SU482086A1 - The method of obtaining derivatives of 1-α-amino 1,2,3,4-tetrahydrocarbazole - Google Patents

Description

The invention relates to the field of obtaining new derivatives of 1, 2, 3, 4 - tetrahydrocarbazole, which can be physiologically intermediate compounds in the synthesis; active substances. In the literature, derivatives of 1 - amine -1, 2, 3 - 4 - tetrahydro - 9 - methyl - carbazole of the general formula 8 tfii NHj-HCl obtained by reduction of the corresponding oximes 1 - keto - 1, 2, 3, 4 - tetrahydro - 9 -methylcarbazole. However, there is no information on the preparation of tetragadrocarbazole of the general formula It is CHj NH-H where R is formyl or methyl; R and R are hydrogen, methyl, halo, alkoxy and carboxy groups. According to the invention, a method is proposed for preparing compounds of the general formula T, which consists in that the 1-keto-1, 2,3, 4-tetrahydro-9 methylcarbazole derivatives are reacted with ammonium carbonate in an excess of formic acid at 150-190 ° C, formed - the formyl derivatives are either isolated or, if necessary, subjected to reduction in a boiling organic solvent, for example tetrahydrofuran. The desired product is preferably in salt form. PRI me R 1. 1 - formylamino - 1, 2, 3, 4 tetrahydro - 9 - methyl - carbazole. In a cold-bottomed flask, 100 ml (2 mol) of 85% formic acid are gradually added to 55 g (0.57 mol) of ammonium carbonate. The resulting solution is then slowly heated to 160 ° C. In this case, excess formic acid is distilled off. 35 g (0.175 mol) of I - keto - 1, 2, 3, 4 tetrahydro - 9 - methyl - carbazole are added to the formed ammonium formate, and the reaction mixture is heated at 160-165 C. The reaction is accompanied by the release of acid, carbon dioxide and ammonia. As the reaction proceeds, the reaction mixture becomes monobody, its temperature rises to. 175-180 ° C. At this temperature, the reaction mass is incubated for 7 hours, cooled