SU883022A1 - Method of preparing 1-thioethyl-1-alkoxymethanes - Google Patents

Description

() METHOD OF OBTAINING 1-THIOETHYL-1-ALKOXYMETHANES

one

The invention relates to a new process for the preparation of 1-thioethyl-1-alkoxymethanes of the formula

(P

CjHsSCHjOR

where R is methyl or ethyl, which are used as stabilizers of chlorohydrocarbons or as solvents in the manufacture of paint and varnish coatings.

A known method for the preparation of compounds of Formula 1, where R is alkyl, is that the chloroalkyl ether is reacted with the corresponding sodium mercaptide. The process is carried out by slow displacement. components with cooling to O. C. The yield of the target product is about 50%

The disadvantage of the known method is the relatively low yield of the target products.

The purpose of the invention is to increase the yield of the target product.

The goal is achieved according to the method. to obtain 1-thioethyl-1-alkoxymethanes of the formula I, dithioethylmethane (C2H5S) jCH23 is reacted with the appropriate dialkoxymethane (ROCHjOK) at a molar ratio of initial reagents equal to 0, J1, respectively, in the presence of boron trifluoride etherate (BFj 0, 0) J1, respectively. ) or ferric chloride, or cation-exchange resin KU-2 in the H - form (styrene and divinylbenzene copolymer, sulfonated) at 20-304.

Claims (3)

The process takes 8-10 hours. The desired product is isolated by a known method. 20 The catalyst is filtered off and the reaction mixture is subjected to vacuum rectification. The yield of the target product BO-8 {)%. . 3 Example. In a flask equipped with a mechanical stirrer, a thermometer and a reflux condenser, 27.2 g (0.2 mol) of dithioethylmethane, 15.2 g (0.2 mol) of dimethoxymete per and 1.7 g of KU-2 in the form are placed. The reaction mass is stirred for 8 h at 20 ° C. Then, the ationite a is filtered off. The mixture is subjected to vacuum rectification. 1.8 g (yield 70%) of 1-thioethyl-1-methoxymethane with a boiling point of 102 ° C are obtained, and, 7,. Found,%: C 5.2, H 9L; About .S S30, l. S. Calculated, t: С 5.3, Н 9.5v О 15 S30, 2. Example2. Similarly to the example, 13.6 g (0.1 mol) of dithioethylmethane and 15.2 g (0.2 mol) of dime toximethane are used. The reaction temperature is 20 ° C. 12.7 g (yield 60) of 1-thioethyl-1-methoxymethane are obtained; And p and m e. P 3. Analogously to Example 1, 20, g (0.15 mol) of dithioethylmethane, 15.2 g (0.2 mol) of dimethoxymethane are used. Boiling point: 20 ° C. 13.1 g (65% yield) of 1-thioethyl-1-methoxymethane are obtained. An example. As in Example 1, 27.2 g (3.2 mol) of dithioethylmethane, 15.2 g (0.2 mol) of dimethoxymethane are used. Temperature Reac- of Get 1A, 8 g (yield 70% 1-thioethyl-1-methoxymethano Example 5. Analogously to example 1, use 27.2 g (0.2 mol) of ethyl methane, 15.2 g (0.2 mol) of dimethoxymethane. Temperature 15 g (yield 73%) of 1-thioethyl-1-methoxymethane are obtained. Example 6 Analogously to example 1, 0.2 mol of dithioethylmethane and diethyloxymethane are used. The reaction temperature is 30 ° C, duration 2, 8 5 h, BF catalyst, - O,) (o, wt.%;) Using preparative chromatography, the following was isolated, g (yield 60%) of boiling point 1-thioethyl-1-ethoxymethane. (yield 60%), And 1 ,, oCl, 1,0138, Found,%: C “EE; And 10, OJ O 13 ,, S 2b, 6. SeN, 0 S. Calculated,%: C 50.0; H 10.1} O 13.3i 526.7. PRI me R 7. Analogously to example 1, 0.2 mol of dithioethylmethane and dimethoxymethane are used. The catalyst reaction FeClj (0.8 wt.%). The reaction temperature, duration 10 hours. Obtain 17.0 g (yield 80%) of thioethyl methoxymethane. Physico-chemical constants and spectral characteristics are consistent with the data of Example 1. Formula of the invention Method for producing 1-thioethyl-1-alkoxymethanes of the formula C HjSCH OH (I) where R is methyl or ethyl, in order to increase the yield of the target product, Dithioethylmethane is reacted with the appropriate dialkoxymethane with a molar ratio of initial reagents equal to 0.51 1, respectively, in the presence of boron trifluoride or ferric chloride etherate or KU cation-exchange resin as an aprotic catalyst -2 in Nform at 20-30 C. Sources of information taken into account during the examination 1, Pokonova Yu.V. Halo esters. M.-L., Himi, 1966, p. 41 C prototype).