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2-Phenyl-2,1,3-triazoIe-4-carboxaldehyde (I) was first synthesized by von Peohmann (1) who treated the hydrazoxime (II) HC=N-OH C=N-NH-C.HS HC=NOH(II) with phosphorus pentachloride, or boiled it with acetic anhydride. These methods produced the oxime of (I) in 20 to 25% yields. An alternative procedure was to heat the monoacetate of (II) with dilute sodium carbonate which produced a 50% yield of the oxime of (I).A much more satisfactory method was discovered in 1944 by Hann and Hudson (2), who isolated (I) in connection with the proof of structure of "phenyl-n-

A number of 2‐imidazolines have been hydrolyzed in basic 95% ethanol, and the activation energies and half‐lives of these reactions have been determined. The reactions are base catalyzed and lead to the formation of amides through fission of the ring between positions one and two. The reaction rates are strongly influenced by various ring substituents.

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