyl, isobutyl, allyl, methallyl, cyclopentyl, cyclohexyl, isophoryl, and the amyl amines. Propylene diamine, butylene diamine and 4-amino-2 : 2 : 6 : 6-tetramethylpiperidine are also mentioned. The products may be employed as insecticides and as compounding agents for rubber. They yield secondary amines on hydrogenation preferably in the presence of a catalyst.
priorityDate 1943-11-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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