5-Bromo-2,4-difluoroaniline

Base Information

• Chemical Name: 5-Bromo-2,4-difluoroaniline
• CAS No.: 452-92-6
• Molecular Formula: C6H4BrF2N
• Molecular Weight: 208.005
• Hs Code.: 29214200
• European Community (EC) Number: 627-420-2
• DSSTox Substance ID: DTXSID30382563
• Nikkaji Number: J1.528.937F
• Wikidata: Q72454251
• Mol file: 452-92-6.mol

Synonyms:5-Bromo-2,4-difluoroaniline;452-92-6;5-Bromo-2,4-difluoro-phenylamine;2,4-Difluoro-5-bromoaniline;Benzenamine, 5-bromo-2,4-difluoro-;5-bromo-2,4-difluorophenylamine;MFCD03426368;5-bromo-2,4-difluoro-aniline;5-bromo-2,4-difluoro aniline;SCHEMBL1529272;DTXSID30382563;FQZCUAASVCIWSL-UHFFFAOYSA-N;5-Bromo-2,4-difluoroaniline, 96%;AKOS015834017;AC-6668;AM61545;CS-W015244;SB77807;AS-37130;SY060840;5-Bromo-2 pound not4-difluoro-phenylamine;A7148;FT-0632150;EN300-132490;5-bromo-2,4-difluorobenzenamine;5-BROMO-2,4-DIFLUORO-PHENYLAMINE

Chemical Property of 5-Bromo-2,4-difluoroaniline

Chemical Property:

• Melting Point: 25-29 °C(lit.)
• Boiling Point: 223.2 °C at 760 mmHg
• PKA: 2.19±0.10(Predicted)
• Flash Point: 88.8 °C
• PSA: 26.02000
• Density: 1.788 g/cm³
• LogP: 2.89070
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 206.94952
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2,4-difluoroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Br)F)F)N

Technology Process of 5-Bromo-2,4-difluoroaniline

There total 2 articles about 5-Bromo-2,4-difluoroaniline 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: 92.0%

5-bromo-2,4-difluoronitrobenzene (345-24-4) → (5-bromo-2,4-difluorophenyl)amine (452-92-6)

Guidance literature:

With platinum on activated charcoal; hydrogen; In acetonitrile; at 25 ℃; Reagent/catalyst; Solvent; Temperature;

Reference yield:

2,4-difluorobromobenzene (348-57-2) → (5-bromo-2,4-difluorophenyl)amine (452-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / HNO₃; H₂SO₄ / 1 h / 0 °C

2: 59 percent / aq. NH₄Cl; Fe / ethanol; tetrahydrofuran / 2 h / Heating

With sulfuric acid; nitric acid; iron; ammonium chloride; In tetrahydrofuran; ethanol;

DOI:10.1021/jm060381c

Reference yield: 100.0%

(5-bromo-2,4-difluorophenyl)amine (452-92-6) + Benzoyl isothiocyanate (532-55-8) → 1-benzoyl-3-(5-bromo-2,4-difluoro-phenyl)-thiourea (1160789-89-8)

Guidance literature:

In acetone; at 20 ℃; for 0.5h;

upstream raw materials:

5-bromo-2,4-difluoronitrobenzene

2,4-difluorobromobenzene

Downstream raw materials:

3H-imidazole-4-carboxylic acid (5-bromo-2,4-difluoro-phenyl)-amide

2-[[(5-bromo-2,4-difluorophenyl)imino]methyl]phenol

N-(5-bromo-2,4-difluorophenyl)-2-methylpropanamide

tert-butyl 4-[2,4-difluoro-5-(isobutyrylamino)phenyl]-3,6-dihydro-1(2H)-pyridine carboxylate

Refernces

• 1、 -. "NON BRAIN PENETRANT A2A INHIBITORS AND METHODS FOR USE IN THE TREATMENT OF CANCERS". Paragraph 1743-1744. . Retrieved 2020/04/24.
• 2、 Jiang, Yu,Chen, Chien-An,Lu, Kai,Daniewska, Irena,De Leon, John,Kong, Ron,Forray, Carlos,Li, Boshan,Hegde, Laxminarayan G.,Wolinsky, Toni D.,Craig, Douglas A.,Wetzel, John M.,Andersen, Kim,Marzabadi, Mohammad R.. "Synthesis and SAR investigations for novel melanin-concentrating hormone 1 receptor (MCH1) antagonists part 1. The discovery of arylacetamides as viable replacements for the dihydropyrimidinone moiety of an HTS hit". . p. 3870 - 3882. Retrieved 2008/02/09.