Dimethyl 2,6-dichloroterephthalate

Base Information

• Chemical Name: Dimethyl 2,6-dichloroterephthalate
• CAS No.: 264276-14-4
• Molecular Formula: C10H8Cl2O4
• Molecular Weight: 263.077
• European Community (EC) Number: 898-680-4
• Mol file: 264276-14-4.mol

Synonyms:dimethyl 2,6-dichloroterephthalate;264276-14-4;dimethyl 2,6-dichlorobenzene-1,4-dicarboxylate;2,6-Dichloro-1,4-benzenedicarboxylic Acid Dimethyl Ester;SCHEMBL522606;dimethyl2,6-dichloroterephthalate;LOKPWGMXOIYCAH-UHFFFAOYSA-N;MFCD08162392;AKOS005061304;DS-19079;CS-0150848;FT-0733470;F52336;2,6-dichloro-4-methoxycarbonyl benzoic acid methylester

Chemical Property of Dimethyl 2,6-dichloroterephthalate

Chemical Property:

• PSA: 52.60000
• LogP: 2.56660
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, DCM, Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 261.9799641
• Heavy Atom Count: 16
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloro-1,4-benzenedicarboxylicAcidDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C(=C1)Cl)C(=O)OC)Cl
• Uses: 2,6-Dichloro-1,4-benzenedicarboxylic Acid Dimethyl Ester is an intermediate in the synthesis of Zoxamide (Z700920), a fungacide for control of mildew and late bight.

Technology Process of Dimethyl 2,6-dichloroterephthalate

There total 3 articles about Dimethyl 2,6-dichloroterephthalate 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: 98.0%

2-amino-3,5-dichloro-4-(carbomethoxy)benzoic acid methyl ester (1258298-04-2) → dimethyl 2,6-dichlorobenzene-1,4-dicarboxylate (264276-14-4)

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; for 3h; Reflux;

Reference yield:

2,6-dichloroterephthalic acid (116802-97-2) + diazomethyl-trimethyl-silane (18107-18-1) → dimethyl 2,6-dichlorobenzene-1,4-dicarboxylate (264276-14-4)

Guidance literature:

In methanol; hexane;

Reference yield:

dimethyl aminoterephthalate (5372-81-6) → dimethyl 2,6-dichlorobenzene-1,4-dicarboxylate (264276-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuryl dichloride / diethyl ether / 0 - 20 °C

1.2: Cooling with ice

2.1: hypophosphorous acid; sodium nitrite; sulfuric acid / acetic acid / 19 h / -10 - 20 °C

With sulfuryl dichloride; sulfuric acid; hypophosphorous acid; sodium nitrite; In diethyl ether; acetic acid;

upstream raw materials:

2,6-dichloroterephthalic acid

diazomethyl-trimethyl-silane

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

dimethyl aminoterephthalate

Downstream raw materials:

methyl 2,6-dichloro-4-(methylcarbamoyl)benzoate

2,6-dichloro-4-(methylcarbamoyl)benzoic acid

methyl 2,6-dichloro-4-(hydroxymethyl)benzoate

2,6-dichloro-4-(hydroxymethyl)benzoic acid

Refernces

• 1、 Liang, Jun,Van Abbema, Anne,Balazs, Mercedesz,Barrett, Kathy,Berezhkovsky, Leo,Blair, Wade,Chang, Christine,Delarosa, Donnie,Devoss, Jason,Driscoll, Jim,Eigenbrot, Charles,Ghilardi, Nico,Gibbons, Paul,Halladay, Jason,Johnson, Adam,Kohli, Pawan Bir,Lai, Yingjie,Liu, Yanzhou,Lyssikatos, Joseph,Mantik, Priscilla,Menghrajani, Kapil,Murray, Jeremy,Peng, Ivan,Sambrone, Amy,Shia, Steven,Shin, Young,Smith, Jan,Sohn, Sue,Tsui, Vickie,Ultsch, Mark,Wu, Lawren C.,Xiao, Yisong,Yang, Wenqian,Young, Judy,Zhang, Birong,Zhu, Bing-Yan,Magnuson, Steven. "Lead optimization of a 4-aminopyridine benzamide scaffold to identify potent, selective, and orally bioavailable TYK2 inhibitors". supporting information. p. 4521 - 4536. Retrieved 2013/07/25.
• 2、 -. "JANUS KINASE INHIBITOR COMPOUNDS AND METHODS". Page/Page column 101. . Retrieved 2010/12/29.