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ChemicalBook CAS DataBase List 1H-Imidazole-2-carboxylic acid
16042-25-4

1H-Imidazole-2-carboxylic acid synthesis

5synthesis methods
-

Yield:16042-25-4 97.5%

Reaction Conditions:

with dihydrogen peroxide in water at 20; for 72 h;

Steps:

2.2.1 Im2COOH (1b)
An aqueous 30% H2O2 solution (10g) was added dropwise to a stirred solution of imidazole-2-carboxaldehyde (2.88g 0.030mol) in water (10ml). The reaction was allowed to proceed at room temperature for 72h, following which the water was removed in vacuo at room temperature to afford a white crystalline solid. This solid was washed with a stirred mixture of diethylether/water (4:1) to remove the excess peroxide. Note: heating causes decarboxylation. Yield: 97.5%. Mp=156-158°C. δH (400MHz, D2O): 7.56 (2H, s, Im-H); δC (400MHz, D2O): 158.86, 141.02, 120.49ppm. IR ν (KBr): 3392(m), 3124(m), 2861(m), 1618(s), 1502(m), 1462(m), 1421(s), 1388(s), 1322(m), 1108(s), 925(s), 910(s), 819(m), 797(s), 774(m) cm-1. Anal. Calc. for C4H6N2O3 (130.11); C, 36.92; H, 4.65; N, 21.53%. Found: C, 37.18; H, 4.94; N, 21.47%.

References:

Gundhla, Isaac Z.;Walmsley, Ryan S.;Ugirinema, Vital;Mnonopi, Nandipha O.;Hosten, Eric;Betz, Richard;Frost, Carminita L.;Tshentu, Zenixole R. [Journal of Inorganic Biochemistry,2015,vol. 145,p. 11 - 18]

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