Bart Reaction; Scheller Modification

H. Bart, DE 250264 (1910); DE 254092 (1910); DE 264924 (1910); DE 268172 (1912); Ann. 429, 55 (1922); E. Scheller, GB 261026; A. W. Ruddy et al., J. Am. Chem. Soc. 64, 828 (1942).

Formation of aromatic arsonic acids by treating aromatic diazonium compounds with alkali arsenites in the presence of cupric salts or powdered silver or copper; in the Scheller modification primary aromatic amines are diazotized in the presence of arsenious chloride and a trace of cuprous chloride:



The modified Bart reaction can be applied to the formation of arylstibonic acids:



C. F. Hamilton, J. F. Morgan, Org. React. 2, 415 (1944); G. O. Doak, H. G. Steinman, J. Am. Chem. Soc. 68, 1987 (1946); K. H. Saunders, Aromatic Diazo-Compounds and Their Technical Applications (London, 1949) p 330; W. A. Cowdry, D. S. Davies, Quart. Rev. 6, 363 (1952).