SU726089A1 - Method of preparing aralkylalkylsulfides - Google Patents

Description

(54) METHOD FOR OBTAINING ARALKYLALKYL SULFIDS

one

The invention relates to an improved process for the preparation of aralkyl alkyls of the general formula

R

ZSRi (I)

where R is hydrogen, or P-chlorine; Z-CHi2 or R-alkyl

C. -C.o. which can be used as physiologically active substances. A known method for the preparation of aralkylalkyl sulfides of the formula X, where R is hydrogen or chlorine; Z -

 alkyl C. —C2 by reacting the corresponding mercaptan with alkyl halide in an alcohol alkali medium, followed by boiling the reaction mixture for 9 h.

The desired product is obtained with the yield of 4O-5O% l.

The disadvantage of a positive test is the BGBtocoKHft output of the target product.

The aim of the invention is to increase the yield and expansion of the range of target products.

The goal is achieved by a method involving the use of an alkyl halide, which is that the aralkyl halide of the general formula

R tsp

Vzx t

where X is halogen; P and 1 have the indicated meanings, are reacted with thiourea in an alcohol medium with subsequent treatment of the resulting derivative; thiourea aqueous solution

5 alkalis and the obtained reaction mixture is reacted with an alkyl iodide of the general formula, where R is alkyl,

Preferred is the reaction of aralkyl halide with thiourea at the boiling point of the reaction mixture.

A distinctive feature of the method is the interaction of the ar.chlcalylsalamine with thiourea in an alcoholic medium with the subsequent treatment of the resulting prothiophenyl thiourea with an aqueous alkali solution and the interaction of the resulting reaction mixture with an alkylhydroxide. Earlier in the literature are the compounds of formula 11, where R is hydrogen or chlorine; methyl; T. 2p 2. The reaction of a benzyl halo-derivative with thiourea is carried out in an alcohol solution by heating on a water bath for 4-5 hours. Then the alcohol is distilled off, the residue is dissolved in 2N. NaOH. After cooling, methyl iodide is added to the solution and stirred for 9-10 hours at room temperature. The ether solution of the target product is washed with 2n alkali solution, water and dried. The yield of sulphides is 60-80%. The method allows the use of nzilisothiuronium salts, which are obtained by condensation of available and cheap benzyl chloride and thiourea derivatives, as a mercapto derivative. The decomposition of the benzylisothiouronium salt formed 5 with a solution of the silkworm is conducted in the presence of a halogen derivative at room temperature, which eliminates the presence of mercapto compounds in the free state and, therefore, reduces the formation of by-products. Example. o-Bromobenzylmethylsulfide. 7.6 g (0.1 mol) of thiourea and 50 ml of ethanol are charged to a flask with reflux condenser, heated to 75 75 80 CH, 6 O 74-75 / 5 43,4 O 43,60 CgH 523,1823,02 94-96 / 15 48,1648,10, Ob21,23 118-120 / 7 51,3051,19, 7414,28 117-118 / 1048,4148,58 Cgli ClS18,5518,30 129/30 C.148648.20 C, 0521.4 О 135-136 / 20 53.1052.9 CH CH CLS17,1617.37 bath of thiourea dissolution, 25 g (0.1 mol) of o-bromobenzyl bromia adhere in parts through the cold 1 enu 4-5 hours. Then the alcohol is distilled off to dryness and the residue in the flask is dissolved in 400 ml of 2N. CaOI, cool and pour 21.3 g (0.15 mol) of methyl iodide. The mixture is stirred for 9-10 hours at room temperature. The oily liquid is separated in a separatory funnel and the aqueous solution is extracted with ether. The ether extracts and the oily liquid are combined, washed with 2N. NaOK and water until neutral. The ether layer is separated and dried with calcined N02.50. The distillation yields 17.3 g of a colorless oily liquid, h 1.6O50; and 1.4653. P. rmmeR 2. -Phenethylmethylsulfide. 7.6 g (0.1 mol) of thiourea and 5 O ml of ethanol are heated in a water bath to dissolve the thiourea, 14.06 ml (OD mol) of phenethyl chloride are poured through a cooler and heated in a water bath for 4-5 hours. the alcohol and the residue are dissolved in 2OO ml of 2n. NaOH, cool and pour 21.3 g (0.15 mol) of methyl iodide. The mixture is stirred for 9-10 hours at room temperature. The ether solution is washed with 5O ml of 2n. NaOH, and then with water until neutral reaction, and get 10.9 g of the target product, P 1.5528; a2 ° 1,009. Similarly receive aralkyl alkyl sulfides presented in the table.

57260896

Claims (1)

The formula of the invention thiourea in an alcohol medium with after 1. The method of obtaining aralkylalkyl-treatment by treatment of the general sulfide-forming diurea-forming sulfate-forming solution with an aqueous solution RxjT-alkali and the resulting reaction mixture v у-Z $ ll / 5 are reacted with an alkyl iodine of the general formula Tl / fV, where R is an alkp where R is hydrogen, O-ti bromine or I-chlorine; C-Cd. Z-CHg or CH2CH2 / f-alkyl -C-C, c2, The method according to claim, characterized by the use of an alkyl halide, distinguished by the fact that aralkyl halides in order to interact with the thiourea by increasing the yield and expanding the assortment with the thiourea by tempering of target products, aralkyl halide-boiling of the reaction mixture, nid of general formula. Sources of information, j / - taken in the attention {later in the examination  -Z2i i-KicQ xl.Tlie diVection of seea s / vagre o uns-amwetr-icaB suE- .. where X is halogen; R and I have the indicated J. OG. Clieni., 31-1966, c-848 (protogenic, stipe interact),