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

Description

3,5-Dichloroanthranilic acid is an organic compound with the chemical formula C7H5Cl2NO2. It is an off-white to yellow to dark pink crystalline solid that serves as an important raw material and intermediate in various industries, including organic synthesis, pharmaceuticals, agrochemicals, and dyestuff.

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

• 61655-97-8 2,4-dichloro-6-methylacetanilide 
• 118665-00-2 2,4-dichloro-6-methylnitrobenzene 
• 59178-12-0 3,5-dichloro-2-nitrobenzaldehyde 
• 51-36-5 3,5-dichlorobenzoic acid 
• 10203-08-4 3,5-dichlorobenzaldehyde 
• 7791-25-5 sulfuryl dichloride 
• 2099-63-0 anthranilic acid hydrochloride 
• 71-43-2 benzene 
• 7782-50-5 chlorine 
• 118-92-3 anthranilic acid 
• 64-19-7 acetic acid 
• 20409-63-6 (2-nitro-phenyl)-thiophen-2-yl-methanone 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 4693-00-9 6,8-dichloro-2H-3,1-benzoxazine-2,4-dione 
• 73314-32-6 6,8-dichloro-2-thiophen-2-yl-benzo[d][1,3]oxazin-4-one 
• 23082-45-3 3,5-dichloro-2-nitrobenzoic acid 
• 73541-54-5 3,5-Dichloro-2-[(2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylmethyl)-amino]-benzoic acid 
• 128615-77-0 9,11-Dichloro-5-phenyl-6,6a,12-triaza-benzo[a]anthracen-7-one 
• 6952-11-0 6,8-dichloro-4-hydroxyquinazoline 
• 154623-74-2 3,5-dichloro-2-(trifluoroacetylamino)benzoic trifluoroacetic anhydride 
• 50-73-7 2,3,5-trichlorobenzoic acid 
• 31330-25-3 (+/-)-4,4',6,6'-tetrachlorodiphenic acid 
• 1397834-27-3 2-amino-3,5-dichloro-N-propylbenzamide 
• 1397833-77-0 (2-amino-3,5-dichlorophenyl) (benzotriazole-1-yl)methanone 

Relevant articles and documents

-

-

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.

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.

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.