Preparation and uses of N-methylnitrone

Details Preparation and uses of N-methylnitrone Preparation and uses of N-methylnitrone

1997-06-12

1999-04-06

Geist, Gary

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564355, 564298, 564299, 548240, C07C21300

Patent

active

058921176

ABSTRACT:
Oxidation of secondary amines with hydrogen peroxide and sodium tungstate is reported to give good yields of nitrones. However, when using dimethylamine in this manner, a considerable amount of N,N-dimethylformamide was produced as a co-product. To more selectively produce N-methylnitrone from dimethylamine, a two-step process is used which comprises (a) mixing together dimethylamine and a peroxidic compound, and subjecting the resultant mixture to reaction conditions effective to form a reaction mixture in which N,N-dimethylhydroxylamine has been formed; and (b) mixing together (i) reaction mixture from (a), (ii) a peroxidic compound, and (iii) a transition metal-containing oxidation catalyst, and subjecting the resultant mixture to reaction conditions effective to form a reaction mixture in which N-methylnitrone has been formed. Highest yields of N-methylnitrone are achieved by conducting step (b) at a pH in the range of 7 to about 12, and at a temperature in the range of about -10.degree. to about 100.degree. C.

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