ETHYL IMIDAZOLE-2-CARBOXYLATE

Base Information

• Chemical Name: ETHYL IMIDAZOLE-2-CARBOXYLATE
• CAS No.: 33543-78-1
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.142
• Hs Code.: 29332900
• Mol file: 33543-78-1.mol

Synonyms:Imidazole-2-carboxylicacid, ethyl ester (8CI);Ethyl 1H-imidazole-2-carboxylate;Ethylimidazole-2-carboxylate;Ethyl imidazole-2-carboxylate;

Chemical Property of ETHYL IMIDAZOLE-2-CARBOXYLATE

Chemical Property:

• Melting Point: 176-178 °C
• Boiling Point: 269.5 °C at 760 mmHg
• PKA: 11.38±0.10(Predicted)
• Flash Point: 116.8 °C
• PSA: 54.98000
• Density: 1.214 g/cm³
• LogP: 0.58640
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

EthylImidazole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl Imidazole-2-carboxylate is an intermediate used to synthesize tricyclic quinoxalinone inhibitors of poly(ADP-ribose)polymerase-1 (PARP-1). It is also used to prepare imidazoindenopyrazinone carboxylic acid derivatives as AMPA antagonists with anticonvulsant activities.

Technology Process of ETHYL IMIDAZOLE-2-CARBOXYLATE

There total 3 articles about ETHYL IMIDAZOLE-2-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: 100.0%

1-benzyl-1H-imidazole-2-carboxylic acid ethyl ester (865998-45-4) → ethyl 1H-imidazole-2-carboxylate (33543-78-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; Cooling;

DOI:10.1080/00397911.2013.839795

Reference yield: 64.3%

ethanol (64-17-5) + 2-(trichloromethyl)-1H-imidazole (163769-73-1) → ethyl 1H-imidazole-2-carboxylate (33543-78-1)

Guidance literature:

With sulfuric acid; at 20 ℃; Reflux;

Reference yield:

→ ethyl 1H-imidazole-2-carboxylate (33543-78-1)

Guidance literature:

d. 1-Tritylverb., Essigsaeure;

DOI:10.1021/jo00416a033

upstream raw materials:

ethanol

2-(trichloromethyl)-1H-imidazole

1-benzyl-1H-imidazole-2-carboxylic acid ethyl ester

Downstream raw materials:

1H-imidazole-2-carboxylic acid

ethyl 4,5-dibromoimidazole-2-carboxylate

1-((6aR,9R,10aR)-7-Methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-ylmethyl)-1H-imidazole-2-carboxylic acid ethyl ester

1-((6aR,9S,10aR)-7-Methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-ylmethyl)-1H-imidazole-2-carboxylic acid ethyl ester

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AND USES THEREOF". Paragraph 00945. . Retrieved 2013/03/26.
• 2、 -. "HETEROCYCLYLAMIDE-SUBSTITUTED IMIDAZOLES". Page/Page column 22; 23. . Retrieved 2008/06/13.