SU1502569A1 - Method of producing 3.6-diformyl-9-methylcarbasole - Google Patents

Abstract

The invention relates to substituted carbazole, in particular, the preparation of 3,6-deformyl-9-methylcarbazole, an intermediate for the synthesis of electrographic materials. The goal is to increase the yield of the target product and the speed of the process. The latter is reacted with 3-formyl-9-methylcarbazole with POCI ₃ in the presence of p-bromoaniline at their molar ratio of 1: (8-10): 1 and 70 ° C. These conditions allow to increase the yield of the desired carbazole to 95-100% while reducing the process time by 4 times (up to 5-6 h). 1 tab.

Description

The invention relates to an improved method for the preparation of 3,6-di-formyl-9-methylcarbazole, which can be used as an intermediate product for the synthesis of electrophotographic components: -: materials.

The purpose of the invention is to increase the speed of the process and the yield of 3,6-deformyl-9-methylcarbazole due to the interaction of 3-formyl-9-methylcarbazole with chloroxys-phosphorus in dimethylformamide in the presence of bromanyl 1-sha with a molar ratio of 3-formyl-9-methylcarbamide. basol: p-bromoaniline: phosphorus oxychloride (Jurassic equals 1: 1: (8-10).

Example. 3,6-diformnn-9-methyl-carbazole (DFK),

In a three-necked round-bottomed flask, C1, abzhennuyu reverse choltnik, separating funnel, stirrer with a water seal, pour in a solution of 10 g (0.045 mol) 3- (|) or11; 1-9-metncar & azole (FC) and 7.7 g (0.045 mol a) p-bromo-aniline (BA) in 50 ml of dimethylformamide and stirred for 30 minutes. Then, for 40 minutes with constant stirring using a separating funnel, a freshly prepared Vilsmeier complex in the ratio FC: POC1 ,, equal to 1:10 is added dropwise to the reaction solution. The B1-1Smaier complex is prepared in this way: 41 ml of phosphorus oxychloride are poured into 45 ml of dimethylformamide with constant stirring and cooling. After the complex is added, the reaction temperature is raised to 70 ° C and the contents of the flask are stirred for 5 hours. The reaction solution is then poured into a beaker and neutralized with concentrated soda solution. The light brown precipitated precipitate is filtered off, washed with two portions of 50 ml of water each and purified by precipitating from benzene to hexane. Cleanliness

ate

SD SP

31502569

the product is checked by thin layer chromatography. Output 98%, so pl. 212 ° C.

Calculated,%: C, 76.49; H 5.18; N 5.58; .0 12.75.

Found,%: C, 75.29; H 5.10; N 5.49; About 12.55.

All subsequent syntheses were carried out in a similar manner, the conditions of the syntheses are presented in the table. Thus, the implementation of the proposed method allows to increase the yield of the product to 95-100% and reduce the duration of the process by 4 times.

Claims (1)

Invention Formula The method of obtaining 3,6-deformyl-9-α-methylcarbazole by reacting a carbazyl derivative with phosphorus oxychloride in dimethylformamide with heating, characterized in that, in order to increase the yield of the target product and increase the process, Z-formyl-9 is used as a carbazole derivative - -methylcarbazole and the process is carried out at 70 ° C in the presence of p-bromoaniline at a molar ratio of 3-formyl-9-methylcarbazole: p-bromoaniline:: phosphorus oxychloride, equal to 1: 1: (8-10 /. Compiled by I. Bocharova Editor N. Lazarenko Tehred M. Didyk Proofreader M. Vasilyeva Order 039/32 Circulation 352 VNIIPI State Committee for Inventions and Discoveries at the State Committee on Science and Technology of the USSR 113035, Moscow, Zh-35, Raushsk nab. 4/5 Production and publishing plant Patent, Uzhgorod, st. Gagarin, 101 Subscription