1967 年 87 巻 12 号 p. 1548-1552
The Mannich base of the derivative of 5-chloro-2-benzoxazolinone were prepared. Warming of the Mannich base with methyl iodide easily formed a quaternary salt which did not have an increased solubility in water as expected. Heating of 5-chloro-2-benzoxazolinone derivatives with formaldehyde solution yields a 3-hydroxymethyl compounds which are unstable. Refluxing of the 3-hydroxy compounds with thionyl chloride results in chloromethylation, while heating with an amine gives the corresponding Mannich bases.