Abstract
Reaction of propane-1,3-sultone with amines gave N-substituted aminosulphonic acids2a−i. Dehydration of2a−c with POCl3 gave the corresponding sultams3a−c. Propane-1,3-sultone1 reacted with tertury amines to give the betaiene salts4–11. 2,4-Dimethyl-1,3-butadiene-1,4-sultone12 condensed with amines to give N-substituted-2,4-dimethyl-1,3-butadiene-1,4-sultams13a and13b. The reaction of3a, 13a with hydrazine hydrate gave acid hydrazides3d or13c. Compounds3d, 13c reacted with isocyanates to yield urea derivatives14a−c, 15a−c.
Similar content being viewed by others
Literature Cited
Zeid, F.I. and Ismail, I.I.: Reaction with 2,4-dimethyl-1,3-butadiene-1,4-sultone.J. Prakt. Chem. 314, 367 (1972).
Zeid, F.I., Ismail, I.I. and Helferich B.: Synthesis of N-substituted aminosulphonic acids.Liebigs Ann. Chem. 761, 118 (1972).
Zeid, F.I., Ismail, I.I., Abd El-Bary H. and Abd El-Azeem F.: Reaction of sultones with hydrazine derivatives.Liebigs Ann. Chem. 481 (1987).
Nawito, M.F., Zeid, F.I. and Ismail, I.I.: Investigation on the antibacterial effect of some synthetic sulpher compounds.Egypt. J. Vet. Sci. 10, 107 (1973).
The Merck Index:An Encyclopedia of chemicals, drugs and biologicals, 10 ed., Merck and Co. Inc., Rahway N.J. U.S.A. 8875 (1985).
Edward, D. W.: Pesticidal tricyclic sultones. (to Hooker Chemical Corp.)U.S. 3,218,230 (Cl 167-33) Nov. 16 (1965).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Ismail, I.I. Synthesis of sulphonic acids and sultam derivatives. Arch. Pharm. Res. 13, 1–4 (1990). https://doi.org/10.1007/BF02857824
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02857824