Preparation of anthraquinones
    4.
    发明授权
    Preparation of anthraquinones 失效
    蒽醌的制备

    公开(公告)号:US5387704A

    公开(公告)日:1995-02-07

    申请号:US150363

    申请日:1993-11-09

    摘要: Process for preparing amino- and carbamoyl-substituted anthraquinones by Diels-Alder reaction of an N-butadienylcarbamic acid ester of the formula H.sub.2 C.dbd.CH--CH.dbd.CH--NH--COOR.sup.2, wherein R.sup.2 is alkyl or phenylalkyl, with a 1,4-naphthoquinone or with 1,4-benzoquinone to form a carbamoyl-substituted hydroanthraquinone intermediate and by oxidation of this intermediate with an oxygen-containing gas in a tertiary amine and in the presence of a copper salt to obtain a carbamoyl-substituted anthraquinone product. The Diels-Alder reaction and the oxidation reaction can be carried out as a one-pot synthesis or in separate steps. The carbamic acid ester reactant provides a blocking group represented by --COOR.sup.2, and this blocking group is optionally removed by treatment of the carbamoyl-substituted anthraquinone with an alkaline hydroxide solution.

    摘要翻译: 由式H2C = CH-CH = CH-NH-COOR2的N-丁二烯基氨基甲酸酯的Diels-Alder反应制备氨基和氨基甲酰基取代的蒽醌的方法,其中R2是烷基或苯基烷基, 萘醌或1,4-苯醌形成氨甲酰取代的氢蒽醌中间体,并通过在叔胺中的含氧气体和铜盐的存在下将该中间体氧化,得到氨基甲酰基取代的蒽醌产物。 Diels-Alder反应和氧化反应可以作为一锅合成法或分开的步骤进行。 氨基甲酸酯反应物提供由-COOR2表示的封闭基团,并且任选地通过用碱性氢氧化物溶液处理氨基甲酰基取代的蒽醌来除去该封闭基团。