SU420623A1 - METHOD OF OBTAINING CARBALCOXIMETHYL CYCLO-ALKYLSULPHIDES - Google Patents

Description

one

This invention relates to a process for the preparation of carbalkoxymethylcycloalkyl sulfides not previously described in the literature.

R - S - CH, - C - O - R.

II Oh

where R is cyclopentyl, cyclohexyl;

R - alkyl C3-Ce, which can be used as additives for oils.

A known method for preparing cycloalkyl sulfides is by reacting cycloalkenes with mercaptans of various structures. However, there is no information in the literature about the method of obtaining carbalkoxymethylcycloalkylsulphides, which at the same time possess valuable properties.

A method is proposed for the preparation of carbalkoxymethyl cycloalkyl sulfides of the above formula by reacting thioglycolic ester with cycloalkene with heating, preferably at 80-90 ° C, followed by isolation of the desired product by known methods.

The yield of the target product is 75-99%.

Example 1. Obtaining carbobutoxymethylcyclohexyl.

To 9 g (0.11 g-mol) of cyclohexene, 14.8 g (0.1 g-mol) n are added dropwise at room temperature. thioglycolic acid butyl ester. The reaction is accompanied by heat release. The mixture is heated with stirring to 80-90 ° C for 3 hours, then distilled. The yield of the target product is 19.6 g (85% of theoretical), T. ush. 115-116 ° C / 0.6 mm Hg. v .; df — 1.0103; p -1,4843.

MRn: found 65.09; calculated 65.07.

Found,%: C 62.33; H 9.80; S 14.09.

Ci2H22O2S

Calculated,%: C 62.56; H 9.63; S 13.92.

Examples 2-8. Under conditions analogous to example 1, thioglycolic esters are reacted with cyclopentene and cyclohexene. Carbalkoxymethylcycloalkylsulfides of the specified formula, obtained under the conditions of these examples, are listed in the table. 5 Subject of the invention 1. Method for producing carbaloxoxymethylcycloalkyl sulfides of the general formula R-S-CHj-C-O-R, O 6 where R is cyclopentyl, cyclohexyl; R is C3-Cd alkyl, characterized in that thioglycolic acid ester is reacted with cycloalkene when heated, followed by isolation of the target product by known methods. 2. A method according to claim I, characterized in that the process is carried out at 80-90 ° C.