diethyl 4-aminobenzene-1,2-dicarboxylate

Base Information

• Chemical Name: diethyl 4-aminobenzene-1,2-dicarboxylate
• CAS No.: 22572-84-5
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.255
• Hs Code.: 2922499990
• Mol file: 22572-84-5.mol

Synonyms:1,2-Benzenedicarboxylicacid, 4-amino-, diethyl ester (9CI); Phthalic acid, 4-amino-, diethyl ester (6CI,8CI);Diethyl 4-aminophthalate; NSC 42098

Chemical Property of diethyl 4-aminobenzene-1,2-dicarboxylate

Chemical Property:

• Vapor Pressure: 9.65E-06mmHg at 25°C
• Boiling Point: 372.4°C at 760 mmHg
• Flash Point: 169°C
• PSA: 78.62000
• Density: 1.183g/cm³
• LogP: 2.20340

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl 4-aminobenzene-1,2-dicarboxylate

There total 6 articles about diethyl 4-aminobenzene-1,2-dicarboxylate 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: 99.0%

4-nitrophthalic acid diethyl ester (2050-19-3) → diethyl 4-aminophthalate (22572-84-5)

Guidance literature:

With sodium tetrahydroborate; iron(II) chloride; In ethanol; for 3h; Heating;

DOI:10.1021/jm060468y

Reference yield:

ethanol (64-17-5) + 4-aminophthalic acid (5434-21-9) → diethyl 4-aminophthalate (22572-84-5)

Guidance literature:

With sulfuric acid; In dichloromethane; for 12h; Reflux;

DOI:10.1016/j.bmcl.2012.11.067

Reference yield:

4-nitrophthalic acid (610-27-5) → diethyl 4-aminophthalate (22572-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / HCl(g) / 72 h / 80 °C

2: 75 percent / hydrogen / 10 percent Pd on charcoal / ethanol / 5 h / 20 °C / 1551.44 Torr

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; 1: Esterification / 2: Catalytic hydrogenation;

upstream raw materials:

4-nitrophthalic acid diethyl ester

hydrogenchloride

4-nitrophthalic acid

4-nitrophthalic anhydride

Downstream raw materials:

diethyl 4-hexadecylaminophthalate

4-iodophthalic acid diethyl ester

diethyl 4-bromophthalate

4-hexadecylaminophthalic acid

Refernces

• 1、 Greig, Iain R.,Coste, Emmanuel,Ralston, Stuart H.,Van 'T Hof, Robert J.. "Development of triarylsulfonamides as novel anti-inflammatory agents". supporting information. p. 816 - 820. Retrieved 2013/03/14.
• 2、 Guha, Samar Kumar,Obora, Yasushi,Ishihara, Daisuke,Matsubara, Hiroshi,Ryu, Ilhyong,Ishii, Yasutaka. "Aerobic oxidation of cyclohexane using N-hydroxyphthalimide bearing fluoroalkyl chains". experimental part. p. 1323 - 1330. Retrieved 2009/05/30.