Methyl 4-(diethylcarbamoyl)benzoate

Base Information

• Chemical Name: Methyl 4-(diethylcarbamoyl)benzoate
• CAS No.: 122357-96-4
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20560212
• Nikkaji Number: J935.773D
• Wikidata: Q82443220
• Mol file: 122357-96-4.mol

Synonyms:Methyl 4-(diethylcarbamoyl)benzoate;122357-96-4;Methyl4-(diethylcarbamoyl)benzoate;SCHEMBL7669610;Benzoic acid, 4-[(diethylamino)carbonyl]-, methyl ester;DTXSID20560212;VIAKIQCYAUHJIQ-UHFFFAOYSA-N;XEA35796;MFCD09418544;AKOS003564245;SB76912;BS-21270;methyl 4-[(diethylamino)carbonyl]-benzoate;CS-0207825;C93411;Z31723601

Chemical Property of Methyl 4-(diethylcarbamoyl)benzoate

Chemical Property:

• PSA: 46.61000
• LogP: 1.95520
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

98% HPLC ^*data from raw suppliers

Methyl4-(diethylcarbamoyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl 4-(diethylcarbamoyl)benzoate

There total 4 articles about Methyl 4-(diethylcarbamoyl)benzoate 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%

4-Methoxycarbonylbenzoyl chloride (7377-26-6) + diethylamine (109-89-7) → 4-(diethylaminocarbonyl)benzoic acid methyl ester (122357-96-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00263

Reference yield: 66.0%

carbon monoxide (201230-82-2) + methyl 4-(3,3-diethyltriaz-1-en-1-yl)benzoate (77726-96-6) → 4-(diethylaminocarbonyl)benzoic acid methyl ester (122357-96-4)

Guidance literature:

With methanesulfonic acid; tris-(o-tolyl)phosphine; palladium dichloride; In tetrahydrofuran; at 70 ℃; for 18h; under 15001.5 Torr; Autoclave; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00603

Reference yield:

oxalyl dichloride (79-37-8) + Monomethyl terephthalate (1679-64-7) + diethylamine (109-89-7) → 4-(diethylaminocarbonyl)benzoic acid methyl ester (122357-96-4)

Guidance literature:

With sodium bicarbonate; sodium chloride; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

oxalyl dichloride

Monomethyl terephthalate

diethylamine

4-Methoxycarbonylbenzoyl chloride

Downstream raw materials:

4-Diethylcarbamoyl-isophthalic acid dimethyl ester

4-Diethylcarbamoyl-phthalic acid dimethyl ester

methyl 4-formylbenzoate

methyl 4-(diethylcarbamoyl)-3-(1-phenylethyl)benzoate

Refernces

• 1、 -. "Diaryl 2- amide-substituted thiophene imide ester compound as well as preparation method and application thereof (by machine translation)". Paragraph 0159; 0313; 0317-0319. . Retrieved 2020/02/17.
• 2、 Li, Wanfang,Wu, Xiao-Feng. "N2 extrusion and co insertion: A novel palladium-catalyzed carbonylative transformation of aryltriazenes". supporting information. p. 1910 - 1913. Retrieved 2015/04/27.