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2-AMINO-4-CHLOROBENZOIC ACID is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

5900-58-3

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5900-58-3 Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 1285, 1946 DOI: 10.1021/ja01211a049

Check Digit Verification of cas no

The CAS Registry Mumber 5900-58-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,0 and 0 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5900-58:
(6*5)+(5*9)+(4*0)+(3*0)+(2*5)+(1*8)=93
93 % 10 = 3
So 5900-58-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H8ClNO2/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4H,10H2,1H3

5900-58-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (L11125)  Methyl 2-amino-4-chlorobenzoate, 98%   

  • 5900-58-3

  • 10g

  • 744.0CNY

  • Detail
  • Alfa Aesar

  • (L11125)  Methyl 2-amino-4-chlorobenzoate, 98%   

  • 5900-58-3

  • 50g

  • 2872.0CNY

  • Detail
  • Sigma-Aldrich

  • (07378)  Methyl2-amino-4-chlorobenzoate  ≥98.0% (HPLC/NT)

  • 5900-58-3

  • 07378-10G

  • 570.96CNY

  • Detail
  • Sigma-Aldrich

  • (07378)  Methyl2-amino-4-chlorobenzoate  ≥98.0% (HPLC/NT)

  • 5900-58-3

  • 07378-50G

  • 2,500.29CNY

  • Detail

5900-58-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-AMINO-4-CHLOROBENZOIC ACID

1.2 Other means of identification

Product number -
Other names methyl 2-amino-4-chlorobenzoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5900-58-3 SDS

5900-58-3Related news

Solubility determination and thermodynamic modelling for 2-AMINO-4-CHLOROBENZOIC ACID (cas 5900-58-3) in eleven organic solvents from T = (278.15 to 313.15) K and mixing properties of solutions07/12/2019

The solubility of 2-amino-4-chlorobenzoic acid in eleven organic solvents including N-methyl-2-pyrrolidone, ethanol, n-propanol, isopropanol, ethyl benzene, toluene, n-butanol, acetonitrile, ethyl acetate, 1,4-dioxane and acetone were determined experimentally using the isothermal saturation met...detailed

5900-58-3Relevant academic research and scientific papers

Tunable Electrosynthesis of Anthranilic Acid Derivatives via a C-C Bond Cleavage of Isatins

Qian, Peng,Liu, Jiaojiao,Zhang, Yan,Wang, Zhiyong

, p. 16008 - 16015 (2021/07/31)

A facile and direct electrocatalytic C-C bond cleavage/functionalization reaction of isatins was developed. With isatins as the amino-attached C1 sources, a variety of aminobenzoates, and aminobenzamides were synthesized in moderate to good yields under mild conditions.

Compound as well as preparation method and application thereof as c-Met inhibitor

-

Paragraph 0175; 0176; 0177, (2019/10/01)

The invention provides a compound as well as a preparation method and application thereof as a c-Met inhibitor. The compound has a structure as shown in a formula (X) or an isomer of the compound in the formula (X) or a pharmaceutically acceptable slat of the compound, wherein A is hydrogen or B is shown as the specification or C does not exist or is a benzene ring, and C forms a quinazoline grouptogether with a parent nucleus structure when being the benzene ring; L1 is -NH-CH2- or -O-; L2 does not exist or is -NH-; X is C or N; Y is O or S; R1 is halogen or -NO2; R2 is shown as the specification or is -COR5; R3 is selected from halogen, alkyl and alkoxy; each of R4 and R5 is an independent C3-C6 saturated or unsaturated cycloalkyl, aryl or heteroaryl; and the cycloalkyl, aryl or heteroaryl is substituted or unsubstituted, the substituent group is selected from halogen, nitryl, alkyl and substituent alkyl.

Chemoselectivity for Alkene Cleavage by Palladium-Catalyzed Intramolecular Diazo Group Transfer from Azide to Alkene

Frost, Grant B.,Mittelstaedt, Michaela N.,Douglas, Christopher J.

supporting information, p. 1727 - 1732 (2019/01/09)

Alkenes can be cleaved by means of the (3+2) cycloaddition and subsequent cycloreversion of 1,3-dipoles, classically ozone (O3), but the azide (R?N3) variant is rare. Chemoselectivity for these azide to alkene diazo group transfers (DGT) is typically disfavored, thus limiting their synthetic utility. Herein, this work discloses a palladium-catalyzed intramolecular azide to alkene DGT, which grants chemoselectivity over competing aziridination. The data support a catalytic cycloreversion mechanism distinct from other known metal-catalyzed azide/alkene reactions: nitrenoid/metalloradical and (3+2) cycloadditions. Kinetics experiments reveal an unusual mechanistic profile in which the catalyst is not operative during the rate-controlling step, rather, it is active during the product-determining step. Catalytic DGT was used to synthesize N-heterocyclic quinazolinones, a medicinally relevant structural core. We also report on the competing aziridination and subsequent ring expansion to another N-heterocyclic core structure of interest, benzodiazepinones.

Discovery of β-Arrestin Biased, Orally Bioavailable, and CNS Penetrant Neurotensin Receptor 1 (NTR1) Allosteric Modulators

Pinkerton, Anthony B.,Peddibhotla, Satyamaheshwar,Yamamoto, Fusayo,Slosky, Lauren M.,Bai, Yushi,Maloney, Patrick,Hershberger, Paul,Hedrick, Michael P.,Falter, Bekhi,Ardecky, Robert J.,Smith, Layton H.,Chung, Thomas D. Y.,Jackson, Michael R.,Caron, Marc G.,Barak, Lawrence S.

supporting information, p. 8357 - 8363 (2019/09/10)

Neurotensin receptor 1 (NTR1) is a G protein coupled receptor that is widely expressed throughout the central nervous system where it acts as a neuromodulator. Neurotensin receptors have been implicated in a wide variety of CNS disorders, but despite extensive efforts to develop small molecule ligands there are few reports of such compounds. Herein we describe the optimization of a quinazoline based lead to give 18 (SBI-553), a potent and brain penetrant NTR1 allosteric modulator.

Oxidative ring-opening of isatins for the synthesis of 2-aminobenzamides and 2-aminobenzoates

Wang, Yu-Wei,Zheng, Lei,Jia, Feng-Cheng,Chen, Yun-Feng,Wu, An-Xin

, p. 1497 - 1503 (2019/02/13)

An efficient and practical isatin-based oxidative domino protocol has been developed for the facile synthesis of 2-aminobenzamides and 2-aminobenzoates. The robust nature of this reaction system is reflected by accessible starting materials, room temperature and high-yield gram-scale synthesis.

Method for preparing 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile

-

Paragraph 0021, (2018/07/30)

The invention discloses a method for preparing 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile. The method comprises the following steps of: S1, adopting 2-amino-4-halo benzoic acid as a starting material, and performing esterification on simple fatty alcohol under the action of a catalyst so as to produce 4-halo-2-aminobenzoate; S2, performing a reaction between 4-halo-2-aminobenzoate and 3-dimethylaminoacrylonitrile under the action of an acidic catalyst so as to produce 4-halo-2-((2-cyanovinyl)amino) benzoate; S3, performing cyclization on 4-halo-2-((2-cyanovinyl)amino) benzoate under the action of strong base so as to produce 7-halo-1,4-dihydroquinoline-4-one-3-carbonitrile; and S4, performing nitrification on 7-halo-1,4-dihydroquinoline-4-one-3-carbonitrile in the presence ofa mixture of strong acid and nitric acid to obtain 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile. According to the method for preparing 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile, the process route is novel, the novel intermediates are obtained, and the total yield is more than 35%; the method has the advantages of a novel process route, mild reaction conditions and the like.

Iodine(III) Reagent-Mediated Intramolecular Amination of 2-Alkenylanilines to Prepare Indoles

Zhao, Chun-Yang,Li, Kun,Pang, Yu,Li, Jia-Qing,Liang, Cui,Su, Gui-Fa,Mo, Dong-Liang

supporting information, p. 1919 - 1925 (2018/03/28)

A variety of 3-substituted and 2,3-disubstituted indoles were synthesized efficiently in good yields through the intramolecular amination of 2-alkenylanilines promoted by readily available iodine(III) reagents in a short reaction time. Mechanistic studies showed that the reaction pathway went through a nitrenium ion and that 3-acetoxy indoline was the key intermediate in the indole formation. The indole product was easily prepared on a gram scale and amination also proceeded smoothly using catalytic 3,5-dimethylphenyl iodine in the presence of mCPBA. Furthermore, the indolo[3,2-a]carbazole scaffold was prepared in good yield in six steps from commercial ortho-iodoaniline. (Figure presented.).

Design and Synthesis of Selurampanel, a Novel Orally Active and Competitive AMPA Receptor Antagonist

Orain, David,Tasdelen, Engin,Haessig, Samuel,Koller, Manuel,Picard, Anne,Dubois, Celine,Lingenhoehl, Kurt,Desrayaud, Sandrine,Floersheim, Phillip,Carcache, David,Urwyler, Stephan,Kallen, Joerg,Mattes, Henri

, p. 197 - 201 (2017/02/15)

A series of potent quinazolinedione sulfonamide antagonists of the α-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptor were designed and synthesized. The structure–activity relationships (SAR) and in vivo activity of the series were investigated. In particular, compound 1 S (selurampanel; N-[7-isopropyl-6-(2-methylpyrazol-3-yl)-2,4-dioxo-1H-quinazolin-3-yl]methanesulfonamide) has shown excellent oral potency against maximal electroshock seizure (MES)-induced generalized tonic–clonic seizures in rodents as well as significant activity in patients suffering from various forms of epilepsy. The X-ray crystal structure of selurampanel bound to the AMPA receptor hGluA was also obtained.

A method for preparing the methyl two sulphur are prosperous (by machine translation)

-

Paragraph 0047; 0052; 0053; 0073; 0074, (2017/08/25)

The invention discloses a method for synthesizing the methyl two sulphur are prosperous, belongs to the pesticide chemical field, the synthetic method is to 4 - chloro - 2 - aminobenzoic acid as the raw materials, by esterification, diazo, through sulfur dioxide, oxychloride, ammoniation ring, nitrogen methylation, carbonitriding, reduction, open-loop, a sulfonylation and condensation of the eleven step to make the methyl two sulphur are prosperous. The invention synthetic the methyl two sulphur are prosperous, the raw material is cheap, simple operation, mild condition, low equipment requirements, high yield, is suitable for industrial production, and the practicability is strong. (by machine translation)

Synthetic method of 4-chloro-2-(N-methyl-N-phenyl sulfamoyl) methyl benzoate

-

Paragraph 0021; 0023, (2016/11/07)

The invention provides a synthetic method of 4-chloro-2-(N-methyl-N-phenyl sulfamoyl) methyl benzoate. The technical scheme is that 4-chloro-2-aminobenzoic acid is taken as a raw material and has an esterification reaction, a product is subjected to diazotization and the Sandmeyer reaction, methyl 4-chloro-2-(chlorosulfonyl)benzoate is prepared and subjected to condensation with N-methylaniline, and 4-chloro-2-(N-methyl-N-phenyl sulfamoyl) methyl benzoate is obtained. The synthetic method has the advantages of conciseness, high efficiency, mild conditions, no need of purification of an intermediate and simple operation, the total yield of three steps of reactions is as high as 65%, and the method is quite suitable for industrial production.

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