2-[(Ethoxycarbonyl)amino]aniline

Base Information

• Chemical Name: 2-[(Ethoxycarbonyl)amino]aniline
• CAS No.: 34840-27-2
• Molecular Formula: C9H12N2O2
• Molecular Weight: 180.206
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00480803
• Nikkaji Number: J88.968G
• Wikidata: Q82315886
• Mol file: 34840-27-2.mol

Synonyms:2-[(ethoxycarbonyl)amino]aniline;34840-27-2;o-Amino-phenyl-urethan;SCHEMBL9178424;DTXSID00480803;DNALQUOFTSAVMT-UHFFFAOYSA-N;AKOS000152398

Chemical Property of 2-[(Ethoxycarbonyl)amino]aniline

Chemical Property:

• PSA: 67.84000
• LogP: 2.43200
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.089877630
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=CC=CC=C1N

Technology Process of 2-[(Ethoxycarbonyl)amino]aniline

There total 5 articles about 2-[(Ethoxycarbonyl)amino]aniline 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: 64.6%

N-(ethoxycarbonyl)-2-nitroaniline (2621-84-3) → trans-[2-[(6-Cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-pyran-4yl)amino]-phenyl]carbamic acid, ethyl ester + 2-[(Ethoxycarbonyl)amino]aniline (34840-27-2)

Guidance literature:

palladium hydroxide/carbon; In ethanol;

Reference yield: 48.0%

N-(ethoxycarbonyl)-2-nitroaniline (2621-84-3) → 2-[(Ethoxycarbonyl)amino]aniline (34840-27-2)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; under 760 Torr;

DOI:10.1021/jm00017a007

Reference yield:

2-nitro-aniline (88-74-4) → 2-[(Ethoxycarbonyl)amino]aniline (34840-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / pyridine / CH₂Cl₂ / Ambient temperature

2: 48 percent / H₂ / 10percent palladium hydroxide on carbon / ethanol / 760 Torr

With pyridine; hydrogen; palladium dihydroxide; In ethanol; dichloromethane;

DOI:10.1021/jm00017a007

upstream raw materials:

N-(ethoxycarbonyl)-2-nitroaniline

2-nitro-aniline

chloroformic acid ethyl ester

1,2-diamino-benzene

Downstream raw materials:

1,3-dibenzyl-1,3-dihydro-2H-benzo[d]imidazol-2-one

1,3-dihydro-1-(phenylmethyl)-2H-benzimidazol-2-one

1,3-dihydro-1-(2-propynyl)-2H-benzimidazol-2-one

[2-(Dimethylamino-methyleneamino)-phenyl]-carbamic acid ethyl ester

Refernces

• 1、 Atwal, Karnail S.,Grover, Gary J.,Ahmed, Syed Z.,Sleph, Paul G.,Dzwonczyk, Steven,et al.. "Cardioselective Anti-Ischemic ATP-Sensitive Potassium Channel Openers. 3. Structure-Activity Studies on Benzopyranyl Cyanoguanidines: Modification of the Cyanoguanidine Portion". . p. 3236 - 3245. Retrieved 2007/10/03.
• 2、 -. "Benzopyran derivatives and heterocyclic analogs thereof as antiischemic agents". . . Retrieved 2008/06/13.