CAS: 1927-94-2; 3-Chloro-2-Hydroxybenzaldehyde

该化合物是一种多用途有机化合物,在合成药品和农用化学品时具有重要用途,具有很高的纯度和稳定性,是生产各种中间体的理想起始材料.该化合物独特的结构特征,包括一个氯化苯环和一个氢氧基组,有助于其在化学转化中的回作用和功能.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

chloral hydrate 2-mon°Chlorophenol 2-chloro-6-(hydroxymethyl)phenol sodium 3-nitrobenzenesulfonate isonicotinic acid-(3-chloro-2-hydroxy-benzylidenehydrazide) d]isoxazole7-chloro-benzo[d]isoxazole 7-chlorobenzo[d]oxazol-2-amine 3-chloro-5-nitrosalicylaldehyde

合成工艺路线路线简述

    O-2-Chlorophenyl N-Isopropylcarbamate置于正丁基锂,四甲基乙二胺体系中,用 乙醚,正戊烷 用作溶剂,化学反应 4.5H,反应生成3-氯-2-羟基苯
    参考文献:Efficient Two-Step Synthesis Of Salicylaldehydes Via Directed Ortho-Lithiation Of In Situ N-Silylated O-Aryl N-Isopropylcarbamates
    标题:Efficient Two-Step Synthesis Of Salicylaldehydes Via Directed Ortho-Lithiation Of In Situ N-Silylated O-Aryl N-Isopropylcarbamates
    摘要:由苯酚和异氰酸异丙酯方便制备的 O-芳基 N-异丙基氨基甲酸酯,通过高效的原位硫化工艺,可在一次反应中以高产率制备出相应的水杨醛.
    Doi:10.1055/s-2006-926461

    海关参考信息

    专利信息


    专利号:US-3972945-A
    优先权日:1974-12-23
    标 题:Process for the selective synthesis of salicylaldehydes
    发明人:ALBRIGHT CHARLES F
    权利人:GARRETT CORP
    摘要:The classical Reimer-Tiemann reaction for the synthesis of phenolic aldehydes has been modified from an aqueous to a non-aqueous system to provide an improved route for the formation of salicylaldehydes and, preferably, 3-substituted salicylaldehydes, e.g. 3-fluorosalicylaldehyde. Heretofore, compounds such as 3-substituted salicylaldehydes have proven to be extremely difficult to prepare in other than small laboratory quantities from the corresponding ortho-substituted phenol, since, in the final salicylaldehyde, each position ortho to the hydroxyl group contains substitution. In particular, with respect to 3-fluorosalicylaldehyde, one of the positions is occupied by the strongly electronegative fluorine atom so that the principal reaction product in the aqueous Reimer-Tiemann reaction has always been the para-isomer (3-fluoro-4-hydroxy-benzaldehyde), only negligible quantities of the desired ortho-isomer being obtained. In the process of the present invention, o-fluorophenol is caused to react with sodium hydroxide and chloroform in a hydrocarbon diluent (preferably benzene), maintaining the reaction under essentially anhydrous conditions by taking up the water of reaction with excess sodium hydroxide. It is necessary that an aprotic solvent, such as N,N-dimethylformamide, be employed as a catalyst. The use of boron oxide, while not absolutely necessary to the reaction, has been found to be advantageous in that the reaction proceeds more smoothly if the phenoxyboroxine is formed initially. The boron oxide also acts as a dehydrating agent and aids in removing the water of reaction. The preferential reaction product is the desired 3-fluorosalicylaldehyde, no paraisomer having been found. After hydrolysis and neutralization, the 3-fluorosalicylaldehyde can be recovered by azeotropic distillation along with a substantial quantity of unreacted o-fluorophenol which can be purified for recycle in subsequent preparations.

    专利号:US-7026339-B2
    优先权日:2003-11-07
    标题 :Inhibitors of HCV NS5B polymerase
    发明人:YANG FAN; ZHANG BO; WICNIENSKI NANCY ANNE; PFEFFERKORN JEFFREY ALLEN; GREENE MEREDITH L; CHEN KE; NUGENT RICHARD A; REDING MATTHEW TODD; KELLY ROBERT CHARLES; MITCHELL MARK A; FUNK LEE A; HEIER III RICHARD FREDERICK; ANDERSON REBECCA MERRY
    权利人:YANG FAN; ZHANG BO; WICNIENSKI NANCY ANNE; PFEFFERKORN JEFFREY ALLEN; GREENE MEREDITH L; CHEN KE; NUGENT RICHARD A; REDING MATTHEW TODD; KELLY ROBERT CHARLES; MITCHELL MARK A; FUNK LEE A; HEIER III RICHARD FREDERICK; ANDERSON REBECCA MERRY
    摘要:The present invention relates to compounds, process for their synthesis, compositions and methods for the treatment and prevention of hepatitis C virus (HCV) infection. In particular, the present invention provides novel compounds, pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment or prevention of HCV infection. The present invention also provides processes and intermediates for the synthesis of these compounds.

    专利号:EP-0206913-B1
    优先权日:1985-06-20
    标题:Supports, the preparation of these supports, intermediates obtained, their use in the synthesis of oligonucleotides, and nucleosides and oligonucleotides linked to the supports

    专利号:US-3957760-A
    优先权日:1970-12-16
    标 题:Amino acid derivatives
    发明人:BODANSZKY MIKLOS
    权利人:SQUIBB & SONS INC
    摘要:New lactone intermediates useful in the synthesis of peptides are prepared by reacting an α-amino acid with an active carbonyl compound which forms a Schiff's base. The latter is treated with a condensing agent so that cyclization occurs and a lactone is formed from which a peptide may be produced by reaction with an amino acid ester and removal of the protecting groups.

    专利号:US-3704246-A
    优先权日:1970-12-16
    标 题 :Amino acid derivatives
    发明人:BODANSZKY MIKLOS
    权利人:SQUIBB & SONS INC
    摘要:NEW LACTONE INTERMEDIATES USEFUL IN THE SYNTHESIS OF PEPTIDES ARE PREPARED BY REACTING AN A-AMINO ACID WITH AN ACTIVE CARBONYL COMPOUND WHICH FORMS A SCHIFF''S BASE. THE LATTER IS TREATED WITH A CONDENSING AGENT SO THAT CYCLIZATION OCCURS AND A LACTONE IS FORMED FROM WHICH A PEPTIDE MAY BE PRODUCED BY REACTION WITH AN AMINO ACID ESTER REMOVAL OF THE PROTECTING GROUPS.

    专利号:CN-102600897-A
    优先权日:2012-02-22
    标 题:Design of a Novel Chiral Catalytic System and Its Application in the Synthesis of Antitumor Drug Spisulosine (ES-285)
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    合成参考文献


    摘要:González-Bello, C., Science of Synthesis Knowledge Updates, (2018) 1, 245.
    摘要:Stanforth, S. P., Science of Synthesis Knowledge Updates, (2015) 1, 175.
    摘要:Xi, C.; Chen, C., Science of Synthesis: Multicomponent Reactions, (2013) 2, 445.
    摘要:C. Postmus, I. A. Kaye, C. A. Craig and R. S. Matthews, J. Org. Chem. 29, 2693 (1964).
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