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 4-METHYL-1H-IMIDAZOLE-2-CARBOXYLICACID
70631-93-5

4-METHYL-1H-IMIDAZOLE-2-CARBOXYLICACID synthesis

2synthesis methods
ETHYL4-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE

40253-44-9

4-METHYL-1H-IMIDAZOLE-2-CARBOXYLICACID

70631-93-5

General procedure for the synthesis of 4-methyl-1H-imidazole-2-carboxylic acid from ethyl 4-methyl-1H-imidazole-2-carboxylate: ethyl 4-methyl-1H-imidazole-2-carboxylate (77.0 g, 0.5 mol) was dissolved in anhydrous ethanol (600 mL) at room temperature, and 250 mL of 40% aqueous sodium hydroxide was subsequently added. The reaction mixture was heated to 50 °C and maintained at this temperature for the reaction. Upon completion of the reaction, it was cooled to room temperature, neutralized and acidified with 37% concentrated hydrochloric acid to pH=6. The solvent was removed by distillation under reduced pressure and the resulting residue was purified by column chromatography using dichloromethane/methanol (10:1, v/v) as eluent to give the final 4-methyl-1H-imidazole-2-carboxylic acid (60.2 g, 96% yield) as a white solid.

-

Yield: 96%

Reaction Conditions:

with water;sodium hydroxide in ethanol at 20 - 50; for 1 h;

Steps:

1.4 Preparation of 4-methyl -1H- imidazole-2-carboxylic acid (4)
At room temperature, a solution of 4-methyl -1H- imidazole-2-carboxylate (3, 77.0g, 0.5mol) in absolute ethanol (600mL) was added 250mL of aqueous sodium hydroxide (40%).The reaction was heated to 50oC and maintained 1h.Cooled to room temperature, neutralized with concentrated hydrochloric acid (37%) was acidified to pH = 6.The solvent was removed under reduced pressure, the residue was purified by column chromatography (methylene chloride / methanol = 10/1 as eluent) to give the title compound4(60.2g, 96%), as a white solid.

References:

ZUNYI MEDICAL UNIVERSITY;WANG, XIANHENG;ZHAO, CHANGKUO CN104016925, 2016, B Location in patent:Paragraph 0028-0030; 0038; 0039

4-METHYL-1H-IMIDAZOLE-2-CARBOXYLICACID Related Search: