CAS: 6361-21-3; 2-Chloro-5-Nitrobenzaldehyde

该化合物是一种有机化合物,其特点是芳香结构,其特点是苯甲二烯功能组,在苯环上有氯和硝替代物;氯原子位于2位置,而硝基组位于5位置,影响化合物的回作用和特性;该化合物一般是黄色至褐色固体,以其在乙醇和丙酮等有机溶剂中的中溶性为名,但水溶性有限;主要用于有机合成,特别是用于制作各种药品和农用化学品;电镀组(硝基和氯组)的存在增强了其电益性,使其成为化学反应中有价值的中间体;在处理该化合物时,应采取安全防范措施,因为它可能构成健康风险,包括对皮肤和眼睛的刺激,如果浸泡或吸入,则可能具有毒性.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

2-chloro-benzaldehyde N-(2-chloro-5-nitrobenzylidene)-d-10-camphorsulfonamide phenylmethyl selenoxide selenoanisole acridin-9-yl-(2-chloro-5-nitro-phenyl)-ketone 4-nitro-2,4'-oxy-di-benzaldehyde 5-nitro-2-[N-(p-toluenesulfonyl)amino]benzaldehyde 3'-methoxy-5-nitro-2,4'-oxy-di-benzaldehyde

合成工艺路线路线简述

    间硝基苯甲醛置于n-氯代丁二酰亚胺,2-羟基-5-硝基-3-三氟甲基吡啶,对三氟甲基苯胺,Palladium Diacetate,三氟乙酸体系中,用 1,2-二氯乙烷 作为反应溶剂,化学反应 24.0H,以61%的收率获得产物2-氯-5-硝基苯甲醛
    参考文献:单齿瞬态定向基团可实现pd催化邻位c-h甲氧基化和苯甲醛的氯化反应
    标题:单齿瞬态定向基团可实现pd催化邻位c-h甲氧基化和苯甲醛的氯化反应
    摘要:我们通过采用单齿瞬态导向基团(tdgs)作为二齿tdg的替代策略,报告了pd催化的邻位c-H甲氧基化和苯甲醛的氯化.更重要的是,成功地获得了苯甲醛亚胺邻环钯中间体的单晶,并且通过x射线衍射明确地确定了其结构,这清楚地表明它是由吡啶酮配体桥接的双核钯物种.通过合成天然产物和药物的关键中间体,进一步证明了该方法的实用性.
    DOI:10.1021/acs.Orglett.9B01158

    海关参考信息

    专利信息


    专利号:US-6121054-A
    优先权日:1997-11-19
    标 题 :Method for separation of liquid and solid phases for solid phase organic syntheses
    发明人:LEBL MICHAL
    权利人:TREGA BIOSCIENCES INC
    摘要:A simple, efficient apparatus and method for separation of solid and liquid phases useful in methods of high-throughput combinatorial organic synthesis of large libraries or megaarrays of organic compounds is disclosed. The apparatus and method are useful, whether as part of an automated, robotic or manual system for combinatorial organic synthesis. In a preferred embodiment, an apparatus and method of removal of liquid phase from solid phase compatible with microtiter plate type array(s) of reaction vessels is disclosed.

    专利号:US-5175302-A
    优先权日:1987-07-13
    标 题 :Nucleophilic fluoroalkylation of aldehydes
    发明人:STAHLY G PATRICK
    权利人:ETHYL CORP
    摘要:Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.

    专利号:US-4837327-A
    优先权日:1987-07-13
    标 题 :Process for nucleophilic fluoroalkylation of aldehydes
    发明人:STAHLY G PATRICK
    权利人:ETHYL CORP
    摘要:Aryl difluoromethyl sulfone adds to alkehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.

    专利号:US-4999429-A
    优先权日:1989-01-09
    标 题 :Process for the preparation of α,α,β-1-trifluoro-1-olefinic derivatives
    发明人:STAHLY G PATRICK
    权利人:ETHYL CORP
    摘要:Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.

    专利号:US-5012000-A
    优先权日:1989-10-30
    标 题 :Total synthesis of chiral 2-amino-1,3-diols
    发明人:ILLIG CARL R; WEIS ALEXANDER L
    权利人:EASTMAN KODAK CO
    摘要:A method for the preparation of chiral 2-amino-1,3-diols is disclosed. The method involves four steps including performance of an aldol condensation with a chiral oxazolidinone on an aldehyde, treating the aldol condensation product with an alkali metal azide, treating the product with a borohydride reagent and reducing the azide to an amine.

    专利号:US-6045755-A
    优先权日:1997-03-10
    标题 :Apparatus and method for combinatorial chemistry synthesis
    发明人:LEBL MICHAEL; POKORNY VIT; KRCHNAK VIKTOR
    权利人:TREGA BIOSCIENCES INC
    摘要:In a first embodiment, this invention includes an integrated robot apparatus for performing combinatorial chemistry synthesis protocols and having interchangeable work-stations, robot arm tools, and reaction vessels and reaction vessel arrays. The work-stations and tools are specialized to perform tasks necessary for the synthesis in a plurality of the reaction vessels grouped in a plurality of the reaction vessel arrays. Preferably, these elements function interchangeably because they have standardized sizes and conformation. The work-stations and tools include those for fluid dispensing or aspirating from individual reaction vessels or from all the reaction vessels in an array simultaneously. The reaction vessels can include, alternatively, stackable, ball-sealed reaction vessels, microtitre-like reaction vessel arrays, arrays of independent reaction vessels, valve-sealed reaction vessels, septum-sealed reaction vessels, and syringe reaction vessels. In alternative embodiments, this invention includes these work-stations, tools, reaction vessels and reaction vessel arrays in various combinations or sub-combinations either for use in partially integrated robots or for manual or standalone use.
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    主要参考文献

    [参考文献]: D E Bacelo, Et Al. (E,Z)-2-(2-Chloro-5-Nitrostyryl)-1-(1-Propenyl)Benzimidazole. Acta Crystallogr C. 1997 Jul 15:53 ( Pt 7):907-9.

    合成参考文献


    摘要:U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals., NX#00052
    参考文献:10.1107/s1600536810035701
    摘要:Hao YM. 2-Chloro-5-nitro-benzaldehyde thio-semicarbazone. Acta Crystallogr Sect E Struct Rep Online. 2010 Sep 11;66(Pt 10):o2528.
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