4-(Butylamino)-benzoic acid, methyl ester

Base Information

• Chemical Name: 4-(Butylamino)-benzoic acid, methyl ester
• CAS No.: 71839-12-8
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Hs Code.: 2922493800
• Mol file: 71839-12-8.mol

Synonyms:Methyl 4-(butylamino)benzoate;

Chemical Property of 4-(Butylamino)-benzoic acid, methyl ester

Chemical Property:

• Vapor Pressure: 0.000264mmHg at 25°C
• Melting Point: 104℃
• Refractive Index: 1.539
• Boiling Point: 323.3 °C at 760 mmHg
• PKA: 2.61±0.32(Predicted)
• Flash Point: 149.3 °C
• PSA: 38.33000
• Density: 1.055 g/cm³
• LogP: 2.75820
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 4-(Butylamino)benzoate is used as a reactant in organic synthesis.

Technology Process of 4-(Butylamino)-benzoic acid, methyl ester

There total 15 articles about 4-(Butylamino)-benzoic acid, methyl ester 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: 92.0%

tri-n-butylindium (15676-66-1) + 4-methoxycarbonylbenzenediazonium o-benzenedisulfonimide → o-benzenedisulfonimide (4482-01-3) + N-(n-butyl)-4-methoxycarbonylaniline (71839-12-8)

Guidance literature:

In tetrahydrofuran; at 20 - 25 ℃;

DOI:10.1002/ejoc.200700931

Reference yield: 91.0%

Methyl 4-chlorobenzoate (1126-46-1) + N-butylamine (109-73-9,85404-21-3) → N-(n-butyl)-4-methoxycarbonylaniline (71839-12-8)

Guidance literature:

With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; caesium carbonate; palladium diacetate; In 1,2-dimethoxyethane; at 110 ℃; for 16h;

DOI:10.1021/jo060945k

Reference yield: 91.0%

methyl 4-iodobenzoate (619-44-3) + N-butylamine (109-73-9,85404-21-3) → N-(n-butyl)-4-methoxycarbonylaniline (71839-12-8)

Guidance literature:

methyl 4-iodobenzoate; With copper(l) iodide; L-proline; In dimethyl sulfoxide; at 20 ℃; for 0.0833333h; Inert atmosphere;

N-butylamine; In dimethyl sulfoxide; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1002/cctc.201501375

upstream raw materials:

methanol

butyraldehyde

4-methoxycarbonyl aniline

n-butyllithium

Downstream raw materials:

methyl 4-(2-bromo-N-butylcyclopent-1-ene-1-carboxamido)benzoate

methyl 4-(2-bromo-N-butylcyclohex-1-ene-1-carboxamido)benzoate

methyl 4-(2-bromo-N-butylcyclohept-1-ene-1-carboxamido)benzoate

methyl 4-(2-bromo-N-butylcyclooct-1-ene-1-carboxamido)benzoate

Refernces

• 1、 Pan, Yixiao,Luo, Zhenli,Han, Jiahong,Xu, Xin,Chen, Changjun,Zhao, Haoqiang,Xu, Lijin,Fan, Qinghua,Xiao, Jianliang. "B(C6F5)3-Catalyzed Deoxygenative Reduction of Amides to Amines with Ammonia Borane". supporting information. p. 2301 - 2308. Retrieved 2019/01/30.
• 2、 Tavares, Maurício T.,Shen, Sida,Knox, Tessa,Hadley, Melissa,Kutil, Zsófia,Ba?inka, Cyril,Villagra, Alejandro,Kozikowski, Alan P.. "Synthesis and Pharmacological Evaluation of Selective Histone Deacetylase 6 Inhibitors in Melanoma Models". supporting information. p. 1031 - 1036. Retrieved 2017/10/18.