2,3-DIFLUORO-6-AMINOBENZOIC ACID

Base Information

• Chemical Name: 2,3-DIFLUORO-6-AMINOBENZOIC ACID
• CAS No.: 442134-72-7
• Molecular Formula: C7H5F2NO2
• Molecular Weight: 173.119
• Hs Code.: 2922498590
• Mol file: 442134-72-7.mol

Synonyms:5,6-Difluoroanthranilicacid;6-Amino-2,3-difluorobenzoic acid;

Chemical Property of 2,3-DIFLUORO-6-AMINOBENZOIC ACID

Chemical Property:

• Vapor Pressure: 0.000161mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 317.5 °C at 760 mmHg
• PKA: 0.93±0.10(Predicted)
• Flash Point: 145.8 °C
• PSA: 63.32000
• Density: 1.536 g/cm³
• LogP: 1.82640
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5,6-DifluoroAnthranilicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,3-DIFLUORO-6-AMINOBENZOIC ACID is used in the preparation of 2-[[2-(phenylamino)-1H-pyrrolo[2,3-d]pyrimidin-4-yl]amino] benzamide derivatives as inhibitors of IGF-1R and IR receptor tyrosine kinase as a nticancer agents. 5,6-Difluoroanthranilic acid is used in the preparation of 2-[[2-(phenylamino)-1H-pyrrolo[2,3-d]pyrimidin-4-yl]amino]benzamide derivatives as inhibitors of IGF-1R and IR receptor tyrosine kinase as anticancer agents.

Technology Process of 2,3-DIFLUORO-6-AMINOBENZOIC ACID

There total 5 articles about 2,3-DIFLUORO-6-AMINOBENZOIC 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: 80.0%

ethyl 6-amino-2,3-difluorobenzoate (869333-31-3) → 2,3-difluoro-6-aminobenzoic acid (442134-72-7)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

methyl 6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2,3-difluorobenzoate (1116228-29-5) → 2,3-difluoro-6-aminobenzoic acid (442134-72-7)

Guidance literature:

methyl 6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2,3-difluorobenzoate; With trifluoroacetic acid; In dichloromethane; at 20 ℃;

With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; ethyl acetate; at 20 ℃; pH=7;

Reference yield:

(3,4-difluorophenyl)-carbamic acid-tert-butyl ester (144298-04-4) → 2,3-difluoro-6-aminobenzoic acid (442134-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tert.-butyl lithium / tetrahydrofuran / 3 h / -78 °C

1.2: 1 h / -78 °C

2.1: trifluoroacetic acid / dichloromethane / 12 h / 20 °C

3.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 18 h / 20 °C

With lithium hydroxide monohydrate; water; tert.-butyl lithium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

methyl 6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-2,3-difluorobenzoate

3,4-difluoroaniline

(3,4-difluorophenyl)-carbamic acid-tert-butyl ester

ethyl 6-(tert-butoxycarbonylamino)-2,3-difluorobenzoate

Downstream raw materials:

6-amino-2,3-difluorobenzamide

(6-amino-2,3-difluorophenyl)methanol

Refernces

• 1、 -. "2- [ (2-{PHENYLAMINO}-1H-PYRROLO [2, 3-D] PYRIMIDIN-4-YL) AMINO] BENZAMIDE DERIVATIVES AS IGF-1R INHIBITORS FOR THE TREATMENT OF CANCER". Page/Page column 74. . Retrieved 2009/04/25.