| 摘要 |
<p>1,215,066. Acrylamides. SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ N.V. 14 Feb., 1969 [25 March, 1968], No. 14198/68. Heading C2C. [Also in Division A5] Novel acrylamides of the general formula wherein R is an alkyl group; R 1 is H or an alkyl group; R 2 is an unsubstituted carbocyclic group or carbocyclic-amino radical or, when R 1 is H, R 2 may also be a substituted carbocyclic group; A is an optionally substituted carbocyclic or heterocyclic group; B is H or alkyl or A and B, together with the vinylene group to which they are attached, form a carbocyclic group, an optionally substituted furan ring in which the O-atom is adjacent to the C-atom bearing the group R or an optionally substituted benzofuran, oxazole, thiadiazole, triazole, pyran, thiapyran, or pyridine ring system or partially hydrogenated derivatives of these ring systems, with the proviso that when A is CH 3 , R 1 is H and B is alkyl, are prepared by the halogenation of the compound followed by reaction of the acyl halide produced with an amine R 1 R 2 NH. The reaction is preferably performed in benzene or chloroform using thionyl chloride as halogenating agent. Alternative methods for producing the novel compounds are (1) reacting an ester of the acid of Formula II with a metallo-derivative of an amine R 1 R 2 NH, e.g. a Mg Grignard reagent, and (2) reacting a carboxylic acid of Formula II with phenyl phosphazoanilide (giving R 2 = phenyl). Amongst numerous examples are the compounds 2,3 - dimethyl crotonanilide, 2- methyl - furan - 3 - carboxanilide, 3 - trifluoromethyl crotonanilide, 5 - methyl - 1,2,3 - hiadiazole - 4 - carboxanilide, 2 - methyl - 5,6 - dihydro - (4H) - 3 - (N - (4,5 - methylenedioxyphenyl) - carboxamide) and 2 - methyl - 5,6 - dihydro - (4H) - 3 - (N - phenylcarboxhydrazide). 2 - Methyl - 4,5 - dihydrofuran - 3 - carboxylic acid chloride is obtained by treating the corresponding acid with thionyl chloride. 2 - Methyl - 5,6 - dihydro - (4H) - thiapyran- 3-carboxanilide is obtained by reacting thionyl chloride and aniline with the corresponding acid.</p> |
