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    • 1. 发明授权
    • Benzisothiazole and naphtho-1,2-thiazine compounds
    • 苯并异噻唑和萘并-1,2-噻嗪化合物
    • US4311839A
    • 1982-01-19
    • US219214
    • 1980-12-22
    • Alan L. BorrorLouis CincottaJames W. FoleyMarcis M. Kampe
    • Alan L. BorrorLouis CincottaJames W. FoleyMarcis M. Kampe
    • C07C43/225C07D275/06C07D279/02C07D295/073C07D309/12C07D455/04C07F7/18C09B11/04G03C8/48C07D417/12
    • C07D275/06C07C43/225C07D279/02C07D295/073C07D309/12C07D455/04C07F7/1804C09B11/04G03C8/48Y02P20/55
    • In one aspect, this invention relates to a method of synthesizing certain 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting (a) a 3-(4'-OP-carbocyclic aryl)-benz[d]isothiazole-1,1-dioxide wherein P is a protecting group or a 3-(4'-OP-carbocyclic aryl)-naphtho[1,8-de]-1,2-thiazine-1,1-dioxide wherein P is a protecting group and (b) a carbocyclic aryllithium compound to give (c) the corresponding 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]-isothiazole-1,1-dioxide or the corresponding 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydronaphtho-[1,8-de]-1,2-thiazine-1,1-dioxide. In another aspect, the present invention relates to the 3,3-disubstituted-2,3-dihydrobenz[d]isothiazole-1,1-dioxides and the 3,3-disubstituted-2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides produced by the above-described method provided the 3,3 substituents are different, which compounds are useful in the synthesis of phenol and 1-naphthol sulfam(na)phthaleins employed, for example, as photographic optical filter agents and filter agent precursors.
    • 一方面,本发明涉及合成某些3-(4'-OP-碳环芳基)-3-(碳环芳基)-2,3-二氢苯并[d]异噻唑-1,1-二氧化物(和 - (a)3-(4'-OP-碳环芳基) - 苯并[d]异噻唑-1(2,3-二氢萘并[1,8-de] -1,2-噻嗪-1,1-二氧化物) ,其中P是保护基或3-(4'-OP-碳环芳基) - 萘并[1,8-de] -1,2-噻嗪-1,1-二氧化物,其中P是保护基 (b)碳环芳基锂化合物,得到(c)相应的3-(4'-OP-碳环芳基)-3-(碳环芳基)-2,3-二氢苯并[d] - 异噻唑-1,1-二氧化物 或相应的3-(4'-OP-碳环芳基)-3-(碳环芳基)-2,3-二氢萘并[1,8-de] -1,2-噻嗪-1,1-二氧化物。 另一方面,本发明涉及3,3-二取代-2,3-二氢苯并[d]异噻唑-1,1-二氧化物和3,3-二取代-2,3-二氢萘并[1,8-de ] -1,2 - 噻嗪-1,1-二氧化物,提供了3,3个取代基不同,这些化合物可用于合成苯酚和1-萘酚亚磺酸(na)酞酸盐,用于 例如,作为照相光学过滤剂和过滤剂前体。
    • 3. 发明授权
    • Novel synthesis of 3,3-substituted dihydrobenzisothiazole-1,1-dioxides
and -2,3-dihydronaphtho-1,2-thiazine-1,1-dioxides
    • 3,3-取代二氢苯并异噻唑-1,1-二氧化物和2,3-二氢萘并-1,2-噻嗪-1,1-二氧化物的新合成
    • US4178447A
    • 1979-12-11
    • US836025
    • 1977-09-23
    • Alan L. BorrorJames W. FoleyMarcis M. KampeJohn W. Lee, Jr.
    • Alan L. BorrorJames W. FoleyMarcis M. KampeJohn W. Lee, Jr.
    • C07C43/225C07D275/06C07D309/12C07D455/04C07F7/18G03C1/83G03C8/48
    • C07D275/06C07C43/225C07D309/12C07D455/04C07F7/1852G03C1/83G03C8/48Y02P20/55
    • This invention relates to a method of synthesizing certain 3-(carbocyclic aryl)-3-(4'-OP-carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting (a) a 4-OP-carbocyclic aryllithium compound wherein P is a protecting group and (b) a 3-(carbocyclic aryl)benz[d]isothiazole-1,1-dioxide wherein said 3-(carbocyclic aryl) moiety is other than a 3-(4'-OP-carbocyclic aryl) moiety to give (c) the corresponding 3-carbocyclic aryl)-3-(4'-OP-carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxide. The -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides are prepared in the same manner by reacting a 3-(carbocyclic aryl)naphtho[1,8-de]-1,2-thiazine-1,1-dioxide with said 4'-OP-carbocyclic aryllithium compound.In a further embodiment, the compounds synthesized according to the foregoing method are reacted with a carboxylic acid halide to give the corresponding 2-carbonyl-substituted 2,3-dihydrobenz[d]isothiazole-1,1-dioxide (or -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) followed by removing the protecting group, P, with weak acid to yield certain phenol and 1-naphthol sulfam(na)phthaleins useful, e.g., as optical filter agents and filter agent precursors in photography.
    • 本发明涉及合成某些3-(碳环芳基)-3-(4'-OP-碳环芳基)-2,3-二氢苯并[d]异噻唑-1,1-二氧化物(和-2,3-二 (a)4-OP-碳环芳基锂化合物,其中P是保护基,和(b)3-(碳环基) )苯并[d]异噻唑-1,1-二氧化物,其中所述3-(碳环芳基)部分不是3-(4'-OP-碳环芳基)部分,得到(c)相应的3-碳环芳基) 3-(4'-OP-碳环芳基)-2,3-二氢苯并[d]异噻唑-1,1-二氧化物。 2,3-二氢萘并[1,8-de] -1,2-噻嗪-1,1-二氧化物以相同的方式通过使3-(碳环芳基)萘并[1,8-de] 与所述4'-OP-碳环芳基锂化合物的1,2-噻嗪-1,1-二氧化物。 在另一个实施方案中,将根据前述方法合成的化合物与羧酸卤化物反应,得到相应的2-羰基取代的2,3-二氢苯并[d]异噻唑-1,1-二氧化物(或-2,3 - 二氢萘并[1,8-de] -1,2-噻嗪-1,1-二氧化物),然后用弱酸除去保护基团P,得到某些苯酚和1-萘酚磺酰胺(na)酞类,例如 ,作为摄影中的滤光剂和滤光剂前体。
    • 10. 发明授权
    • Benzisothiazole-1,1-dioxide and naphtho-1,2-thiazine-1,1-dioxide
compounds
    • 苯并异噻唑-1,1-二氧化物和萘并-1,2-噻嗪-1,1-二氧化物
    • US4191689A
    • 1980-03-04
    • US836004
    • 1977-09-23
    • Stanley M. BloomAlan L. BorrorJames W. Foley
    • Stanley M. BloomAlan L. BorrorJames W. Foley
    • C07C41/14C07C43/225C07D275/06C07D279/02C07D295/073C07D309/12C07D455/04C09B11/04G03C8/48C07F7/18
    • C07D275/06C07C41/14C07D279/02C07D295/073C07D309/12C07D455/04C09B11/04G03C8/48Y02P20/55
    • This invention relates to certain 3,3-di(4'-OP-carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and-2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) and to the preparation thereof by reacting (a) at least 2 equivalents of (i) a 4'-OP-carbocyclic aryllithium compound wherein P is a protecting group compatible with organometallic reagents or (ii) a 4'-OP-carbocyclic arylMgE compound wherein P is a protecting group compatible with organometallic reagents and E is chloro, bromo or iodo and (b) 1 equivalent of a compound selected from a 3-chlorobenz[d] isothiazole-1,1-dioxide and a 3-chloronaphtho[1,8-de]-1,2-thiazine-1,1-dioxide to give the corresponding 3,3-di(4'-OP-carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxide or the corresponding 3,3-di(4'-OP-carbocyclic aryl)-2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxide, which compounds are useful in the synthesis of phenol and 1-naphthol sulfam(na)-phthaleins employed, for example, as photographic optical filter agents and filter agent precursors.
    • 本发明涉及某些3,3-二(4'-OP-碳环芳基)-2,3-二氢苯并[d]异噻唑-1,1-二氧化物(和2,3-二氢萘并[1,8-de] (a)至少2当量的(ⅰ)4'-OP-碳环芳基锂化合物,其中P是与有机金属试剂相容的保护基团 或(ii)4'-OP-碳环芳基MEGE化合物,其中P是与有机金属试剂相容的保护基,E是氯,溴或碘,和(b)1当量的选自3-氯苯并[d]异噻唑 -1,2-二氧化物和3-氯萘并[1,8-de] -1,2-噻嗪-1,1-二氧化物,得到相应的3,3-二(4'-OP-碳环芳基)-2 ,3-二氢苯并[d]异噻唑-1,1-二氧化物或相应的3,3-二(4'-OP-碳环芳基)-2,3-二氢萘并[1,8-de] -1,2-噻嗪 -1,2-二氧化物,该化合物可用于苯酚和1-萘酚亚磺酸(na) - 酞菁的合成,例如作为照相滤光片 试剂和过滤剂前体。