Method for the preparation of sulfones and compounds containing carbon
chains having conjugated unsaturation and the compounds resulting from
such method

    公开(公告)号:US4604480A

    公开(公告)日:1986-08-05

    申请号:US523276

    申请日:1983-08-15

    CPC classification number: C07C2/868

    Abstract: A method for the preparation of a first sulfone compound of the formula: ##STR1## wherein R.sub.a is ##STR2## where R.sub.b is Br and R.sub.c is H except that R.sub.b and R.sub.c together may be an electron pair when R.sub.6 is a radical of the formula: ##STR3## wherein X.sub.1 is independently chlorine, bromine or iodine and R.sub.1 and R.sub.2 are independently at each occurrence hydrogen or, substituted or unsubstituted, phenyl or alkyl where the substituents are halogen or alkoxy or additional --SO.sub.2 Br groups; provided that, each carbon atom of R.sub.1 or R.sub.2 which contains --SO.sub.2 Br also contains an X.sub.1 group and wherein R.sub.3 through R.sub.9 are independently --OZ,--C.sub.6 M.sub.5,--Z,--SiZ.sub.3 or --X.sub.2, where Z is hydrogen or substituted or unsubstituted phenyl, alkyl, alkenyl or alkynyl; X.sub.2 is chlorine, bromine, iodine or fluorine; M is independently at each occurrence Z or X.sub.2 ; R.sub.3 and R.sub.4 may together be an electron pair; two or more of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may be combined together and with one or more of C.sub.2, C.sub.3 or C.sub.4 to form a ring structure and R.sub.1 and R.sub.2 may be joined together with C.sub.1 to form a ring structure; said method comprising reacting a 1-haloalkyl 1-sulfonyl halide with a second compound of the formula: ##STR4## at a temperature below 25.degree. C. for less than 12 hours where R.sub.3, R.sub.4 and R.sub.5 are as previously described, R.sub.10 is R.sub.6 as previously described or R.sub.11, a radical of the formula: ##STR5##This invention was made with Government support under CHE 811530801 awarded by the National Science Foundation. The Government has certain rights in this invention.

    Process to prepare dihydropyridine and derivatives thereof
    2.
    发明授权
    Process to prepare dihydropyridine and derivatives thereof 失效
    二氢吡啶及其衍生物的制备方法

    公开(公告)号:US5977369A

    公开(公告)日:1999-11-02

    申请号:US579758

    申请日:1995-12-28

    CPC classification number: C07D211/90

    Abstract: A novel process is disclosed for the preparation of dihydropyridine compounds and derivatives thereof, and more particularly felodipine. The process to prepare felodipine involves a two step procedure condensing 2,3-dichlorobenzaldehyde with methyl acetoacetate in the presence of a catalyst system. The resultant benzylidine intermediate is sequentially reacted with ethyl aminocrotonate to provide felodipine. The novelty of the present invention resides in part on (1) a new catalyst system not previously disclosed for the preparation of felodipine, (2) the absence of acid(s), (3) the control of reaction conditions to yield lower amounts of unreacted aldehyde compared to known reactions, (4) a simplified purification process, and (5) formation of negligible quantities of symmetrical diester byproducts.

    Abstract translation: 公开了制备二氢吡啶化合物及其衍生物,更特别是非洛地平的新方法。 制备非洛地平的方法涉及在催化剂体系存在下将2,3-二氯苯甲醛与乙酰乙酸甲酯缩合的两步法。 将所得的苄基中间体与氨基巴豆酸乙酯依次反应以提供非洛地平。 本发明的新颖性部分在于(1)以前未公开制备非洛地平的新催化剂体系,(2)不存在酸,(3)控制反应条件以产生较低量的 未反应的醛与已知的反应相比,(4)简化的纯化过程,和(5)形成可忽略量的对称的二酯副产物。

    Process for preparing photoactive coumarin derivatives
    3.
    发明授权
    Process for preparing photoactive coumarin derivatives 失效
    制备光活性香豆素衍生物的方法

    公开(公告)号:US5726296A

    公开(公告)日:1998-03-10

    申请号:US813098

    申请日:1997-03-07

    CPC classification number: G03F7/022 C07D311/56

    Abstract: Novel processes for the preparation of a new class of coumarin derivatives, which are useful as photoactive compounds in a wide variety of applications including photoresists and other opto-electronic applications, are disclosed and claimed. The process involves a multi-step synthetic method for the preparation of ether, ester, carbonate, or sulfonate derivative of 5-hydroxy, 6-hydroxy, or 7-hydroxy-3-diazo-4-oxo-3,4-dihydrocoumarin starting from the corresponding dihydroxyacetophenone. The compounds formed from the process of the present invention exhibit very high photosensitivity in the deep ultraviolet (DUV) region (ca. 250 nm), and therefore, are useful as photoactive compounds in DUV photoresist formulations.

    Abstract translation: 新的制备新型香豆素衍生物的新方法被公开并要求保护,其可用作各种应用中的光敏化合物,包括光致抗蚀剂和其它光电子应用。 该方法涉及一种用于制备5-羟基,6-羟基或7-羟基-3-重氮基-4-氧代-3,4-二氢香豆素的醚,酯,碳酸酯或磺酸酯衍生物的多步合成方法 从相应的二羟基苯乙酮。 由本发明方法形成的化合物在深紫外(DUV)区域(约250nm)中表现出非常高的光敏性,因此可用作DUV光致抗蚀剂制剂中的光活性化合物。

    Force detecting sensor and method of making
    4.
    发明授权
    Force detecting sensor and method of making 失效
    力检测传感器及其制作方法

    公开(公告)号:US5526703A

    公开(公告)日:1996-06-18

    申请号:US934880

    申请日:1992-08-21

    CPC classification number: G01L1/005

    Abstract: A force detecting microsensor comprises a single crystal Si substrate, a single crystal cone formed on the substrate and a resilient electrode mounted above the tip of the Si cone. The space between the tip of the Si cone and the resilient electrode is maintained in a vacuum environment and the distance between the tip and the resilient anode is in the order of a few atomic diameters. The tunneling effect of electrons occurs between the tip of the Si cone and the resilient electrode when a potential is applied to the resilient electrode and the Si cone tip. The resilient electrode deflects as a result of the force acting on the microsensor. The deflection of the resilient electrode alters the electrical characteristics between the resilient electrode and the Si cone tip. The changes in the electrical characteristics can be measured to determine the level of force acting on the microsensor. The process for making the microsensor according to the invention comprises the steps of forming an insulating layer and support layer on the substrate, forming a recess in the insulating layer and aperture in the support layer, depositing a single crystal Si cone on the substrate and fully enclosing the Si cone within the recess of the support layer and the insulating layer.

    Abstract translation: 力检测微传感器包括单晶Si衬底,形成在衬底上的单晶锥体和安装在Si锥体尖端上方的弹性电极。 Si锥形尖端与弹性电极之间的空间保持在真空环境中,尖端与弹性阳极之间的距离为几个原子直径的数量级。 当电势施加到弹性电极和Si锥尖时,电子的隧道效应发生在Si锥体的尖端和弹性电极之间。 弹性电极由于作用在微传感器上的力而偏转。 弹性电极的挠曲改变了弹性电极和Si锥尖之间的电特性。 可以测量电特性的变化以确定作用在微传感器上的力的水平。 根据本发明的制造微传感器的方法包括以下步骤:在衬底上形成绝缘层和支撑层,在绝缘层中形成凹槽和支撑层中的孔,在衬底上沉积单晶Si锥体并完全 将Si锥体包围在支撑层和绝缘层的凹槽内。

    Method of making a force detecting sensor
    5.
    发明授权
    Method of making a force detecting sensor 失效
    制造力检测传感器的方法

    公开(公告)号:US5424241A

    公开(公告)日:1995-06-13

    申请号:US259395

    申请日:1994-06-14

    CPC classification number: G01L1/005

    Abstract: A force detecting microsensor comprises a single crystal Si substrate, a single crystal cone formed on the substrate and a resilient electrode mounted above the tip of the Si cone. The space between the tip of the Si cone and the resilient electrode is maintained in a vacuum environment and the distance between the tip and the resilient anode is in the order of a few atomic diameters. The tunneling effect of electrons occurs between the tip of the Si cone and the resilient electrode when a potential is applied to the resilient electrode and the Si cone tip. The resilient electrode deflects as a result of the force acting on the microsensor. The deflection of the resilient electrode alters the electrical characteristics between the resilient electrode and the Si cone tip. The changes in the electrical characteristics can be measured to determine the level of force acting on the microsensor. The process for making the microsensor according to the invention comprises the steps of forming an insulating layer and support layer on the substrate, forming a recess in the insulating layer and aperture in the support layer, depositing a single crystal Si cone on the substrate and fully enclosing the Si cone within the recess of the support layer and the insulating layer.

    Abstract translation: 力检测微传感器包括单晶Si衬底,形成在衬底上的单晶锥体和安装在Si锥体尖端上方的弹性电极。 Si锥形尖端与弹性电极之间的空间保持在真空环境中,尖端与弹性阳极之间的距离为几个原子直径的数量级。 当电势施加到弹性电极和Si锥尖时,电子的隧道效应发生在Si锥体的尖端和弹性电极之间。 弹性电极由于作用在微传感器上的力而偏转。 弹性电极的挠曲改变了弹性电极和Si锥尖之间的电特性。 可以测量电特性的变化以确定作用在微传感器上的力的水平。 根据本发明的制造微传感器的方法包括以下步骤:在衬底上形成绝缘层和支撑层,在绝缘层中形成凹槽和支撑层中的孔,在衬底上沉积单晶Si锥体并完全 将Si锥体包围在支撑层和绝缘层的凹槽内。

    Process for the prepartion of 1,3,5-tris(4'-hydroxyaryl)benzene
    6.
    发明授权
    Process for the prepartion of 1,3,5-tris(4'-hydroxyaryl)benzene 失效
    制备1,3,5-三(4'-羟基芳基)苯的方法

    公开(公告)号:US5300698A

    公开(公告)日:1994-04-05

    申请号:US68460

    申请日:1993-05-27

    CPC classification number: C07C37/11 C07C251/24 C07C37/20

    Abstract: Novel 4-substituted acetophenone anils and methods for preparing 1,3,5-tris(4'-hydroxyphenyl)benzenes from 4-substituted acetophenones such as 4-hydroxyacetophenones or, from substituted 4-hydroxyacetophenone-anils such as 4-hydroxyacetophenone-anil by reacting the 4-substituted acetophenone or corresponding anil with an aniline derivative.

    Abstract translation: 新的4-取代苯乙酮ils酮和从4-取代苯乙酮如4-羟基苯乙酮或由取代的4-羟基苯乙酮 - ils如4-羟基苯乙酮 - for制备1,3,5-三(4'-羟基苯基)苯的方法 通过使4-取代苯乙酮或相应的苯胺与苯胺衍生物反应。

    Method for producing alkoxy arylamine compounds
    8.
    发明授权
    Method for producing alkoxy arylamine compounds 失效
    制备烷氧基芳基胺化合物的方法

    公开(公告)号:US06420606B1

    公开(公告)日:2002-07-16

    申请号:US09602772

    申请日:2000-06-23

    CPC classification number: C07C213/06 C07C217/76

    Abstract: Disclosed are methods of producing of alkoxy arylamine compounds which find particular use in the syntheses of pharmaceutical drug. The alkoxy arylamine compounds generally have the formula: H2N—Ar—OR wherein Ar is an unsubstituted or substituted aromatic group, and R is an unsubstituted or substituted alkyl or aryl group. The methods comprise generally, the steps of (a) alkylating a protected-amino arylalcohol to form a protected-amino arylether; and (b) deprotecting said protected-amino arylether to form an alkoxy arylamine compound.

    Abstract translation: 公开了在药物合成中特别有用的烷氧基芳基胺化合物的制备方法。 烷氧基芳基胺化合物通常具有下式:其中Ar是未取代或取代的芳基,R是未取代或取代的烷基或芳基。 方法通常包括以下步骤:(a)将保护的氨基芳基醇烷基化以形成被保护的氨基芳基醚; 和(b)使所述保护氨基芳基醚脱保护形成烷氧基芳基胺化合物。

    Syntheses based on 2-hydroxyacetophenone
    9.
    发明授权
    Syntheses based on 2-hydroxyacetophenone 失效
    基于2-羟基苯乙酮的合成

    公开(公告)号:US5696274A

    公开(公告)日:1997-12-09

    申请号:US651599

    申请日:1996-05-22

    CPC classification number: C07D311/46 C07D311/56

    Abstract: The present invention provides processes which are flexible, cost effective, and commercially viable methods of manufacturing or producing products from 2-hydroxyacetophenone (2-HAP). Of particular interest of the available products are 4-hydroxycoumarin, warfarin-alkali salt, preferably warfarin sodium and warfarin-alkali salt-isopropyl alcohol (2-propanol) complex, more preferably warfarin-sodium-isopropyl alcohol complex. As is known, these compounds are useful as vitamin K dependent anticoagulants in the treatment of humans and animals. In different doses, they are also useful as rodenticide. The inventive process involves contacting 2-HAP, carbonate ester and effective base followed by treatment with an unsaturated ketone and phase transfer catalyst to ultimately yield product.

    Abstract translation: 本发明提供了由2-羟基苯乙酮(2-HAP)制造或生产产品的柔性,成本有效和商业可行的方法。 可用产物特别有利的是4-羟基香豆素,华法林碱盐,优选华法林钠和华法林碱盐 - 异丙醇(2-丙醇)络合物,更优选华法林钠异丙醇络合物。 众所周知,这些化合物可用作维生素K依赖抗凝剂来治疗人类和动物。 在不同剂量下,它们也可用作杀鼠剂。 本发明方法包括使2-HAP,碳酸酯和有效碱接触,然后用不饱和酮和相转移催化剂处理,最终产生产物。

    Process for the preparation of 1,3,5-tris(4'-hydroxyaryl)benzene
    10.
    发明授权
    Process for the preparation of 1,3,5-tris(4'-hydroxyaryl)benzene 失效
    制备1,3,5-三(4'-羟基芳基)苯的方法

    公开(公告)号:US5344980A

    公开(公告)日:1994-09-06

    申请号:US157486

    申请日:1993-11-23

    CPC classification number: C07C37/11 C07C251/24 C07C37/20

    Abstract: Novel 4-substituted acetophenone anils and methods for preparing 1,3,5-tris(4'-hydroxyphenyl)benzenes from 4-substituted acetophenones such as 4-hydroxyacetophenones or, from substituted 4-hydroxyacetophenone-anils such as 4-hydroxyacetophenone-anil by reacting the 4-substituted acetophenone or corresponding anil with an aniline derivative.

    Abstract translation: 新的4-取代苯乙酮ils酮和从4-取代苯乙酮如4-羟基苯乙酮或由取代的4-羟基苯乙酮 - ils如4-羟基苯乙酮 - for制备1,3,5-三(4'-羟基苯基)苯的方法 通过使4-取代苯乙酮或相应的苯胺与苯胺衍生物反应。

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