Ethyl 1H-imidazole-1-carboxylate

Base Information

• Chemical Name: Ethyl 1H-imidazole-1-carboxylate
• CAS No.: 19213-72-0
• Molecular Formula: C6H8 N2 O2
• Molecular Weight: 140.142
• Hs Code.: 2933290090
• European Community (EC) Number: 242-883-7
• NSC Number: 82335
• UNII: 8C6L5963XV
• DSSTox Substance ID: DTXSID90172780
• Nikkaji Number: J224.884K
• Wikidata: Q83042861
• Mol file: 19213-72-0.mol

Synonyms:1-Carbethoxyimidazole;Ethyl 1H-imidazole-1-carboxylate;19213-72-0;ethyl imidazole-1-carboxylate;N-Carboethoxyimidazole;1H-Imidazole-1-carboxylic acid, ethyl ester;8C6L5963XV;EINECS 242-883-7;NSC-82335;NSC82335;N-carbethoxyimidazole;1-ethoxycarbonylimidazole;1-(ethoxycarbonyl)imidazole;SCHEMBL217356;UNII-8C6L5963XV;Ethyl1H-imidazole-1-carboxylate;N-(ETHOXYFORMYL)IMIDAZOLE;DTXSID90172780;AMY10117;MFCD00014498;NSC 82335;AKOS006281470;DS-11953;1H-Imidazole-1-carboxylic acid ethyl ester;BB 0267125;CS-0146429;FT-0637808;F11595;IMIDAZOLE-1-CARBOXYLIC ACID, ETHYL ESTER;A919109

Chemical Property of Ethyl 1H-imidazole-1-carboxylate

Chemical Property:

• Vapor Pressure: 9.61E-08mmHg at 25°C
• Refractive Index: n20/D1.472
• Boiling Point: 231.7°Cat760mmHg
• PKA: 3.73±0.10(Predicted)
• Flash Point: 90°C
• PSA: 44.12000
• Density: 1.17g/cm³
• LogP: 0.88770
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 1H-imidazole-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1C=CN=C1

Technology Process of Ethyl 1H-imidazole-1-carboxylate

There total 8 articles about Ethyl 1H-imidazole-1-carboxylate 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: 95.0%

ethanol (64-17-5) + 1,1'-carbonyldiimidazole (530-62-1) → 1H-imidazole (288-32-4) + ethyl 1-imidazolecarboxylate (19213-72-0)

Guidance literature:

In acetonitrile; at 25 ℃; for 12h;

DOI:10.1080/00397910008087288

Reference yield: 92.0%

1H-imidazole (288-32-4) + chloroformic acid ethyl ester (541-41-3) → ethyl 1-imidazolecarboxylate (19213-72-0)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 5h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201203976

Reference yield: 87.0%

ethanol (64-17-5) + 1,1'-carbonyldiimidazole (530-62-1) → ethyl 1-imidazolecarboxylate (19213-72-0)

Guidance literature:

In acetonitrile; at 25 ℃; for 12h;

upstream raw materials:

1H-imidazole

chloroformic acid ethyl ester

carbonic acid ethyl ester-isopropenyl ester

ethyl α-methoxyvinyl carbonate

Downstream raw materials:

ethylhydrazine carboxylate

6-bromobenzo[d]oxazol-2(3H)-one

6-fluoro-3H-benzooxazol-2-one

6-phenyl-1,3-benzoxazol-2(3H)-one

Refernces

• 1、 Fedoseev,Glushkov,Gorbunov,Derzhavinskaya,Oshchepkova. "Synthesis and properties of polymeric materials prepared by polymerization of epoxy oligomers with N,N′-carbonyldiimidazole transformation products". . p. 456 - 459. Retrieved 2012.
• 2、 -. "Method for preparing spiro2-diazido-indoline". Paragraph 0033; 0034; 0035. . Retrieved 2016/10/09.
• 3、 Heller, Stephen T.,Schultz, Erica E.,Sarpong, Richmond. "Chemoselective N-acylation of indoles and oxazolidinones with carbonylazoles". supporting information; experimental part. p. 8304 - 8308. Retrieved 2012/09/08.