2-Amino-3,5-dichlorobenzoic acid

Base Information

• Chemical Name: 2-Amino-3,5-dichlorobenzoic acid
• CAS No.: 2789-92-6
• Molecular Formula: C7H5Cl2NO2
• Molecular Weight: 206.028
• Hs Code.: 29224985
• European Community (EC) Number: 220-520-3
• NSC Number: 1116
• UNII: PNM7XQN5SC
• DSSTox Substance ID: DTXSID50182183
• Nikkaji Number: J7.914F
• Wikidata: Q72465425
• ChEMBL ID: CHEMBL2447899
• Mol file: 2789-92-6.mol

Synonyms:3,5-dichloroanthranilic acid

Chemical Property of 2-Amino-3,5-dichlorobenzoic acid

Chemical Property:

• Appearance/Colour: White crystal powder
• Vapor Pressure: 2.51E-05mmHg at 25°C
• Melting Point: 227-230 °C(lit.)
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 344.4 °C at 760 mmHg
• PKA: 4.20±0.10(Predicted)
• Flash Point: 162.1 °C
• PSA: 63.32000
• Density: 1.607 g/cm³
• LogP: 2.85500
• Storage Temp.: Storage temperature: no restrictions.
• Solubility.: Acetic Acid (Slightly, Heated), DMSO (Slightly)
• Water Solubility.: insoluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.9697338
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98.0%Min ^*data from raw suppliers

2-Amino-3,5-dichlorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(=O)O)N)Cl)Cl
• Uses: 2-Amino-3,5-dichlorobenzoic acid, is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 2-Amino-3,5-dichlorobenzoic acid

There total 21 articles about 2-Amino-3,5-dichlorobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.4%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 3,5-dichloroantranilic acid (2789-92-6)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

Reference yield: 85.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 5-chloroanthranilic acid (635-21-2) + 3,5-dichloroantranilic acid (2789-92-6)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In water; N,N-dimethyl-formamide; at 45 - 50 ℃; for 15h;

Reference yield: 51.0%

2,4-dichloro-6-methylnitrobenzene (118665-00-2) → 3,5-dichloroantranilic acid (2789-92-6)

Guidance literature:

With selenium; lithium methanolate; nitrobenzene; In methanol; water; dimethyl sulfoxide; at 90 ℃; for 5h; Inert atmosphere;

DOI:10.1039/d0gc04407e

upstream raw materials:

2,4-dichloro-6-methylacetanilide

3,5-dichloro-2-nitrobenzoic acid

anthranilic acid

3,5-dichloro-2-aminobenzoic acid methyl ester

Downstream raw materials:

6,8-dichloro-2H-3,1-benzoxazine-2,4-dione

2-acetylamino-3,5-dichloro-benzoic acid

6,8-dichloroquinazolin-4(3H)-one

6,8-dichloroquinazoline-2,4(1H,3H)-dione

Refernces

• 1、 Wu, Jian,Bai, Song,Yue, Min,Luo, Li-Jun,Shi, Qin-Cai,Ma, Juan,Du, Xian-Li,Kang, Sheng-Hong,Hu, Deyu,Yang, Song. "Synthesis and insecticidal activity of 6,8-dichloro-quinazoline derivatives containing a sulfide substructure". . p. 969 - 975. Retrieved 2014.
• 2、 Jiang, Xuefeng,Li, Yiming,Lin, Zhenyang,Wang, Yuhong,Yang, Tilong. "Selenium-catalyzed intramolecular atom- And redox-economical transformation ofo-nitrotoluenes into anthranilic acids". supporting information. p. 2986 - 2991. Retrieved 2021/05/05.
• 3、 -. "PYRAZOLYL AMIDE COMPOUNDS AND USES THEREOF". Paragraph 0099-0100. . Retrieved 2016/10/27.