Ethyl (4-aminophenyl)carbamate

Base Information

• Chemical Name: Ethyl (4-aminophenyl)carbamate
• CAS No.: 57399-97-0
• Molecular Formula: C9H12N2O2
• Molecular Weight: 180.206
• European Community (EC) Number: 804-278-1
• DSSTox Substance ID: DTXSID60508375
• Nikkaji Number: J3.536.127H
• Wikidata: Q82365238
• Mol file: 57399-97-0.mol

Synonyms:Ethyl (4-aminophenyl)carbamate;57399-97-0;ethyl N-(4-aminophenyl)carbamate;Ethyl(4-aminophenyl)carbamate;4-Amino-phenyl-urethane;SCHEMBL854996;DTXSID60508375;SABZQUOBNXDLDV-UHFFFAOYSA-N;MFCD00134818;AKOS000153799;AS-60407;(4-Amino-phenyl)-carbamic acid ethyl ester;Ethyl (4-aminophenyl)carbamate, AldrichCPR;CS-0094348;FT-0739929;EN300-41671;D96066;Z283822580

Chemical Property of Ethyl (4-aminophenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 70 °C(Solv: chloroform (67-66-3))
• Boiling Point: 275.574oC at 760 mmHg
• PKA: 13.49±0.70(Predicted)
• Flash Point: 120.463oC
• PSA: 64.35000
• Density: 1.22g/cm3
• LogP: 2.49140
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.089877630
• Heavy Atom Count: 13
• Complexity: 165

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl (4-aminophenyl)carbamate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=CC=C(C=C1)N

Technology Process of Ethyl (4-aminophenyl)carbamate

There total 9 articles about Ethyl (4-aminophenyl)carbamate 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%

ethyl 4-nitrophenylcarbamate (2621-73-0) → N-(4-aminophenyl)carbamic acid ethyl ester (57399-97-0)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; silica gel; In methanol; for 1.5h; Milling;

DOI:10.3390/molecules23123163

Reference yield: 90.0%

chloroformic acid ethyl ester (541-41-3) + 4-nitro-aniline (100-01-6,104810-17-5) → N-(4-aminophenyl)carbamic acid ethyl ester (57399-97-0)

Guidance literature:

chloroformic acid ethyl ester; 4-nitro-aniline; With N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 20 ℃; for 18h;

With hydrogen; 5%-palladium/activated carbon; In ethyl acetate; at 20 ℃; for 12h; under 2250.23 Torr;

Reference yield: 86.0%

ethanol (64-17-5) + 4-Nitrophenyl isocyanate (100-28-7) → N-(4-aminophenyl)carbamic acid ethyl ester (57399-97-0)

Guidance literature:

With hydrogen; In dichloromethane; at 25 ℃; for 16h;

DOI:10.1080/00397911.2010.494818

upstream raw materials:

ethyl 4-nitrophenylcarbamate

chloroformic acid ethyl ester

N-acetyl-p-phenylenediamine

1,4-phenylenediamine

Downstream raw materials:

ethyl N-(4-acetamidophenyl)carbamate

1-ethoxycarbonylamino-4-phthalimidobenzene

2-ethoxycarbonylamino-5-phthalimidonitrobenzene

5-amino-2-ethoxycarbonylaminonitrobenzene

Refernces

• 1、 Miltsov, Sergey,Karavan, Vladimir,Misharev, Alexandr,Alonso-Chamarro, Julian,Puyol, Mar. "Boron trifluoride-methanol complex. Mild and powerful reagent for deprotection of acetylated amines. Scope and selectivity". supporting information. p. 641 - 644. Retrieved 2016/01/26.
• 2、 -. "PROCESS FOR THE PREPARATION OF AN ANTICONVULSANT COMPOUND". Paragraph 0036-0037. . Retrieved 2014/06/24.