Process for azoles (ring closure of nitro compounds)

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260304R, 260307D, 542442, 542455, 542466, 542474, 542476, 548305, 548325, C07D41306, C07D26354, C07D27760

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040740463

ABSTRACT:
Process for preparing known classes of 2-substituted azoles (I) and N-acylazolinones (II) by reacting carbon monoxide at elevated temperature and pressure in the presence of a cocatalyst composition, of which 5% palladium on carbon with a Lewis acid such as ferric chloride is representative, with a nitrogenous compound (III): ##STR1## to form the products (usually in admixture): ##STR2## where R is alkyl, alkenyl, aralkyl, aryl, styrl or ##STR3## R.sub.1 and R.sub.2 are hydrogen, alkyl, alkoxy, aryl, halo or, when taken together on adjacent carbon atoms, -CH.dbd.CH-CH.dbd.CH-; R.sub.4 may be alkyl, alkenyl, aralkyl, aryl, styryl, ##STR4## X is oxygen, sulfur or imino, Y is alkylene, alkenylene or arylene; and Z is nitro, azo or azoxy.

REFERENCES:
patent: 3461149 (1969-08-01), Hardy et al.
Elderfield, Heterocyclic Compounds, vol. 5, (1957), J. Wiley & Sons, N. Y., N. Y., pp. 507, 508.
Hardy et al. Tet. Letters 11 (1967) pp. 961-962.
Noller, Chem. of Organic Comps., W. B. Saunders Co., Philadelphia, 3rd ed. 1966, p. 42.

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