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.C₆H₅CO.NH.C₆H₅
///
C₆H₃—SO₂ + C₆H₅NH₂ = C₆H₃—SO₂NH.C₆H₅
\\
NO₂NO₂
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.C₆H₅SO₂
A corresponding study of the fusible anilid of paranitroorthosulphobenzoic acid was undertaken.
The method employed in this study was as follows. A tubulated retort of convenient size was fused onto the inner tube of a small condenser. This was done to avoid connections, which are nearly always attacked by the oxychloride. Another satisfactory plan is to have the neck of the retort of the same size as the inner tube of the condenser. The ends are placed in contact, and the tubes bound in position by wrapping with asbestos paper. Over the joint so made, a tight rubber tube is drawn.