SU363244A1 - USSR Priority 29.XI.I966, No. F 50793/1 Vcj / 120, - Google Patents

Description

METHOD OF OBTAINING BENZOLSULPHONYLMOLOVA

12

The invention relates to a method for producing benzenesulfonylurea in a general formula:

Have

 VCO-NH -, SOs-NH-CO-NH-R

. .N.f

OR its salts, where K. is a lower alkyl residue, preferably methyl or lower alkenyl; X is hydrogen, fluorine, chlorine or bromine, preferably chlorine, a lower alkyl residue, preferably methyl or lower alkoxy, preferably a methoxy residue; - eidomethylene cyclohexyl, endomethylenocyclohexeyl, endoethylene cyclohexyl, endo ethylene cyclohexenyl. Deputy X is located in the 4th or mainly in the 5th position with respect to the urea group. Lower alkyl, lower alkenyl or lower alkoxy residue contains from 1 to 4 carbon atoms in a straight or branched chain.

The resulting compounds can be used as biologically active substances. A known method of acylation of primary amides of acid halides of acids in the presence of a base that neutralizes hydrogen chloride, which is formed in reaction.

The proposed method is that in

10 benzenesulfonylurea of the General formula:

HaN-CHg-CH, -H / V SOz-NP-CO-NH-H

-

where R is as above, the remainder is entered

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where X at R - have the above value. The aminoethylbenzene sulfonylurea is acylated by, for example, reacting it with an appropriately substituted halide, anhydride, mixed anhydride, m, ester of benzoic acid, and the halogen atom can be introduced into the benzene ring of the benzamide group

conversion of the acylation reaction. The proposed method allows to obtain a new benzenesulfonylurea, which has valuable properties.

Example. 6.7 g (p-a.mnnoethyl) - benzene sulfone. And l - N - (2.5 - endomethylencyclohexyl) - urea is heated with 3.6 g of pyridine and 3.7 g of 2-methoxy - 5 - chlorobenzonylchloro to chlorofor .me for 6 hours with stirring at 40 ° C. After concentration in vacuo, the residue is taken up in 0.5% a: m miak. The ammonium alkaline solution is acidified and the residue is recrystallized from methanol / dimethylformamide.

Get (p-; 2-methoxy-5-methyl | benzamido-ethyl) - benzenesulfonyl - N (2.5 endomethylene liglohexyl) - urea with so pl. 191 -193 ° C.

Prev Invention

The method of producing benzenesulfonylurea of the general formula:

Y-CO-NH- CH CH9 QR

OR its salts, where R is a lower alkyl residue, preferably methyl or lower alkenyl; X is hydrogen, fluorine, chlorine or bromine, predominantly chlorine, a living alkyl residue, preferably methyl or lower alkoxy, is predominantly methoxy, and the substituent X is in 4-o, m or 5-position with respect to the carba-amide group; R. - endomethylenocyclohexyl, endomethylenocyclohexenyl, eidoethylencyclohexyl, endoethylencyclohexenyl, differing / about SQ2 - NH - CO - MM -

The following is that benzenesulfonylurea of the general formula:

NAY- CRg. - SNg S02-NH-CO-NH-B

where R is as defined above, is acylated, for example, with an acid halide or a substituted acid, and the target product is isolated as a free compound or salt in a known manner.