http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-401693-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_7b04f5b6a02051c94d6eaf190b751ed2 |
| filingDate | 1932-05-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1933-11-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-401693-A |
| titleOfInvention | Process for the manufacture of new derivatives of the barbituric acid series and salts thereof |
| abstract | N-Mono- or di-alkylated C-cyclohexenyl- or cyclopentenyl-C<1>-alkyl-barbituric acids and their salts are prepared according to the known processes for the manufacture of barbituric acid derivatives, e.g. by introducing a substituent group into the corresponding barbituric acid compound, or by condensing alkylureas, guanidines, thioureas and isourea ethers with C-cyclohexenyl- or cyclopentenyl-C<1>-alkylmalonic acids, cyanacetic acids or their derivatives, with subsequent treatment if necessary. The products are useful as soporifics. According to the examples, (1) C : C<1> - D <1,2>-cyclohexenyl-methyl-N-methyl-barbituric acid is prepared by condensing D <1,2> - cyclohexenylmethylcyanacetic acid ethyl ester with monomethylurea in alcohol solution containing dissolved sodium; in a similar manner are obtained the C<1>-methyl-N - ethyl, C<1> - methyl - N - allyl, C<1> - allyl - N : N<1> - dimethyl and C<1>-allyl-N : N<1>-diallyl deriva tives of C - D <1,2>ccyclohexenylbarbituric acid, C<1> - methyl or ethyl - C - (4 - methyl - D <1,2> - cyclohexenyl) - N - methylbarbituric acid, C<1> - ethyl - C - (D <1,2> - cyclopentenyl) - N - methyl - barbituric acid, and C<1> - methyl or ethyl - C - (methyl - D <1,2> - cyclopentenyl) - N - methylbarbituric acid; (2) C : C<1> - D <2,3> - cyclohexenyl - methyl - N - methyl - barbituric acid is obtained from methylurea and D <2,3> - cyclohexenyl - methyl - malonic acid diethyl ester in presence of sodium ethylate; C : C<1> - D <2,3> - cyclopentenyl - allyl - N - methylbarbituric acid is similarly prepared using methylurea; (3) C : C<1> - D <1,2> - cyclohexenyl - ethyl - barbituric acid methylated with dimethyl sulphate yields the corresponding N-methyl and N : N<1>-dimethyl compounds; (4) C : C<1> - D <1,2> - cyclohexenyl - ethyl - N - allyl - barbituric acid is prepared by saponifying with sulphuric acid the reaction product of D <1,2>-cyclohexenyl-ethyl-cyanacetic acid diethyl ester with allylurea; (5) monomethylurea is treated with D <1,2>-cyclopentenyl-methylcyanacetic acid ethyl ester and the product heated with dilute sulphuric acid. Specification 231,150 [Class 2 (iii), Dyes &c.] is referred to. (Methyl - D <1,2> - cyclopentenyl) - cyanacetic acid ethyl ester is prepared by reacting upon 3-methyl-cyclopentenone with cyanacetic acid ethyl ester. |
| priorityDate | 1931-05-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 26.