2,6-Dichloro-4-cyanobenzoic acid

Base Information

• Chemical Name: 2,6-Dichloro-4-cyanobenzoic acid
• CAS No.: 1258298-05-3
• Molecular Formula: C8H3Cl2NO2
• Molecular Weight: 216.023
• Hs Code.: 2926909090
• European Community (EC) Number: 811-576-5
• ChEMBL ID: CHEMBL4946198
• DSSTox Substance ID: DTXSID901302626
• Mol file: 1258298-05-3.mol

Synonyms:2,6-DICHLORO-4-CYANOBENZOIC ACID;1258298-05-3;2,6-Dichloro-4-cyano-benzoic acid;2,6-dichloro-4-cyanobenzoicacid;Benzoic acid, 2,6-dichloro-4-cyano-;MFCD17926545;SCHEMBL1706740;CHEMBL4946198;AMY5502;RABGVNSIHQKYAS-UHFFFAOYSA-N;DTXSID901302626;BBL103135;CS1857;STL556945;AKOS022181487;PB12903;PB40123;AC-31828;DA-17699;DS-14880;CS-0052134;EN300-117197;AU-004/43508370;Z1269199663

Chemical Property of 2,6-Dichloro-4-cyanobenzoic acid

Chemical Property:

• Boiling Point: 337.6±42.0 °C(Predicted)
• PKA: 0.86±0.25(Predicted)
• PSA: 61.09000
• Density: 1.62
• LogP: 2.56328
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 214.9540837
• Heavy Atom Count: 13
• Complexity: 248

Purity/Quality:

97% ^*data from raw suppliers

2,6-Dichloro-4-cyanobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)C(=O)O)Cl)C#N

Technology Process of 2,6-Dichloro-4-cyanobenzoic acid

There total 6 articles about 2,6-Dichloro-4-cyanobenzoic 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: 86.0%

methyl 2,6-dichloro-4-cyanobenzoate (409127-32-8) → 2,6-dichloro-4-cyanobenzoic acid (1258298-05-3)

Guidance literature:

methyl 2,6-dichloro-4-cyanobenzoate; With pyridine; lithium iodide; for 1h; Reflux;

With hydrogenchloride; In water; pH=2 - 3; Cooling with ice;

Reference yield:

methyl 4-carbamoyl-2,6-dichlorobenzoate (409127-31-7) → 2,6-dichloro-4-cyanobenzoic acid (1258298-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic anhydride; pyridine / 1 h / 0 - 20 °C

2.1: pyridine; lithium iodide / 1 h / Reflux

2.2: pH 2 - 3 / Cooling with ice

With pyridine; trifluoroacetic anhydride; lithium iodide;

Reference yield:

dimethyl aminoterephthalate (5372-81-6) → 2,6-dichloro-4-cyanobenzoic acid (1258298-05-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrachloromethane; N-chloro-succinimide / 16 h / 80 °C

2.1: isopentyl nitrite / tetrahydrofuran / 3 h / 20 °C / Reflux

3.1: water; sodium hydroxide / tetrahydrofuran / 48 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 0.33 h / 20 °C

4.2: 18 h / 20 °C

5.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 24 h / 20 °C

6.1: pyridine; lithium iodide / 2 h / 20 °C / Reflux

With pyridine; tetrachloromethane; N-chloro-succinimide; water; triethylamine; trifluoroacetic anhydride; sodium hydroxide; lithium iodide; isopentyl nitrite; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm400266t

upstream raw materials:

methyl 2,6-dichloro-4-cyanobenzoate

methyl 4-carbamoyl-2,6-dichlorobenzoate

dimethyl aminoterephthalate

2-amino-3,5-dichloro-4-(carbomethoxy)benzoic acid methyl ester

Downstream raw materials:

2,6-dichloro-4-cyanobenzoyl chloride

2,6-dichloro-N-(2-(cyclopropanecarboxamido)pyridin-4-yl)-4-(4H-1,2,4-triazol-3-yl)benzamide

2,6-dichloro-N₁-(2-(cyclopropanecarboxamido)pyridin-4-yl)terephthalamide

2,6-dichloro-4-cyano-N-(2-(cyclopropanecarboxamido)-pyridin-4-yl)benzamide