Method for preparing azines and hydrazones

Details Method for preparing azines and hydrazones Method for preparing azines and hydrazones

1975-02-07

1976-08-03

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260295R, 260295AM, 260296R, 2603451, 2603461R, 2603459, 260465E, 2604654, 2604655R, 260333, 2603457, 260468J, 2603473, 2603477, 260471R, 260482R, 260514J, 260518R, 260518A, 260519, 260534R, 260534M, 260558A, 260558D, 260559A, 260561A, 260566B, C07C10900

Patent

active

039728781

ABSTRACT:
Ammonia and aldehydes or ketones are selectively oxidized by hydrogen peroxide to the corresponding azines when they are reacted in the presence of both (a) an amide of a carboxylic acid having a pK greater than about 4.3 and (b) a co-catalyst having the general formula H--X--Y=Z, wherein H is hydrogen, X and Z are each an atom of oxygen or nitrogen and Y is an atom of carbon, nitrogen, arsenic, antimony, phosphorus, sulfur, selenium or tellurium; the atoms of X, Y, and Z carrying other substituents necessary to obey the rules of valence. Preferred co-catalysts include di(alkali metal) hydrogen phosphates, lower dialkyl phosphate esters, bicarbonates and p-toluene sulfonic acid. When 1.degree. or 2.degree. amines are also present, hydrazones are also formed along with the azines. Uses of the resultant products include their hydrolysis to hydrazines with recycling of aldehyde or ketone.

REFERENCES:
schirmann et al., Tetrahedron Letters, No. 7 pp. 635-636 (1972).
Mathais et al., Tetrahedron Letters, No. 6 pp. 529-530 (1972).

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