الفهرس 
Acknowledgementيوجد فقط 14 صفحة متاحة للعرض العام
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المستخلص
The synthesis of N-substituted aminosulphonic acids by the reaction of propanesultone-(l,3)(XXXV) with amino-compounds, is described, The sulphonic acids (XXXVI-XXXIX) are prepared through the reaction between propanesultone-(l,3) and m-anisidine, 2,5-xylidine, 4-amino-3-nitro-toluine, p-chloro,p-bromo,p-iodoaniline, 1,8-diaminonaphthalene and 3,5-dichloro-l,4-phenylenedi-amine, respectively* (XXXV) reacts similarly with alipha¬tic amino-compounds, namely n-tetradecylamine, 2-amino-5-diethylaminopentane to give the sulphonic acids (XL) and (XLI), respectively. Heterocylic amino-compounds, exempli¬fied by 3-amino-5-methyl-isoxazole, 2-amino-5-mercapto-1,3»4-thiadiazole and 4-amino-antipyrene react similarly with (XXXV) yielding the corresponding sulphonic acids (XLII-XLIV), respectively. T)ie sulphonic acids (XXXVT-XLIV) are water soulble and exhibit remarkable acidity towards Na2CO-.
The sultarns (La,b), (LI), (LII,a,b,c) and (LIII) were prepared by cyclization of the corresponding sulphonic acids (XLIX a,b), (XL), (XXXVII a,b,c) and (XXXVic),respec¬tively with boiling POCl^. In order to prepare unsaturated sultarns, 2,4-dimethyl-l,3-butadienesultones-(l,4) (LIV) is allowed to react with primary amines to give the correspon¬ding N-substituted-3,5-dimethyl-l,3-butadienesultara-(l,4)•-
Thus, (LIV) reacts with 1,8-diaminonaphthalene, 2,5-di¬chloro-l ,4-phenylenediamine, 2-ethylaniline and 2-amino-4-methy1-1,3-pyrimidine yielding the corresponding sult-ams (LVI-LIX), respectively.
Phenyldrazine reacts with (XXXV) to give the sulph¬onic acid (LX). This reaction of (XXXV) with acid hydra-zides has been also investigated. Thus, when the sultone (XXXV) is allowed to react with phenylacetic acid hydrazide, benzoic acid hydrazide, p-anisic acid hydrazide, p-chloro-benzoio acid hydrazide, o-,m-,p-tolic acid hydrazides and salicylic acid hydrazide to give rise to the corresponding H-substituted hydrazino propane-l-sulphonic acids (LX1-1XIII), respectively. The sulphonic acids (LXI a,c) and (1XIII) are very hygroscopic, so they were seperated in the form of potassium salts.
In an attempt to carry out the reaction between acid hydrazide and 2,4-dimethyl-l,3-butadienesultone (1,4)(LIV), the nature of the product depends on the reaction conditions. Tt the reaction is carried out by fusion or in non-polar solvent, the corresponding sultarn is obtained. When the reaction is carried out in polar solvents, such as alcohols the reaction tackes place in a different manner so that either the corresponding amino sulphonic acid (LXV) or the hydrazino derivative (LXVI) is obtained..Thus, (LIV) reacts with o-tolic acid hydrazide, p-tolic acid hydrazide, p-anisic acid hydrazide, p—nitrobenzoic acid hydrazide, p-chloro-bensoic acid hydrazide, phenylacetic acid hydrazide and
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3-hydroxy-2-naphthoie acid hydrazide by fusion or in boiling xylene to give the corresponding sultams (LXVII-1XIX), respectively. (LIV) reacts with phenylacetic acid hydrazide, p-tolic acid hydrazide, isonicotinic acid hydrazide and p-nitrobenzoic acid hydrazide in boiling ethanol yielding the corresponding acids (LXX-LXXIII), respectively. (LIV) reacts in boiling n-butanol with o-tolic acid hydrazide, rn-tolic acid hydrazide, salicylic acid hydrazide, p-anisic acid hydrazide and p-nitrobenzoic acid hydrazide to give rise to 4N~hydrazino-2,4-dimethyl-l,3-butadiene-l-siilphonic acid (LXVI) together with the butyl ester of the corresponding acid.
The previous work described the reaction of sultones with primary amines to yield either the sulphonic acid or the corresponding sultams. It has been found also that propanesultone-(l,3) reacts with secondary and tertiary amines yielding the corresponding inner salts of the type ^N-(C}^ )j-SOy Thus, (XXXV) reacts with triethylamine, diethylamino-ethanol, triethanol amine, N-methylpiperidine, 2-methylpyridine, 3-methylpyridine, caffeine, papaverine and ephiderine in boiling acetone to give the inner salts (LXXIV-LXXXII) , respectively.
Bromination of some N-substituted propanesultam-(l,3) is studied to locate the position at which the bromine atom attacks the sultam molecule. Propanesultone-d, 3) reacts
with om-,p-toluidine, o~,p-anisidine, o-,m- and p-aminohenzoic acid yielding the amino sulphonic acids (LXXXV a-h), respectively. The sultams (LXXXVI a-f) were obtained by cyclization of the corresponding sulphonic acids (LXXXV) by boiling with POCl^. Bromine reacts with (LXXXVI a,b,c,f) yielding the monobromosultam3 (LXXXVII a-d), respectively.
The structure of the produced compounds was confirm-
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ed, beside analytical data, by infared and H-n.m.r. spectroscopy. The mulluscicidal activity of some selected c mpounds have been tested and pronounced activity has been found.