Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List ETHYL 1-METHYL-5-NITROIMIDAZOLE-2-CARBOXYLATE
1564-49-4

ETHYL 1-METHYL-5-NITROIMIDAZOLE-2-CARBOXYLATE synthesis

2synthesis methods
ETHYL 1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE

30148-21-1

ETHYL 1-METHYL-5-NITROIMIDAZOLE-2-CARBOXYLATE

1564-49-4

Step 6a. ethyl 1-methyl-1H-imidazole-2-carboxylate (2.0 g, 13 mmol) was dissolved in 8 mL of concentrated H2SO4, followed by the slow addition of 8 mL of concentrated HNO3. The reaction mixture was stirred at 70 °C for 3 h. The reaction mixture was then extracted with dichloromethane (DCM). After completion of the reaction, the solution was diluted with H2O and the pH was adjusted to 7-8 with aqueous Na2CO3. The reaction mixture was extracted with dichloromethane (DCM) and the organic layers were combined and concentrated. Purification by silica gel column chromatography (eluent: ethyl acetate/petroleum ether) afforded the target compound 1-methyl-5-nitro-1H-imidazole-2-carboxylic acid ethyl ester as a yellow solid (0.9 g, 34.7% yield).ESI-MS m/z = 200.20 [M + H]+.

30148-21-1 Synthesis
ETHYL 1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE

30148-21-1
153 suppliers
$27.00/1g

-

Yield: 34.7%

Reaction Conditions:

with sulfuric acid;nitric acid at 70; for 3 h;

Steps:

6.6a Step 6a.
Step 6a. A solution of ethyl 1 -methyl- lH-imidazole-2-carboxy late (2.0 g, 13 mmol) in 8 ml cone. H2SO4 and 8 ml cone. HNO3 was stirred for 3 hours at 70°C. The solution was diluted with H2O, then adjusted to pH 7-8 with aq Na2C03 solution and extracted with DCM. The organic layer was concentrated and chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as yellow solid (0.9g, 34.7%). ESI- MS m/z = 200.20 [M+H]+

References:

ENANTA PHARMACEUTICALS, INC.;QIU, Yao-ling;LI, Wei;CAO, Hui;JIN, Meizhong;GAO, Xuri;PENG, Xiaowen;KASS, Jorden;OR, Yat, Sun WO2016/183266, 2016, A1 Location in patent:Page/Page column 50