By refluxing the mixture (molar ratio 1: 2) of melamine (M) and acetylsalicylic anhydride (A) for 3.4 hrs. in dioxane was yielded mono-ο-acetoxybenzoyl-M (1), mp 216-7°c. Saponification by refluxing (1) in a 10% aqueous solution of pyridine (P) for 15 mins. gave mono-ο-hydroxybenzoyl-M (2), mp 263°c (d). Crude di-ο-acetoxybenzoyl-M (4), obtained by ref luxing the mixture of (1) and (A) (molar ratio 1: 2) in dioxane for 15 hrs., was saponified by ref luxing for 15 mins. in (P) to give di-ο-hydroxybenzoyl-M (3), mp 304°c (d). Crude tri-ο-acetoxy-benzoyl-M (6), obtained by ref luxing a mixture of (4) and (A) in a molar ratio of 1: 2 for 30 hrs. in dioxane, was saponified by heating for 10 mins. in 5% aq. ammonia to give tri-ο-hydroxybenzoyl-M (5), mp 246-8°c (d). A pure (4), (mp 190-1°c) and a pure (6), (mp 172-4°c (d)) were obtained by acetylation of (3) and (5) with acetic anhydride, respectively. The products (1)-(6) are new compounds. The following azo dyes were synthesized from (2) ; sulf anilic acid→(2), p-nitroaniline-ο-sulfonic acid→(2), orthanilic acid alkali→J acid→(2), orthanilic acid alkali→γ acid→(2) and 2-aminophenol-4-sulfonic acid alkali→J acid→ (2), and the dyeing abilities of their methylol compounds for cotton andrayon investigated.
