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ChemicalBook CAS DataBase List Ethyl imidazole-4-carboxylate
23785-21-9

Ethyl imidazole-4-carboxylate synthesis

3synthesis methods
-

Yield:23785-21-9 76%

Reaction Conditions:

with sulfuric acid at 80; for 12 h;

Steps:

10 Synthesis of XLIV:
To a stirred solution of 1H-imidazole-4-carboxylic acid (XLIII; 5 g; 44.64 mmol) in ethanol(100 ml) was added sulfuric acid (3 ml). The reaction mixture was heated at 80°C for 12 h. Thereaction mixture was cooled, concentrated at reduced pressure and diluted with water. Theaqueous layer was extracted with ethyl acetate. The combined organic layers were washed withsodium bicarbonate and brine solution, dried over Na2SO4, filtered and concentrated under vacuum to afford ethyl imidazole-4-carboxylate as a white solid (XLIV, 4.75 g, 76% yield). ‘H NMR (400 MHz, DMSO-d6) 12.75 (bs, 1H), 7.77 (s, 2H), 4.24-4.19 (q, J = 7.2 Hz, 2H), 1.28-1.24 (t,J= 6.8 Hz, 3H). MS (M+1) 141.12.

References:

NORGINE B.V.;BAKTHAVATCHALAM, Rajagopal;BASU, Manas Kumar;BEHERA, Ajit Kumar;VENKATESHAPPA, Chandregowda;HEWSON, Christopher Alexander;KADNUR, Sanjay Venkatachalapathi;KALINDJIAN, Sarkis Barret;KULKARNI, Bheemashankar;SAXENA, Rohit;SURESH, Juluri;VISWANATHAN, Vellarkad;ZAINUDDIN, Mohd;DHARSHINIS, Akila Parvathy;KRISTAM, Rajenda WO2015/97122, 2015, A1 Location in patent:Page/Page column 96; 97

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