Diethyl 1,2-phenylenedicarbamate

Base Information

• Chemical Name: Diethyl 1,2-phenylenedicarbamate
• CAS No.: 6324-13-6
• Molecular Formula: C12H16 N2 O4
• Molecular Weight: 252.27
• Hs Code.: 2924299090
• NSC Number: 29104
• DSSTox Substance ID: DTXSID90979276
• Nikkaji Number: J81.191B
• Wikidata: Q82964876
• Mol file: 6324-13-6.mol

Synonyms:diethyl 1,2-phenylenedicarbamate;6324-13-6;ethyl N-[2-(ethoxycarbonylamino)phenyl]carbamate;ethyl N-{2-[(ethoxycarbonyl)amino]phenyl}carbamate;NSC29104;o-Phenylen-diurethan;Oprea1_126444;diethyl1,2-phenylenedicarbamate;DTXSID90979276;N-[2-(Ethoxycarbonylamino)phenyl]carbamic acid ethyl ester;diethyl benzene-1,2-diylbiscarbamate;MFCD01536129;NSC-29104;STL477846;AKOS001580902;AB09186;CS-W018392;AS-48699;BB 0304026;F52649;Diethyl 1,2-phenylenebis(hydrogen carbonimidate);SR-01000395721;SR-01000395721-1;ETHYL 2-[(ETHOXYCARBONYL)AMINO]PHENYLCARBAMATE;Z56754710;F0349-0111

Chemical Property of Diethyl 1,2-phenylenedicarbamate

Chemical Property:

• Vapor Pressure: 0.00184mmHg at 25°C
• Boiling Point: 292.4°C at 760 mmHg
• Flash Point: 130.6°C
• PSA: 76.66000
• Density: 1.252g/cm³
• LogP: 2.96940
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 252.11100700
• Heavy Atom Count: 18
• Complexity: 255

Purity/Quality:

diethyl1,2-phenylenedicarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=CC=CC=C1NC(=O)OCC

Technology Process of Diethyl 1,2-phenylenedicarbamate

There total 6 articles about Diethyl 1,2-phenylenedicarbamate 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%

chloroformic acid ethyl ester (541-41-3) + 1,2-diamino-benzene (95-54-5) → 2-(ethoxycarbonylamino-phenyl)-carbamic acid ethyl ester (6324-13-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux; Sealed tube;

DOI:10.1021/acs.orglett.5b03708

Reference yield: 80.0%

chloroformic acid ethyl ester (541-41-3) + 2-nitro-aniline (88-74-4) → 2-(ethoxycarbonylamino-phenyl)-carbamic acid ethyl ester (6324-13-6)

Guidance literature:

With tin; ammonium chloride; In methanol; at 25 ℃; for 3.5h; Sonication;

DOI:10.1055/s-2002-25338

Reference yield: 29.0%

chloroformic acid ethyl ester (541-41-3) + ethyl 2-(2-aminoanilino)cycloheptapyrrole-3-carboxylate (129922-60-7) → 2-(2-Ethoxycarbonylamino-phenylamino)-cyclohepta[b]pyrrole-3-carboxylic acid ethyl ester (129922-61-8) + 2-(ethoxycarbonylamino-phenyl)-carbamic acid ethyl ester (6324-13-6)

Guidance literature:

With triethylamine; In benzene; for 3h; Heating;

DOI:10.1246/bcsj.63.1617

upstream raw materials:

ethanol

N-azidocarbonyl-anthraniloyl azide

chloroformic acid ethyl ester

1,2-diamino-benzene

Downstream raw materials:

5-amino-1,3-dimethyl-1,3-dihydro-2H-benzo[d]imidazol-2-one

N,N'-dimethyl-1,2-phenylenediamine

1,3-dihydro-2H-benzimidazol-2-one

methylammonium carbonate