公开(公告)号：GB980755A

公开(公告)日：1965-01-20

申请号：GB1098062

申请日：1962-03-22

Applicant: BASF AG

Inventor： BRANDEIS JOHANN ,  FIKENTSCHER ROLF ,  WILHELM HANS

IPC: C07C233/16

Abstract: The invention comprises N-substituted amides of a ,b -olefinically unsaturated carboxylic acids of the general formula wherein R is alkyl, alkenyl, aryl, aralkyl, or aralkenyl, and R1 is hydrogen or alkyl. These compounds may be obtained by reacting the corresponding alcoholic compound in which R is H with an alkylating agent in aqueous alkali solution in equimolar amounts at 0-40 DEG C., or with a halogenating agent in the presence of a N-disubstituted carboxylic acid amide at 10-150 DEG C. and then treating the halogenated compound with an alcohol or phenol in excess at 10-200 DEG C. Alkylating agents specified are dialkyl sulphates, halo-alkyls, and p-toluene sulphonic acid esters. The initial alcoholic compound may be a N-(a -hydroxy-b ,b ,b -trichloroethyl)-amide of acrylic or methacrylic acid. The amides of the invention may also be prepared by reacting a mixture of chloral, an amide of an a ,b -unsaturated carboxylic acid, and an alkylating agent at 40-110 DEG C., preferably in presence of an acid catalyst such as sulphuric acid and, after condensation of the amide with the chloral has occurred, cooling the reaction mixture to 10-40 DEG C. and making the solution alkaline so as to cause the alkylation to occur. When the amides of the invention are obtained by way of the corresponding halogen compounds, the halogenating agent may be thionyl chloride, sulphuryl chloride, phosgene, or a corresponding brominating agent. N-di-methyl formamide, N-methyl pyrrolidone, or tetramethyl urea may be used as catalyst for the halogenation. A polymerization-inhibitor such as 2,6-ditertiarybutyl cresol may be present during the reaction. In examples, the production of N-(a -methoxy-b ,b ,b -trichloroethyl)-acrylamide and the corresponding methacrylamide and a -n-butoxy, and a -allyloxy compounds is described. Other examples describe the production of N-(a -benzoyloxy-b ,b ,b ,-trichloroethyl)-methacrylamide and the corresponding a -isopropyloxy, a -tert.-butyloxy, a -cyclohexyloxy, a -phenoxy, a -o - and p-chlorophenoxy, and a - o ,p - dichloro - phenoxy compounds.

公开(公告)号：BE615284A

公开(公告)日：1962-09-19

申请号：BE615284

申请日：1962-03-19

Applicant: BASF AG

Inventor： BRANDEIS JOHANN ,  FIKENTSCHER ROLF ,  WILHELM HANS

IPC: C07C233/16 ,  C07C