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    Improvements in the production of compounds of the beta-cyclogeranylidene series
    81.
    发明专利
    Improvements in the production of compounds of the beta-cyclogeranylidene series 未知

    公开(公告)号：GB841014A

    公开(公告)日：1960-07-13

    申请号：GB1809358

    申请日：1958-06-06

    Applicant: BASF AG

    Inventor： POMMER HORST ,  SARNECKI WILHELM

    Abstract: Compounds bearing the cyclogeranylidene radical are obtained in a process which comprises reacting a compound of the general formula wherein n is 0, 1, 2, 3, or 4, and R is H or CH3 with a triarylphosphine by the action of a proton donor and continuing the reaction with an oxo compound by the action of a proton acceptor. A hydrosalt of a triarylphosphine may be used instead of the triarylphosphine and the proton donor. As proton donors there may be used strong inorganic acids, e.g. halogen hydracids and oxygen acids of sulphur and phosphorus which do not exert an oxidizing or reducing action under the reaction conditions. As proton acceptors acid binding agents such as organic bases, inorganic bases and organometallic compounds may be employed. Oxo-compounds are aliphatic and aromatic aldehydes and ketones and formic acid esters. Among the compounds mentioned as starting materials are: 2,6,6-trimethylcyclohexane-2-ylidene - 1 - methylene, 4 - (2,6,6 - trimethylcyclohexene - 21 - ylidene - 11) - butene - 2, 5 - (2,6,6 - trimethylcyclohexene - 21 - ylidene - 11)-3 - methylpentadiene - 1,3, 8 - (2,6,6 - trimethylcyclohexene - 21 - ylidene - 11) - 6 - methyloctatriene - 2,4,6, and 9 - (2,6,6 - trimethylcyclohexene - 21 - ylidene - 11) - 3,7 - dimethyl-nonatetraene-1,3,5,7. 4 - (2,6,6 - Trimethylcyclohexene - 21 - ylidene-11)-butene-2 is obtained by treating b -ionol with a dehydrating agent. The other hydrocarbon starting compounds are obtained in a similar manner from the corresponding alcohol. Specification 784,628 is referred to.

    N,n disubstituted carbamyl halides and preparation thereof
    88.
    发明专利
    N,n disubstituted carbamyl halides and preparation thereof 未知

    公开(公告)号：GB1130394A

    公开(公告)日：1968-10-16

    申请号：GB540366

    申请日：1966-02-08

    Applicant: BASF AG

    Inventor： KOENIG KARL-HEINZ ,  POMMER HORST

    IPC: C07D211/34 ,  C07D265/30

    Abstract: 1,130,394. Substituted carbamyl halides. BADISCHE ANILIN- & SODA-FABRIK A.G. 8 Feb., 1966 [9 Feb., 1965], No. 5403/66. Heading C2C. Compounds of the formula wherein R 1 to R 4 may be identical or different and denote hydrogen atoms, alkyl radicals or aryl radicals and R 1 and R 3 or R 2 and R 4 together may denote an alkylene radical having two to five carbon atoms in which one methylene group may be replaced by an oxygen atom, a sulphur atom or the group N-R 8 in which R 8 denotes an alkyl radical, a cycloalkyl radical or the phenyl radical, X denotes a chlorine or bromine atom, and Y denotes a hydrogen atom or the radical A, and A may denote the radical in which R 5 denotes hydrogen, alkyl, or cycloalkyl; R 6 denotes hydrogen, alkyl, aryl, carbalkoxy, alkylcarbonyl, cyano or nitro; R 7 denotes carbalkoxy, alkylcarbonyl, cyano or nitro; or R 6 and R 7 taken together with the carbon to which they are attached represent a C 5 to C 8 membered carbocyclic ring which has a carbonyl group in the α-position to the carbon atom bearing R 6 and R 7 , or A may denote the nitrilo, thiocyanato or isocyanato group, or an acetylene radical and preparation thereof by reacting a halogeno-substituted carbamyl halide of the formula wherein R 1 to R 4 and X have the meanings given above and Z is a hydrogen, chlorine or bromine atom with cyanic, thiocyanic, hydrocyanic or isocyanic acid; a compound containing the acetylene group in which a hydrogen atom is attached to one carbon atom of the carbon triple bond; or with a compound of the formula wherein R 5 to R 7 have the meanings given above, or the alkali metal, e.g. sodium, potassium or lithium, salts thereof at a temperature of from - 40‹ to + 150‹ C. optionally in the presence of an organic solvent or suspension agent. N - Methyl - N - [#,# - di - (carbethoxy)- ethyl]-, N-(#-nitroethyl)-N-methyl-, N-methyl- N - (# - carbomethoxy - # - cyano - ethyl)-, N- cyanomethyl-N-methyl- and N-methyl-N- propyn-2-ylcarbamyl chlorides are obtained by reacting N-methyl-N-chloromethyl-carbamyl chloride with diethyl malonate, nitromethane, methyl-cyanoacetate, gaseous hydrocyanic acid and sodium acetylide respectively. N-(#- Carboxyethyl - # - ketomethyl - ethyl) - N - methyl, and N-methyl-N-thiocyanomethylcarbamyl chlorides and N-methyI-N-(α-ketocyclohexyl - methyl) - carbamyl bromide are obtained by treating the appropriate N-bromomethyl-N-methyl-carbamyl halide with ethyl sodium acetoacetate, potassium thiocyanate or cyclohexanone. 2 - (Dicyanomethyl) - -morphol - 1-yl carbamyl chloride is obtained by reacting 2-chloro-morphol-l-yl carbamyl chloride with malodinitrile. 2 - (α - Cyanobenzyl) - piperid- 1-yl carbamyl chloride is obtained by treating 2-chloropiperid-l-yl carbamyl chloride with benzyl cyanide. N,N-bis-(thiocyanatomethyl)- carbamyl chloride is obtained by reacting N,N - bis - (chloromethyl) - carbamyl chloride with potassium thiocyanate.

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