Benzoic acid, 6-amino-3-bromo-2-chloro-

Base Information

• Chemical Name: Benzoic acid, 6-amino-3-bromo-2-chloro-
• CAS No.: 3030-19-1
• Molecular Formula: C7H5 Br Cl N O2
• Molecular Weight: 250.479
• Hs Code.: 2916399090
• European Community (EC) Number: 823-001-5
• DSSTox Substance ID: DTXSID00184394
• Wikidata: Q83055317
• Mol file: 3030-19-1.mol

Synonyms:6-amino-3-bromo-2-chlorobenzoic acid;3030-19-1;Benzoic acid, 6-amino-3-bromo-2-chloro-;MFCD06409110;C7H5BrClNO2;SCHEMBL7773588;DTXSID00184394;6-amino-3-bromo-2-chlorobenzoicacid;SY300205

Chemical Property of Benzoic acid, 6-amino-3-bromo-2-chloro-

Chemical Property:

• Vapor Pressure: 2.93E-06mmHg at 25°C
• Boiling Point: 374.1°C at 760 mmHg
• Flash Point: 180°C
• PSA: 63.32000
• Density: 1.892g/cm³
• LogP: 2.96410
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 248.91922
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-3-bromo-2-chlorobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1N)C(=O)O)Cl)Br

Technology Process of Benzoic acid, 6-amino-3-bromo-2-chloro-

There total 7 articles about Benzoic acid, 6-amino-3-bromo-2-chloro- 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: 88.0%

N-acetyl-5-bromo-6-chloroanthranilic acid (125328-77-0) → 2-amino-5-bromo-6-chlorobenzoic acid (3030-19-1)

Guidance literature:

With sodium hydroxide; In water; for 5h; Reflux;

DOI:10.1021/ol401710a

Reference yield: 82.0%

2-chloro-6-aminobenzoic acid (2148-56-3) → 2-amino-5-bromo-6-chlorobenzoic acid (3030-19-1)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

Reference yield:

4-amino-2-chloro-3-methylbromobenzene (627531-47-9) → 2-amino-5-bromo-6-chlorobenzoic acid (3030-19-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 16.5 h / 0 - 20 °C

2: magnesium sulfate heptahydrate; potassium permanganate / water / 3 h / Reflux

3: sodium hydroxide / water / 5 h / Reflux

With potassium permanganate; magnesium sulfate heptahydrate; sodium hydroxide; In dichloromethane; water;

DOI:10.1021/ol401710a

upstream raw materials:

4-amino-2-chloro-3-methylbromobenzene

N-(4-bromo-3-chloro-2-methylphenyl)acetamide

N-acetyl-5-bromo-6-chloroanthranilic acid

3-chloro-2-methylbenzenamine

Downstream raw materials:

C₁₅H₁₅BrClNO₄

(5-Bromo-4-chloro-indol-3-yl)-β-L-fucopyranoside

5-bromo-4-chloro-indol-3-yl-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)

5-bromo-4-chloro-3-indolyl β-D-galactopyranoside

Refernces

• 1、 -. "Synthesis method of 5-bromo-4-chloro-3-indolyl-alpha-D-N-acetylneuraminic acid sodium salt". Paragraph 0032; 0033; 0034. . Retrieved 2017/07/01.
• 2、 Boettcher, Stephan,Hederos, Markus,Champion, Elise,Dekany, Gyula,Thiem, Joachim. "Novel efficient routes to indoxyl glycosides for monitoring glycosidase activities". . p. 3766 - 3769. Retrieved 2013/08/23.