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    • 3. 发明授权
    • N-substituted triarylmethane sulfonamides and method of preparation
    • N-取代三芳基甲烷磺酰胺及其制备方法
    • US5399709A
    • 1995-03-21
    • US076213
    • 1993-06-11
    • Myron S. SimonMarcis M. KampeDavid P. Waller
    • Myron S. SimonMarcis M. KampeDavid P. Waller
    • B41M5/26B41M5/136B41M5/323B41M5/337C07D513/10C09B11/28G01N33/52G03C1/498G03C8/10G03C8/14G03C8/16G03C8/18G03C8/22C07D491/107C07D311/88C07D405/10G03C1/72
    • G03C8/16B41M5/136B41M5/323C07D513/10G01N33/52G03C8/10B41M5/1366Y10S430/156
    • A novel class of N-substituted triarylmethane sulfonamides is provided which undergo reversible oxidation into colored form and reversible reduction of the oxidized form into colorless form. The N-substituted triarylmethane sulfonamides can be represented by the formulae: ##STR1## wherein B is a carbocyclic ring or rings; T is a 5- or 6-membered ring; Y is a moiety selected from ##STR2## wherein E, positioned ortho or para to said --OH group, is selected from --OH, --NH.sub.2, --NHR', --NR'R" and --NHSO.sub.2 R' wherein R' and R" each are lower alkyl groups having 1 to 6 carbon atoms or aralkyl wherein the aryl portion may be substituted with alkyl groups having 1 to 24 carbon atoms, and E' is hydrogen or a monovalent group that is substituted on one of the remaining carbon atoms; G and G' each are hydroxy or methoxy, provided one is hydroxy and the other is methoxy; and Z and Z' taken individually represent the moieties to complete the chromophoric system of a triarylmethane dye when said N-containing ring, T, is open and Z and Z' taken together represent the bridged moieties to complete the chromophoric system of a bridged triarylmethane dye when said N-containing ring, T, is open; and Y' represents the quinoid form of Y. Preferred embodiments comprise xanthene sulfonamides having N-aryl substituents, e.g., hydroquinone substituents. These compounds possess redox potentials ranging between about +200 to -500 millivolts and thus are useful as dyes for producing photographic, photothermographic, thermal, and pressure-induced images, as well as being useful as redox indicators in a wide variety of biological and chemical reactions.
    • 提供了一类新的N-取代的三芳基甲烷磺酰胺,其经历可逆的氧化成着色形式,并将氧化形式可逆地还原成无色形式。 N-取代的三芳基甲烷磺酰胺可以由下式表示:其中B是碳环或环; T是5-或6-元环; Y是选自图像(a)和(b)中的部分,其中位于所述-OH基团的邻位或对位的E选自-OH,-NH 2,-NHR',-NR'R' '和-NHSO 2 R',其中R'和R“各自是具有1至6个碳原子的低级烷基或芳烷基,其中芳基部分可以被具有1至24个碳原子的烷基取代,并且E'是氢或一价 在其余碳原子上被取代的基团; G和G'各自为羟基或甲氧基,其中一个为羟基,另一个为甲氧基; 并且Z和Z'分别表示当所述含N环T是开放的且Z和Z'代表桥连部分以完成桥联三芳基甲烷的发色体系时完成三芳基甲烷染料的发色体系的部分 当所述含氮环T为开时染色; Y'表示Y的醌型。优选的实施方案包括具有N-芳基取代基的呫吨磺酰胺,例如氢醌取代基。 这些化合物具有范围在约+200至-500毫伏之间的氧化还原电位,因此可用作产生照相,光热照相,热和压力诱导图像的染料,并且可用作各种生物和化学品中的氧化还原指示剂 反应。
    • 8. 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。