メラミン誘導体に関する研究 (第3報) : クロル安息香酸無水物類によるメラミンのアシル化

概要

論文の詳細を見る
Diacetylmelamine and o-, m-, and p-chlorobenzoic anhydride (CBA) in the molar ratio of 1: 2 are reacted by fusion at about 200°C to obtain mono-ochlorobenzoyl diacetylmelamine (1), mp 245-7°C; its m-analog (2), mp 293-5°C, and its p-analog (3), mp 315-6°C, respectively. Partial saponification of (1), (2), and (3) with 5% sodium hydroxide by heating at about 57°C yielded mono -o-chlorobenzoylmelamine (4), mp 260-1°C, its m-analog (5), mp 223-4°C, and its p-analog (6), mp 266-7°C, respectively. These mono-substituents are also obtainable by boiling of melamine (M) and o-, m-, or p-CBA in pyridine or dioxane in the molar ratio of 1: 2. Reaction of (4) and o-CBA, and (6) and p-CBA in pyridine, and (5) and m-CBA in dioxane in the molar ratio of 1: 2 by boiling for long period of time yielded di-o-chlorobenzoylmelamine (7), mp 243 5°C, its m-analog (8), mp 252-3°C, and its p-analog (9), mp. 273-4°C, respectively. Reaction of M and o-, m-, and p-CBA in the molar ratio of 1: 4.5 at about 200°C yielded tri-o-chlorobenzoylmelamine (10), mp 234-5°C, its manalog (11), mp 219-22°C, and its p-analog (12), mp 263-4°C, respectively. These products, (1)-(12), are new compounds.
社団法人有機合成化学協会の論文