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.

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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
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alkyl
nitrobenzene
vanadium catalyst
quinoline
producing
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SU1838844A
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Russian (ru)
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Н. С. Козлов, В. Д. Пак, Л. В. Чуклинов , И. Н. Левашов Пермский сельскохоз йственный институт
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Priority to SU1838844A priority Critical patent/SU435239A1/en
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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.

SU1838844A 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. SU435239A1 (en)

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.

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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.

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Cited By (1)

* Cited by examiner, † Cited by third party
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

Cited By (1)

* Cited by examiner, † Cited by third party
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

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