6388-47-2 Usage
Description
2-Amino-3-chlorobenzoic acid is an organic compound characterized by its white to yellow, tan, or grey crystalline powder form. It features a unique chemical structure with an amino group at the 2nd position and a chlorine atom at the 3rd position on a benzene ring, which endows it with specific chemical properties and potential applications across various industries.
Uses
Used in Pharmaceutical Industry:
2-Amino-3-chlorobenzoic acid is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows it to serve as a building block in the development of new pharmaceutical compounds, contributing to the advancement of medical treatments.
Used in Agriculture:
2-Amino-3-chlorobenzoic acid is utilized as a plant growth regulator, playing a crucial role in enhancing crop yields and improving the overall quality of agricultural produce. By modulating plant growth and development, it helps optimize agricultural practices and ensure a sustainable food supply.
Synthesis Reference(s)
The Journal of Organic Chemistry, 17, p. 141, 1952 DOI: 10.1021/jo01135a014
Synthesis
The synthesis of?2-Amino-3-chlorobenzoic acid is as follows:70 ml of methanol was added to an autoclave, and cooled to -70° C., and 16 g (942 mmol) of a generated ammonia gas was added. 30 g (157 mmol) of 2,3-dichlorobenzoic acid and 0.78 g (7.85 mmol) of copper(I) chloride were added. The autoclave was sealed, and heated in an oil bath at 130° C. and 30 atmospheres for 20 hours. After the completion of the reaction, the autoclave was cooled to room temperature, and the reaction mixture was transferred into a reaction flask. 100 ml of water was added to the reaction solution, and the reaction solution was heated in an oil bath to 100° C. to remove the ammonia and the methanol. Then, the reaction solution was cooled to room temperature, and hydrochloric acid was added to adjust the pH value to 3. The precipitated crystals were filtered and dried to obtain 21.8 g of 2-amino-3-chlorobenzoic acid as white crystals with a yield of 81%.
Check Digit Verification of cas no
The CAS Registry Mumber 6388-47-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,3,8 and 8 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6388-47:
(6*6)+(5*3)+(4*8)+(3*8)+(2*4)+(1*7)=122
122 % 10 = 2
So 6388-47-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H6ClNO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,9H2,(H,10,11)/p-1
6388-47-2Relevant articles and documents
POLY-ADP RIBOSE POLYMERASE (PARP) INHIBITORS
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Page/Page column 27, (2018/07/29)
The present invention is related to a pharmaceutical composition comprising a pharmaceutically acceptable carrier or diluent and a compound represented by the following structural formula: The present invention is also related a method of treating a subject with a disease which can be ameliorated by inhibition of poly(ADP-ribose)polymerase (PARP). The definitions of the variables are provided herein.
Extending the biocatalytic scope of regiocomplementary flavin-dependent halogenase enzymes
Shepherd, Sarah A.,Karthikeyan, Chinnan,Latham, Jonathan,Struck, Anna-Winona,Thompson, Mark L.,Menon, Binuraj R. K.,Styles, Matthew Q.,Levy, Colin,Leys, David,Micklefield, Jason
, p. 3454 - 3460 (2015/05/27)
Flavin-dependent halogenases are potentially valuable biocatalysts for the regioselective halogenation of aromatic compounds. These enzymes, utilising benign inorganic halides, offer potential advantages over traditional non-enzymatic halogenation chemistry that often lacks regiocontrol and requires deleterious reagents. Here we extend the biocatalytic repertoire of the tryptophan halogenases, demonstrating how these enzymes can halogenate a range of alternative aryl substrates. Using structure guided mutagenesis we also show that it is possible to alter the regioselectivity as well as increase the activity of the halogenases with non-native substrates including anthranilic acid; an important intermediate in the synthesis and biosynthesis of pharmaceuticals and other valuable products. This journal is
METHOD FOR PRODUCING NITROBENZENE COMPOUND
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Paragraph 0180, (2014/06/24)
A method for producing a nitrobenzene compound represented by general formula (2), wherein R1 and R5 are the same or different, and each is a halogen atom or another functional group, and R2, R3, and R4 are the same or different, and each is a hydrogen atom or another functional group, comprises oxidizing an aniline compound represented by general formula (1), wherein R1, R2, R3, R4, and R5 are the same as described above, with hydrogen peroxide in the presence of a tungsten compound under an acidic condition, followed by oxidation with hydrogen peroxide under a neutral to alkaline condition.