SU520914A3 - Method for preparing benzocycloheptatiophenone derivatives or their salts - Google Patents

Description

or a salt thereof, consisting in that the compound of the general formula i, where R has the above values and the oxo group is in the 9 or iO position, is reacted with the compound of the general formula Y, where R and R, have the above values and Hal is halogen followed by isolation of the desired product as a base or salt. If R is halogen, then it means in particular chlorine or bromine. If Rj means halogen, it means, in particular, fluorine chlorine or bromine. Fluorine, chlorine or bromine may be used as the halogen substituents for the phenyl residue R. The compounds of the formula C with the compounds of the formula 111 can be reacted, for example, in an organic solvent which is inert under the reaction conditions, and preferably in the presence of a base, for example sodium or potassium carbonate, a highly polar solvent, for example phosphoric acid hexamethyltriamide, dimethyl sulfoxide, dimethylformamide, etc. The process temperature should preferably be kept low, for example, usually between room and GO C. Salts can be obtained from free bases by known methods and, conversely, free bases can be obtained from salts. Usually I get chlorohydrates or bromhydates. Example 1, 4. (l-benzyl-4-piperidylidene) -4H-benzo, 5} cyclohepta Il, 2-bl thiophene-1O (9H) -one 11.6 g 4- (4 piperidylidene) -4H-benzo 4 , 5 diclopeta fl, 2-bj thiophene-1O (9H) -one as a base, 12.5 g of anhydrous soda in 12O ml of hexamethylphosphoric acid at 25 ° C mixed with 6 g of benzichjporide. After eighteen hour stirring at room temperature, the mixture is stirred for another hour at 5 ° C. The reaction mixture is then diluted with J. l of water and the base is extracted with 5OO ml of benzene. The benzene solution is concentrated and the residue is recrystallized from isodronanol. 4- (1-benzyl-4-piperidylidene) 4H-benzo 4,5 uwKlopepta 1,2-b giofen-1O {9H) -one is obtained with m.p. 136-138 ° a. Example 2. 4- (l-Chlorobenzyl-4-piperidylidene) -4H-benzo 4.53 cyclohepta C1,2-b} thiophene-1O (9P) -one. 5.17 g of 4- (4-piperidylidene) -4H-benzo 4.51 cyclohepta l, 2-hStiofen-1O (9H) -one as a base, 5.56 g of anhydrous soda in 60 ml of hexamethyltriamide phosphoric acid at 2O- 25 C is mixed with 3.38 g of p-chlorobenzyl chloride. After stirring for eighteen hours at room temperature, the reaction mixture is diluted with 1 x 5OO ml of water and the base is extracted with 35 O ml of benzene. The benzene solution is concentrated and the residue is dissolved in 30 ml of absolute ethanol. An ethanolic solution of hydrogen chloride is added to this solution until a weakly acidic reaction and the hydrochloride, after keeping overnight at 0-5 ° C, is filtered and recrystallized from 85% ethanol. 4- - (1 -P-chlorobenzyl-4-piperidylidene) -4H- -benzo 4,5 3 cyclohepta l, 2- ти thiophene-O (9H) on-hydrochloride is obtained with m.p. 269-273 ° С (with decomposition). Example 3. 4- (1-Diphenylmethyl-4-piperidylidene) -4H-benzo 4,5} cyclohepta 1,2-b, Thiophene-1O (9H) -one. To a mixture of 1.8 g of anhydrous sodium carbonate and 3, Og4- (4-piperidylidene) -4H-benzo 4,5 cyclohepta 1,2-6 thiophene-10 (9H) -one in 15 ml of dimethylformamide is added dropwise 2 , 8 ml of diphenylchloromethane at room temperature. The reaction mixture is stirred for 4.5 hours at TO, cooled.