| 摘要 |
The invention comprises 5-acyl-7-tertiary aminomethyl-8-quinolinols, in which the 5-substituent contains an aryl or heterocyclic radical attached directly or through an alkyl radical to the C-atom of the CO group. The tertiary amino group may contain 2 similar or different alkyl groups with or without hetero-atoms, and which may be substituted, or which may together form a saturated heterocyclic ring with the N; also a method of obtaining them by reaction of the 5-acyl-8-quinolinol with formaldehyde and a secondary amine or by reaction of an aromatic or heterocyclic aldehyde with 5-acetyl-8-quinolinol substituted as above by a tertiary aminomethyl radical. In examples, 5 - benzoyl - 8 - quinolinol, the corresponding para - chloro, 21 - chloro -, and 21 - 41 - dichloro benzoyl - 8 - quinolinols are treated with dimethylamine and formaldehyde, to give the corresponding 5-benzoyl or -chlorobenzoyl - 7 - dimethylaminomethyl - 8 - quinolinols; 5 - cinnamoyl - 8 - quinolinol reacts similarly with corresponding amines, to give the 7 - dimethylaminomethyl compound, the 7-di - N : N1 - p - hydroxyethyl - and the 7-diethylaminomethyl compound; and the preparation of other derivatives including the 7-(1 - piperidyl)methyl -, 7(4 - methyl - 1-piperazyl ,- 7 - methyl - N - n - dodecylaminomethyl -, 7 - (1 - pyrrolidyl)methyl -, 7 - N : N1-bis(b - diethylaminoethyl)aminomethyl -, and the N - ethyl - N(b - diethylaminoethyl) aminomethyl - compounds, is described; the 5 - o - cinnamal - acetyl - 7 - dimethylaminomethyl, 5 - b - phenylpropionyl - 7 - dimethylaminomethyl -, 5 - benzoylacetyl - 7 - dimethylaminomethyl -, are also specified; other products specified include 7-dimethylaminomethyl-8-quinolinols having in the 5-position the following groups: 3 : 4 dimethoxycinnamoyl-, furfurylideneacetyl -, 5-nitrofurfurylideneacetyl-and 6-quinolylidene acetyl, and a table gives the amoebicidal activity of several of the products. The second method of reaction is exemplified by the reaction between 5-acetyl-7-dimethylaminomethyl-8-quinolinol and benzaldehyde to give the corresponding 5-cinnamoyl-derivative. 5-Acyl-8-quinolinols may be obtained by a Friedel-Craft reaction between an acylchloride and 8-quinolinol. |
