SU201380A1 - METHOD OF OBTAINING 5-ALCOXIBENZYLTIOLOLKARBAMATOV - Google Patents

Description

A known method for the preparation of chlorobenzylthiolcarbamate, the interaction of chlorobenzylmercaptans with dinalkylcarbamoyl chlorides, or the interaction of chlorobenzyl chlorofer acid esters with mono-OR dialkylmino. The present invention relates to a process for the preparation of analogous compounds b-alkoksibenziltiolkarbamatov general formula: NCS-CHo where R and R - alkyl or alkpl, X-H, halo or nitrogrupla, alkoksibenzilhloridoB reacting with substituted ammonium salts -aLKiltiolkarbaminovyh A acid in an inert medium solvent when heated. The resulting compounds can be used as acaricides. Example 1. A / 1L-diethyl-5- / g-methoxybenzylthiocarbamate. The mixture is heated at 50-60 ° C for 3 hours, the precipitate of diethylamine hydrochloride is filtered off, the benzene solution is washed with water, dried, evaporated and 17 g of product is obtained (yield 93%), b.p. 125-7 ° / 15 mm, p :; 1.5525, df 1.1072. Calculated,%: S 12.65; N 5.54, Found,,%: S 12.66; 12.78; N 5.34; 5.38. Example 2. L-propyl-5-β-ethoxybenzylthiolcarbamate. 10.5 g of propyl ammonium salt of propyl thiocarbamic acid are placed in a reaction flask, 8.5 g of ethoxybenzyl chloride in benzene H are heated for 3 hours at 50-60 °. The precipitate is filtered off, the benzene solution is rinsed with water, dried, the benzene is distilled off. Obtain 10.5 g of a white crystalline substance (yield 83%), so pl. 86-88 ° C (from a mixture of acetone-petroleum ether). Calculated,%: C, 61.66; H 7.51; -N 5.54; S 12.65. CigHieNOgS. Found,%: C 61.78 and 61.58; H 7.86 and 7.91; N 5.52 and 5.40; S 12.50 and 12.15. Example 3. N-vop-by-il-S-n-me oxc benzylthiol carbamate.

benzene. The reaction mixture is heated for 3 hours at 50-55 °, the precipitate is filtered off, the benzene solution is washed with water, dried, and the benzene is distilled off. Obtain 8.3 g of crystalline product (yield 72%.), So pl. 35-36 ° C (from a mixture of acetone-petroleum ether).

Calculated,%: C, 61.66; S 7.51; N 5.54; S 12.65.

С1зН19ф25.

Found,%: C 61.90; H 7.71; N 5.82; S 12.35.

Example 4. L / -: propyl-5- (ha-methoxy-l / (chlorobenzyl) -thiolcarbamate.

8 g of the propylthiocarbamate nropylammo cya salt, 8 g of 3-chloro-4-methoxybenzyl chloride in benzene are placed in the reaction site, and the mixture is heated for 3 hours at 50-60 °. The precipitate is filtered off. The benzene solution is washed, dried, and benzene is distilled off. Obtain 11.8 2 crystalline product (-out 70%), so pl. 72-72.5 ° C (from the mixture of benzene-petroleum oil).

Calculated,%: N 5,12; S 11.70.

CiaNioCNOaS.

Found,%: S 5.23 and 5.25; N 11.35 and 11.23.

Example 5. L-methyl-5- (o-nitro-p-methoxybenzylthiolcarbamate.

In the reaction flask are placed 20 g of methyl thiocarbamate methyl thiocarbamate, 9 g of p-methoxy-o-nitrobenzyl chloride and 100 ml of benzene, heated for 3 hours at 50-60 ° C. The precipitate is filtered off, the benzene solution is washed, dried, and the benzene is distilled off. Obtain 12 g of substance (90%. Yield), so pl. 71-72 ° C (from a mixture of letrolene ether-benzene).

Calculated,%: N 10.94; S 12.50.

CioHiaNsOiS.

Found,%: N 10.45 and 10.31; S 11.87 and 11.85.

Example 6 L / -diethyl-5-g-ethoxybenzylthiolcarbamate.

8.5 g of diethylammonium salt of diethylcarbamic acid and 8.5 g of laraethoxybenzyl chloride in benzene are placed in a reaction flask and heated for two hours at BO. Washed with water, dried, benzene is distilled off. Receive 13 g of product (yield 96 ° / 0.14), t. Kip. 130-140 ° С, According to 1.5450, df 1.0850. Calculated,%: N 5.27; S 12.03. Ci4H2iNO2S. Found,%: N 5.31; 5.48; S 12.12.

Subject invention

Method for preparing 5-alkoxybenzylthiolcarbamate of the general formula

II

-OR

NC-S-CH

wherein alkyl or alkyl, halogen or nitro, characterized in that alkoxybenzyl chlorides are reacted with ammonium salts of alkylthiolcarbamic acids in an inert solvent medium when heated.