Production method for sulfamide

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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540215, 540312, 540222, 540350, 548544, 548552, C07D49900

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active

055391028

ABSTRACT:
The method for producing a sulfamide according to the present invention includes the step of reacting an alcohol and an oxycarbonylsulfamide compound in the presence of a trivalent phosphorus compound and an azodicarboxylic acid derivative. In one embodiment, the sulfamide is represented by Formula I, the alcohol is represented by Formula II, and the oxycarbonylsulfamide compound is represented by Formula III:

REFERENCES:
Osikawa et al, "Dialkyl Phosphonate-Promoted Reaction of Alcohols With Diethyl Azodicarboxylate and Triphenylphosphine: Preparation of Diethyl 1-Substituted-1,2-Hydrazinedicarboxylate", Shizuoka Daigaku, Kogakubu Kenkyu Hokoku 1984, 35. 37-40, Chem Abstract 103: 142095d.
Grynkrewicz et al, "Reaction of 1,2:3,4-di-O-Usopropylidene-alpha-D-Galactopyranose With Dialkyl Azodicarboxylate in the Presence of Triphenylphosphine". Bulletin De L'Academie Polonaise Des Sciences, Series. des Sciences Chimiques, vol. XXIV, No. 2, 1976, Chem. Abstract 85:333 13n.
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G. W. Muller et al, J. Org. Chem. vol. 54, No. 18, 1989, pp. 4471-4473 "A General Synthesis of 4-Substituted 1,1-Dioxo-1,2,5-Thiadiazolidin-3-ones Derived from alpha-amino Acids".
B. Unterhalt et al, Arch. Pharm. (Weinheim) 321, 375-376, 1988, "2,4-Disubstituierte 3-Oxo-1,2,5-thiadiazolidin 1,1 dioxide".
C. H. Lee et al, Journal of Pharmaceutical Sciences, vol. 79, No. 8, Aug. 1990, pp. 716-718 "Anticonvulsant Properties of 3-Oxo-and 3-lmino-4-substituted 1,2,5-thiadiazolidine 1,1-Dioxides".

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