SU435239A1 - A method for producing quinoline alkyl derivatives. The invention relates to a method for producing quinoline alkyl derivatives of the general formula where RI is alkyl; R2 is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Rs, which are used in the chemical industry. Known methods for producing alkyl derivatives of quinoline by reacting anilines with carbonyl-containing compounds (for example, aldehydes, ketones) in the presence of various condensates , their and yush oxide, their agents require the use of hard-to-reach starting materials. The purpose of the invention — to improve the process technology — is achieved by the fact that a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is Cz — Ce-alkyl, passed through an industrial vanadium catalyst (B-3) at 320–360 ° C, followed by isolation of the target product by known methods.5 Irimer 1. Synthesis of 2-methylquinoline (quinaldine). A mixture of 13 ml of nitrobenzene and 14 ml of ethyl alcohol is passed through a B-3 vanadium catalyst heated to 320 ° C, but partially activated by hydrogen for 1 hour at 350–380 ° C. An oily layer is separated from the catalyzate consisting of two layers, distilled, and 4.6 ml (35%) quinaldine are obtained, i.e. bale. 246-249 ° C, so pl. picra-15 and 191–192 ° C. Found,%: N 9.92; 10,13.CioHgN. Calculated,%: N 9.79. In Examples 2-5, tabulated, 20 experiments were carried out, as in Example 1, using in each case 13 ml of nitrobenzene and different amounts of alcohols and skips the reaction mixture is heated to a certain temperature vanadium catalyst B-3. 25 The results are shown in the table. - Google Patents
A method for producing quinoline alkyl derivatives. The invention relates to a method for producing quinoline alkyl derivatives of the general formula where RI is alkyl; R2 is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Rs, which are used in the chemical industry. Known methods for producing alkyl derivatives of quinoline by reacting anilines with carbonyl-containing compounds (for example, aldehydes, ketones) in the presence of various condensates , their and yush oxide, their agents require the use of hard-to-reach starting materials. The purpose of the invention — to improve the process technology — is achieved by the fact that a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is Cz — Ce-alkyl, passed through an industrial vanadium catalyst (B-3) at 320–360 ° C, followed by isolation of the target product by known methods.5 Irimer 1. Synthesis of 2-methylquinoline (quinaldine). A mixture of 13 ml of nitrobenzene and 14 ml of ethyl alcohol is passed through a B-3 vanadium catalyst heated to 320 ° C, but partially activated by hydrogen for 1 hour at 350–380 ° C. An oily layer is separated from the catalyzate consisting of two layers, distilled, and 4.6 ml (35%) quinaldine are obtained, i.e. bale. 246-249 ° C, so pl. picra-15 and 191–192 ° C. Found,%: N 9.92; 10,13.CioHgN. Calculated,%: N 9.79. In Examples 2-5, tabulated, 20 experiments were carried out, as in Example 1, using in each case 13 ml of nitrobenzene and different amounts of alcohols and skips the reaction mixture is heated to a certain temperature vanadium catalyst B-3. 25 The results are shown in the table.Info
- Publication number
- SU435239A1 SU435239A1 SU1838844A SU1838844A SU435239A1 SU 435239 A1 SU435239 A1 SU 435239A1 SU 1838844 A SU1838844 A SU 1838844A SU 1838844 A SU1838844 A SU 1838844A SU 435239 A1 SU435239 A1 SU 435239A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- alkyl
- nitrobenzene
- vanadium catalyst
- quinoline
- producing
- Prior art date
Links
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
Предмет изобретени Subject invention
Способ получени алкилпроизводных хинолина общей формулыA process for the preparation of quinoline alkyl derivatives of general formula
где RI - алкил; Rj -водород или алкил, причем алкил RI содержит на один атом .углерода больше, чем алкил Ra, отличающийс тем, что, с целью упрощени технологии процесса, смесь нитробензола и алифатического спирта общей формулы ROH, где R-С2-Сб-алкил, пропускают через промышленный ванадиевый катализатор (В-3) при 320-360°С с последующим выделением целевого продукта известными приемами.where RI is alkyl; Rj is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Ra, characterized in that, in order to simplify the process, a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is C2-Cb-alkyl, passed through an industrial vanadium catalyst (B-3) at 320-360 ° C, followed by separation of the target product by known methods.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SU1838844A SU435239A1 (en) | 1972-10-20 | 1972-10-20 | A method for producing quinoline alkyl derivatives. The invention relates to a method for producing quinoline alkyl derivatives of the general formula where RI is alkyl; R2 is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Rs, which are used in the chemical industry. Known methods for producing alkyl derivatives of quinoline by reacting anilines with carbonyl-containing compounds (for example, aldehydes, ketones) in the presence of various condensates , their and yush oxide, their agents require the use of hard-to-reach starting materials. The purpose of the invention — to improve the process technology — is achieved by the fact that a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is Cz — Ce-alkyl, passed through an industrial vanadium catalyst (B-3) at 320–360 ° C, followed by isolation of the target product by known methods.5 Irimer 1. Synthesis of 2-methylquinoline (quinaldine). A mixture of 13 ml of nitrobenzene and 14 ml of ethyl alcohol is passed through a B-3 vanadium catalyst heated to 320 ° C, but partially activated by hydrogen for 1 hour at 350–380 ° C. An oily layer is separated from the catalyzate consisting of two layers, distilled, and 4.6 ml (35%) quinaldine are obtained, i.e. bale. 246-249 ° C, so pl. picra-15 and 191–192 ° C. Found,%: N 9.92; 10,13.CioHgN. Calculated,%: N 9.79. In Examples 2-5, tabulated, 20 experiments were carried out, as in Example 1, using in each case 13 ml of nitrobenzene and different amounts of alcohols and skips the reaction mixture is heated to a certain temperature vanadium catalyst B-3. 25 The results are shown in the table. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SU1838844A SU435239A1 (en) | 1972-10-20 | 1972-10-20 | A method for producing quinoline alkyl derivatives. The invention relates to a method for producing quinoline alkyl derivatives of the general formula where RI is alkyl; R2 is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Rs, which are used in the chemical industry. Known methods for producing alkyl derivatives of quinoline by reacting anilines with carbonyl-containing compounds (for example, aldehydes, ketones) in the presence of various condensates , their and yush oxide, their agents require the use of hard-to-reach starting materials. The purpose of the invention — to improve the process technology — is achieved by the fact that a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is Cz — Ce-alkyl, passed through an industrial vanadium catalyst (B-3) at 320–360 ° C, followed by isolation of the target product by known methods.5 Irimer 1. Synthesis of 2-methylquinoline (quinaldine). A mixture of 13 ml of nitrobenzene and 14 ml of ethyl alcohol is passed through a B-3 vanadium catalyst heated to 320 ° C, but partially activated by hydrogen for 1 hour at 350–380 ° C. An oily layer is separated from the catalyzate consisting of two layers, distilled, and 4.6 ml (35%) quinaldine are obtained, i.e. bale. 246-249 ° C, so pl. picra-15 and 191–192 ° C. Found,%: N 9.92; 10,13.CioHgN. Calculated,%: N 9.79. In Examples 2-5, tabulated, 20 experiments were carried out, as in Example 1, using in each case 13 ml of nitrobenzene and different amounts of alcohols and skips the reaction mixture is heated to a certain temperature vanadium catalyst B-3. 25 The results are shown in the table. |
Publications (1)
Publication Number | Publication Date |
---|---|
SU435239A1 true SU435239A1 (en) | 1974-07-05 |
Family
ID=20529994
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU1838844A SU435239A1 (en) | 1972-10-20 | 1972-10-20 | A method for producing quinoline alkyl derivatives. The invention relates to a method for producing quinoline alkyl derivatives of the general formula where RI is alkyl; R2 is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Rs, which are used in the chemical industry. Known methods for producing alkyl derivatives of quinoline by reacting anilines with carbonyl-containing compounds (for example, aldehydes, ketones) in the presence of various condensates , their and yush oxide, their agents require the use of hard-to-reach starting materials. The purpose of the invention — to improve the process technology — is achieved by the fact that a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is Cz — Ce-alkyl, passed through an industrial vanadium catalyst (B-3) at 320–360 ° C, followed by isolation of the target product by known methods.5 Irimer 1. Synthesis of 2-methylquinoline (quinaldine). A mixture of 13 ml of nitrobenzene and 14 ml of ethyl alcohol is passed through a B-3 vanadium catalyst heated to 320 ° C, but partially activated by hydrogen for 1 hour at 350–380 ° C. An oily layer is separated from the catalyzate consisting of two layers, distilled, and 4.6 ml (35%) quinaldine are obtained, i.e. bale. 246-249 ° C, so pl. picra-15 and 191–192 ° C. Found,%: N 9.92; 10,13.CioHgN. Calculated,%: N 9.79. In Examples 2-5, tabulated, 20 experiments were carried out, as in Example 1, using in each case 13 ml of nitrobenzene and different amounts of alcohols and skips the reaction mixture is heated to a certain temperature vanadium catalyst B-3. 25 The results are shown in the table. |
Country Status (1)
Country | Link |
---|---|
SU (1) | SU435239A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2504540C2 (en) * | 2012-01-10 | 2014-01-20 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Method of producing 2- and 2,3-substituted quinolines |
-
1972
- 1972-10-20 SU SU1838844A patent/SU435239A1/en active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2504540C2 (en) * | 2012-01-10 | 2014-01-20 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Method of producing 2- and 2,3-substituted quinolines |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2514961A (en) | Recovery of aldehydes | |
ES291987A1 (en) | Catalytic process for the preparation of nitriles | |
Feuer et al. | The Nitration of Cyclic Ketones with Alkyl Nitrates1 | |
SU435239A1 (en) | A method for producing quinoline alkyl derivatives. The invention relates to a method for producing quinoline alkyl derivatives of the general formula where RI is alkyl; R2 is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Rs, which are used in the chemical industry. Known methods for producing alkyl derivatives of quinoline by reacting anilines with carbonyl-containing compounds (for example, aldehydes, ketones) in the presence of various condensates , their and yush oxide, their agents require the use of hard-to-reach starting materials. The purpose of the invention — to improve the process technology — is achieved by the fact that a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is Cz — Ce-alkyl, passed through an industrial vanadium catalyst (B-3) at 320–360 ° C, followed by isolation of the target product by known methods.5 Irimer 1. Synthesis of 2-methylquinoline (quinaldine). A mixture of 13 ml of nitrobenzene and 14 ml of ethyl alcohol is passed through a B-3 vanadium catalyst heated to 320 ° C, but partially activated by hydrogen for 1 hour at 350–380 ° C. An oily layer is separated from the catalyzate consisting of two layers, distilled, and 4.6 ml (35%) quinaldine are obtained, i.e. bale. 246-249 ° C, so pl. picra-15 and 191–192 ° C. Found,%: N 9.92; 10,13.CioHgN. Calculated,%: N 9.79. In Examples 2-5, tabulated, 20 experiments were carried out, as in Example 1, using in each case 13 ml of nitrobenzene and different amounts of alcohols and skips the reaction mixture is heated to a certain temperature vanadium catalyst B-3. 25 The results are shown in the table. | |
US2523580A (en) | Production of alkyl pyridines | |
JPS5636451A (en) | Production of indole | |
Brannock et al. | The Preparation of 4-Pentenenitriles and 3, 4-Pentadienenitriles from N-(2-alkenyl)-and N-(2-alkynyl) Amides | |
EP0010235B1 (en) | 2-propylpent-4-en 1-al and process for its preparation | |
US2948756A (en) | Terephthalaldehyde preparation | |
US2110199A (en) | Tertiary nonaromatic amines and methods for producing same | |
US3020282A (en) | Process of preparing quinoline | |
Exner et al. | α-(N-Alkylamino)-nitriles | |
US2653964A (en) | Preparation of nitriles and catalysts therefor | |
US2456378A (en) | Process of synthesizing carbazole | |
US3020281A (en) | Method of preparing quinoline | |
US4028362A (en) | Process for the preparation of quinolines | |
US2123556A (en) | Aliphatic halogen-nitro-alcohols and process of preparing them | |
US3020280A (en) | Quinoline synthesis | |
Choby Jr et al. | Trimethylsilyl derivatives of salicylic acid | |
US2439204A (en) | Para-acetylbenzyl compounds | |
SU476253A1 (en) | The method of obtaining-chloromethacrylonitrile | |
US1711020A (en) | Basic ether of resorcinol | |
JPS6193143A (en) | Production of diphenylalkene | |
SU548602A1 (en) | The method of obtaining 2,6-dicyanopyridine | |
SU476255A1 (en) | Method for preparing 2-substituted 1,3 dioxepans |