Methyl 5-(4-chlorophenyl)furan-2-carboxylate

Base Information

• Chemical Name: Methyl 5-(4-chlorophenyl)furan-2-carboxylate
• CAS No.: 41019-40-3
• Molecular Formula: C12H9ClO3
• Molecular Weight: 236.655
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID80468684
• Wikidata: Q82296017
• Mol file: 41019-40-3.mol

Synonyms:Methyl 5-(4-chlorophenyl)furan-2-carboxylate;41019-40-3;5-(4-CHLOROPHENYL)FURAN-2-CARBOXYLIC ACID METHYL ESTER;SCHEMBL25002899;DTXSID80468684;VLZOJLSEKYFDQC-UHFFFAOYSA-N;AKOS015953310;FT-0714353;5-(4-chlorophenyl)-2-furoic acid, methyl ester

Chemical Property of Methyl 5-(4-chlorophenyl)furan-2-carboxylate

Chemical Property:

• PSA: 39.44000
• LogP: 3.38660
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 236.0240218
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

95+% ^*data from raw suppliers

5-(4-CHLOROPHENYL)FURAN-2-CARBOXYLIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(O1)C2=CC=C(C=C2)Cl

Technology Process of Methyl 5-(4-chlorophenyl)furan-2-carboxylate

There total 12 articles about Methyl 5-(4-chlorophenyl)furan-2-carboxylate 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: 94.0%

methyl 2-(4-chlorobenzoyl)-1-phenoxycyclopropanecarboxylate → methyl 5-(4-chlorophenyl)furan-2-carboxylate (41019-40-3)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acs.joc.6b00161

Reference yield: 72.0%

bromochlorobenzene (106-39-8) + 2-furoic acid methyl ester (611-13-2) → methyl 5-(4-chlorophenyl)furan-2-carboxylate (41019-40-3)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 130 ℃; for 20h; regioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201101102

Reference yield: 68.0%

furfural (98-01-1) + 2-furoic acid methyl ester (611-13-2) + 4-chloro-aniline (106-47-8) → methyl 5-(4-chlorophenyl)furan-2-carboxylate (41019-40-3)

Guidance literature:

2-furoic acid methyl ester; 4-chloro-aniline; With hydrogenchloride; sodium nitrite; In water; at 5 ℃; for 0.333333h;

furfural; With potassium hexacyanoferrate(III); In water; acetone; at 20 ℃; for 2.5h;

DOI:10.1007/s10562-021-03799-y

upstream raw materials:

5-(4-chlorophenyl)-2-furoic acid

diazomethyl-trimethyl-silane

5-bromo-furan-2-carboxylic acid

4-Chlorophenylboronic acid

Downstream raw materials:

5-(4-chlorophenyl)-2-furoic acid

5-(4-chlorophenyl)-2-furoic acid hydrazide

5-(4-chloro-phenyl)-furan-2-carbonyl chloride

Refernces

• 1、 Lim, Chae Jo,Kim, Nam Hui,Park, Hye Jin,Lee, Byung Ho,Oh, Kwang-Seok,Yi, Kyu Yang. "Synthesis and SAR of 5-aryl-furan-2-carboxamide derivatives as potent urotensin-II receptor antagonists". . p. 577 - 580. Retrieved 2019/01/05.
• 2、 Zhu, Yuequan,Xu, Panpan,Gong, Yuefa. "Triflic Acid-Catalyzed Cycloisomerization Reactions of Donor-Acceptor Cyclopropanes: Access to Alkyl 5-Arylfuran-2-carboxylates". . p. 4829 - 4834. Retrieved 2016/07/06.