Methyl 2,6-dichloro-4-fluorobenzoate

Base Information

• Chemical Name: Methyl 2,6-dichloro-4-fluorobenzoate
• CAS No.: 232275-56-8
• Molecular Formula: C8H5Cl2FO2
• Molecular Weight: 223.0285032
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID90709550
• Wikidata: Q82644565
• Mol file: 232275-56-8.mol

Synonyms:Methyl 2,6-dichloro-4-fluorobenzoate;232275-56-8;Methyl2,6-dichloro-4-fluorobenzoate;2,6-dichloro-4-fluorobenzoic acid methyl ester;SCHEMBL5788599;DTXSID90709550;OZQKPZQUPFKGIF-UHFFFAOYSA-N;MFCD23135661;AKOS016002348;CS-0194452;C90803;A878300

Chemical Property of Methyl 2,6-dichloro-4-fluorobenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 2.91910
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.9650629
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

97% ^*data from raw suppliers

Methyl2,6-dichloro-4-fluorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1Cl)F)Cl

Technology Process of Methyl 2,6-dichloro-4-fluorobenzoate

There total 4 articles about Methyl 2,6-dichloro-4-fluorobenzoate 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: 48.0%

methyl 4-amino-2,6-dichlorobenzoate (232275-49-9) → methyl 2,6-dichloro-4-fluorobenzoate (232275-56-8)

Guidance literature:

methyl 4-amino-2,6-dichlorobenzoate; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h;

With tetrafluoroboric acid; In water; for 0.5h;

DOI:10.1016/S0968-0896(02)00021-4

Reference yield:

2,6-dichloro-4-nitrobenzoic acid (22509-50-8) → methyl 2,6-dichloro-4-fluorobenzoate (232275-56-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: SOCl₂ / CH₂Cl₂ / 19 h / Heating

2.1: 10.8 g / 17 h / Heating

3.1: 78 percent / Na₂S₂O₄ / ethanol; H₂O / 2 h / Heating

4.1: NaNO₂; HCl / H₂O / 0.5 h / 0 - 5 °C

4.2: 48 percent / HBF₄ / H₂O / 0.5 h

With hydrogenchloride; thionyl chloride; sodium dithionite; sodium nitrite; In ethanol; dichloromethane; water;

DOI:10.1016/S0968-0896(02)00021-4

Reference yield:

methyl 2,6-dichloro-4-nitrobenzoate (232275-50-2) → methyl 2,6-dichloro-4-fluorobenzoate (232275-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 78 percent / Na₂S₂O₄ / ethanol; H₂O / 2 h / Heating

2.1: NaNO₂; HCl / H₂O / 0.5 h / 0 - 5 °C

2.2: 48 percent / HBF₄ / H₂O / 0.5 h

With hydrogenchloride; sodium dithionite; sodium nitrite; In ethanol; water;

DOI:10.1016/S0968-0896(02)00021-4

upstream raw materials:

methyl 4-amino-2,6-dichlorobenzoate

2,6-dichloro-4-nitrobenzoic acid

methyl 2,6-dichloro-4-nitrobenzoate

2,6-dichloro-4-nitrobenzoyl chloride

Downstream raw materials:

2,6-dichloro-4-fluorobenzoic acid

Refernces

• 1、 Sircar, Ila,Gudmundsson, Kristjan S.,Martin, Richard,Liang, Jimmy,Nomura, Sumihiro,Jayakumar, Honnappa,Teegarden, Bradley R.,Nowlin, Dawn M.,Cardarelli, Pina M.,Mah, Jason R.,Connell, Samuel,Griffith, Ronald C.,Lazarides, Elias. "Synthesis and SAR of N-benzoyl-L-biphenylalanine derivatives: Discovery of TR-14035, a dual α4β7/α4β1 integrin antagonist". . p. 2051 - 2066. Retrieved 2007/10/03.