A number of experiments were also made to see if the yield could be increased be employing a modification of the “Schotten-Baumann Reaction”[25] for the formation of anilids. For this purpose an etherial solution of the chloride was added to a like solution of aniline in which was suspended finely powdered anhydrous potassium carbonate. The proportions of the substances were those demanded by the equation COCl CO.NH.C₆H₅ / / C₆H₃——SO₂Cl + 2C₆H₅NH₂ + 2K₂Cl₃ = C₆H₃——SO₂NH.C₆H₅ + 2KCl + 2KHCO₃ \ \ NO₂ NO₂ Very little anilid was, however obtained, but in its place a substance soluble in water, of acid reaction capable of forming salts and yielding several well characterized derivatives. I hope to investigate this reaction more fully at some future time. [25] Ber. XVII-2545; XXIII, 3430. * * * * * The anilid is rather sparingly soluble in alcohol, from which it is deposited on cooling in very small needles. These melt, as stated by Gray, at 222°. It is also soluble in chloroform and glacial acetic acid, but does not form well defined crystals from any solvent. It dissolves in dilute alkali from which solution acids precipitate it unchanged. * * * * * The anil is also soluble in alcohol, glacial acetic acid etc. It crystallizes in much better-formed crystals than does the anilid. These melt at 188°. On boiling the anil with aniline for a time, it is converted into the anilid CO / \ / N.C₆H₅ CO.NH.C₆H₅ / / / C₆H₃——SO₂ + C₆H₅NH₂ = C₆H₃——SO₂NH.C₆H₅ \ \ NO₂ NO₂ In none of these reactions was any infusible anilid observed. IX. The Action of Phosphorus Oxychloride upon the Fusible Anilid. Hunter[26] found that when either of the anilids of orthosulphobenzoic acid were treated with phosphorus oxychloride, or similar dehydrating agents, a molecule of water was abstracted with the formation of a new substance. A careful study of the compound led to the belief that it was a dianil, and that its formation and structure could be represented by the equation C=N.C₆H₅ / \ CO.NH.C₆H₅ / \ / / .N.C₆H₅ C₆H₄ = C₆H₄ / + H₂O. \ \ / SO₂NH.C₆H₅ SO₂ A corresponding study of the fusible anilid of paranitroorthosulphobenzoic acid was undertaken.