2789-92-6

Basic information

• Product Name: 3,5-Dichloroanthranilic acid
• Synonyms: TIMTEC-BB SBB003493;RARECHEM AL BO 0770;3,5-dichloro-anthranilicaci;2-AMINO-3,5-DICHLOROBENZOIC ACID;3,5-DICHLOROANTHRANILIC ACID;LABOTEST-BB LT00241952;BUTTPARK 49\07-46;BENZOIC ACID, 2-AMINO-3,5-DICHLORO-
• CAS NO: 2789-92-6
• Molecular Formula: C₇H₅Cl₂NO₂
• Molecular Weight: 206.03
• EINECS: 220-520-3
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 2789-92-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 227-230 °C(lit.)
• Boiling Point: 344.4 °C at 760 mmHg
• Flash Point: 162.1 °C
• Appearance: /
• Density: 1.4062 (rough estimate)
• Vapor Pressure: 2.51E-05mmHg at 25°C
• Refractive Index: 1.6100 (estimate)
• Storage Temp.: Storage temperature: no restrictions.
• Solubility: Acetic Acid (Slightly, Heated), DMSO (Slightly)
• PKA: 4.20±0.10(Predicted)
• Water Solubility: insoluble
• BRN: 779100
• CAS DataBase Reference: 3,5-Dichloroanthranilic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dichloroanthranilic acid(2789-92-6)
• EPA Substance Registry System: 3,5-Dichloroanthranilic acid(2789-92-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 2
• RTECS: CB2800000
• Hazardous Substances Data: 2789-92-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3,5-Dichloroanthranilic acid is used as a key intermediate in the synthesis of various organic compounds, such as dyes, pigments, and pharmaceuticals. Its unique chemical structure allows for the formation of diverse products through reactions with other organic molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, 3,5-Dichloroanthranilic acid is utilized as a building block for the development of new drugs. Its presence in the molecular structure can impart specific properties to the final drug, such as improved solubility, stability, or bioavailability.
Used in Agrochemicals:
3,5-Dichloroanthranilic acid is employed as a precursor in the production of agrochemicals, such as herbicides, insecticides, and fungicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and diseases in agricultural settings.
Used in Dye Industry:
In the dye industry, 3,5-Dichloroanthranilic acid is used as a starting material for the synthesis of various dyes with different color shades and properties. These dyes find applications in textiles, plastics, and other materials, providing color and aesthetic appeal.

Synthesis

2-amino-3,5-dichlorobenzoic acid was obtained by chlorination of 2-aminobenzoic acid in HCl . IR (suspension in nujol, cm?1 ): 3492, 3372, 1682, 1615, 1575, 1544, 1421, 1402, 1312, 1251, 1227, 1153, 1073, 876, 789.

InChI:InChI=1/C7H5Cl2NO2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,10H2,(H,11,12)/p-1

Upstream product

• 118-92-3 anthranilic acid 
• 52727-62-5 3,5-dichloro-2-aminobenzoic acid methyl ester 
• 4693-00-9 6,8-dichloro-2H-3,1-benzoxazine-2,4-dione 
• 7791-25-5 sulfuryl dichloride 
• 2099-63-0 anthranilic acid hydrochloride 
• 71-43-2 benzene 
• 10203-08-4 3,5-dichlorobenzaldehyde 
• 118665-00-2 2,4-dichloro-6-methylnitrobenzene 
• 59178-12-0 3,5-dichloro-2-nitrobenzaldehyde 
• 51-36-5 3,5-dichlorobenzoic acid 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 20409-63-6 (2-nitro-phenyl)-thiophen-2-yl-methanone 
• 623-11-0 1-methyl-4-nitrosobenzene 

Downstream Products

• 4693-00-9 6,8-dichloro-2H-3,1-benzoxazine-2,4-dione 
• 19094-64-5 2-acetylamino-3,5-dichloro-benzoic acid 
• 6952-11-0 6,8-dichloroquinazolin-4(3H)-one 
• 610-24-2 6,8-dichloroquinazoline-2,4(1H,3H)-dione 
• 36765-01-2 2-amino-3,5-dichlorobenzamide 
• 4215-99-0 Vat Turquoise ZKh 
• 7364-30-9 5,7-Dichloro-1,2-dihydro-3H-indazol-3-one 
• 18343-52-7 2-amino-3,5-dichloro-benzoic acid ethylamide 
• 554-00-7 2,4-Dichloroaniline 
• 128615-77-0 9,11-Dichloro-5-phenyl-6,6a,12-triaza-benzo[a]anthracen-7-one 
• 103656-92-4 3,5-dichloro-N-benzoylanthranilic acid 
• 6952-11-0 6,8-dichloro-4-hydroxyquinazoline 
• 128615-81-6 9,11-Dichloro-5-(4-chloro-phenyl)-6,6a,12-triaza-benzo[a]anthracen-7-one 
• 75129-85-0 6,8-Dichloro-2-thioxo-3-p-tolyl-2,3-dihydro-1H-quinazolin-4-one 

Relevant articles and documents

Synthesis and insecticidal activity of 6,8-dichloro-quinazoline derivatives containing a sulfide substructure

A series of 6,8-dichloro-quinazoline derivatives bearing a sulfide group was synthesized and characterized via 1H NMR, 13C NMR, IR and elemental analyses. All the compounds were tested for their insecticidal activity against Plutella xylostella in vitro. The results indicate that the synthesized compounds possess good insecticidal activity. Among these compounds, Vc, Vi, Vj, Vk and Vm displayed 75 %, 85 %, 80 %, 70 % and 63 % activities, respectively. These may prove useful as insecticidal agents.

Synthesis of {2,3-dihydro-7-halopyrrolo-[(2,1-b)]-quinazolin-9-(1h)-one and 2,3-dihydro-5,7-dihalopyrrolo-[(2,1-b)]-quinazolin-9-(1h)-one}: New analogs of deoxyvasicinone

A series of novel halogen-substituted deoxyvasicinone f2,3-dihydro-7- halopyrrolo-[(2,1-b)]-quinazolin-9-(1H)-one and 2,3-dihydro-5,7-dihalopyrrolo- [(2,1-b)]-quinazolin-9-(1H)-oneg derivatives was synthesized by condensation of halogenated anthranilic acids (2, 3, 4, 5) with 4-aminobutyric acid (6) in refluxing m-xylene over phosphorus pentoxide for 3 h to give the desired compounds (7a-7d). Taylor & Francis Group, LLC.

Selenium-catalyzed intramolecular atom- And redox-economical transformation ofo-nitrotoluenes into anthranilic acids

Anthranilic acids (AAs) are significant basic chemicals used in pharmaceuticals, agrochemicals, dyes, fragrances,etc. Superfluous steps are always involved in obtaining AAs. Herein, we demonstrate a straightforward strategy to transform abundanto-nitrotoluenes into biologically and pharmaceutically significant AAs without any extra reductants, oxidants and protecting groups. Various sensitive groups, such as halogens, sulfide, aldehyde, pyridines, quinolines,etc., can be tolerated in this transformation. A hundred-gram-scale operation is realized efficiently with almost quantitative selenium recycling. Further mechanistic studies and DFT calculations disclosed the proposed atom-exchange processes and the key roles of the selenium species.

Anthranilic acid and derivatives thereof as well as synthesis method and application thereof

In the reaction solvent, o-methyl (hetero) aryl nitro compound is taken as a reaction raw material and is used for water. The anthranilic acid and its derivatives are synthesized by the action of a catalyst, a base and an additive. The synthetic method has the advantages of cheap and easily available raw materials, simple reaction operation, high yield and excellent functional group tolerance, and provides a simple and efficient method for synthesizing o-aminobenzoic acid which is widely used in the aspects of dyes, medicines, pesticides, spices and the like. The invention further discloses the anthranilic acid and derivatives and application thereof, and has a wide application prospect.

PYRAZOLYL AMIDE COMPOUNDS AND USES THEREOF

Disclosed is a pyrazole amide compound of a novel structure as represented by general formula I, wherein, each substituent group is as defined in the specification. The compound of general formula I has good insecticidal activity, and can be used for pest control.

Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N-O bond-forming cyclization of 2-azidobenzoic acids

The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.

Synthesis of novel quinazolinone derivatives with methyl (E)-2-(3-methoxy)acrylate moiety

A new series of quinazolinone derivatives with methyl (E)-2-(3-methoxy) acrylate moiety have been designed and synthesized. All target compounds had been identified by 1H NMR spectrum, IR spectrum and HR-MS (high resolution mass spectrum). Three target compounds (10a, 10e, 10h) were chosen to preliminarily test the antibacterial activities, the results showed that all three target compounds exhibited antibacterial activities against three bacterial strains (Proteobacteria, Salmonella, Colibacillus).

INHIBITORS OF 11β -HYDROXYSTEROID DEHYDROGENASE TYPE 1

This invention relates to novel compounds of the Formulae I or II and pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof which are useful for the therapeutic treatment of diseases associated with the modulation or inhibition of 11 β-HSD l in mammals.Formula (I).

SYNTHESIS OF 2-AMINO-3,5-DICHLOROBENZOIC ACID.

A method has been devised for synthesis of 2-amino-3, 5-dichlorobenzoic acid by chlorination of 2-aminobenzoic acid with chlorine generated in the reaction of hydrochloric acid with hydrogen peroxide in presence of amides - formamide and N, N-dimethylformamide, with dielectric constants of 111. 5 and 37. 6 respectively at 20 degree . The influence of the chlorination temperature on the yield and quality of 2-amino-3,5-dichlorobenzoic acid was studied. Chlorination at temperatures above 55 degree increases the consumption of hydrogen peroxide by a factor of 1. 5-2. 0 and the reaction is accompanied by copious frothing and evolution of chlorine. Chlorination at 20-35 degree proceeds slowly and requires increase of the chlorination time to 30-40 h. The optimal temperature range for obtaining the maximum yield and highest quality of the product is 40-55 degree .