Methyl 4-(isopropylcarbamoyl)benzoate

Base Information

• Chemical Name: Methyl 4-(isopropylcarbamoyl)benzoate
• CAS No.: 229648-45-7
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.256
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70589372
• Wikidata: Q82482704
• Mol file: 229648-45-7.mol

Synonyms:Methyl 4-(isopropylcarbamoyl)benzoate;229648-45-7;methyl 4-(propan-2-ylcarbamoyl)benzoate;Methyl4-(isopropylcarbamoyl)benzoate;Methyl 4-[(isopropylamino)carbonyl]benzoate;Benzoic acid, 4-[[(1-methylethyl)amino]carbonyl]-, methyl ester;Methyl 4-[(propan-2-yl)carbamoyl]benzoate;SCHEMBL13753393;DTXSID70589372;MFCD09418569;STL256313;AKOS003523825;MCULE-6439574751;SB77345;BS-22071;DB-360960;Z31386257

Chemical Property of Methyl 4-(isopropylcarbamoyl)benzoate

Chemical Property:

• PSA: 55.40000
• LogP: 2.00230
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

≥99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-(isopropylcarbamoyl)benzoate

There total 2 articles about Methyl 4-(isopropylcarbamoyl)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: 93.0%

4-Methoxycarbonylbenzoyl chloride (7377-26-6) + isopropylamine (75-31-0) → methyl 4-(isopropylcarbamoyl)benzoate (229648-45-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b01257

Reference yield:

Monomethyl terephthalate (1679-64-7) + isopropylamine (75-31-0) → methyl 4-(isopropylcarbamoyl)benzoate (229648-45-7)

Guidance literature:

With O?(6?chlorobezotriazol?1?yl)?N,N,N,N?tetramethyluronium hexafluorophosphate; triethylamine; at 20 ℃; for 17h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00757

Reference yield: 98.0%

methyl 4-(isopropylcarbamoyl)benzoate (229648-45-7) → C12H14ClNO2 (1611477-42-9)

Guidance literature:

With phosphorus pentachloride; In dichloromethane; at 20 ℃; Schlenk technique;

DOI:10.1039/c4dt00372a

upstream raw materials:

4-Methoxycarbonylbenzoyl chloride

isopropylamine

Monomethyl terephthalate

Downstream raw materials:

methyl 4-undecanoylbenzoate

C₁₂H₁₄ClNO₂

methyl 4-((isopropylimino)methyl)benzoate

methyl 4-formylbenzoate

Refernces

• 1、 Liu, Yong-Peng,Zhu, Cheng-Jie,Yu, Cun-Cun,Wang, Ai-E,Huang, Pei-Qiang. "Tf2O-Mediated Intermolecular Coupling of Secondary Amides with Enamines or Ketones: A Versatile and Direct Access to β-Enaminones". supporting information. p. 7169 - 7174. Retrieved 2019/11/16.
• 2、 Lee, Sun-Hwa,Nikonov, Georgii I.. "Semi-catalytic reduction of secondary amides to imines and aldehydes". supporting information. p. 8888 - 8893. Retrieved 2014/06/09.