4-Amino-5-imidazolecarboxamide hydrochloride

Chemical properties

very slightly beige fine powder

The Uses of 4-Amino-5-imidazolecarboxamide hydrochloride

5-Amino-4-imidazolecarboxamide hydrochloride was used in the synthesis of heterocyclic compounds such as guanine, purines and pyrimidines.

What are the applications of Application

5-Amino-4-imidazolecarboxamide hydrochloride is a precursor to nucleic acid synthesis

General Description

Corrosion inhibition and adsorption characteristics of 5-amino-4-imidazolecarboxamide hydrochloride on aluminum in 1M HCl has been investigated.

Synthesis

47 g of sodium nitrite was dissolved in 1.2 liters of water; The solution was cooled to 0° C. 100 g of 5-aminoimidazole-4 carboxamide was dissolved in a solution of hydrochloric acid (80 ml of 36% HCL in 720 ml water) with stirring. The resultant 5-aminoimidazole-4 carboxamide hydrochloride solution was added slowly, drop-wise, over 20-30 minutes at 0-5° C. After the addition was completed, the reaction mixture was stirred for 10 minutes and filtered. The solid obtained was suspended in 400 ml DM water and stirred for 15 minutes. The suspension was filtered and suction-dried for 15 minutes. The obtained solid was suspended in 500 ml of THF and stirred for 15 minutes. The suspension was filtered and suction-dried for 15 minutes. Finally, the solid was dried at 45° C. to afford 4-Amino-5-imidazolecarboxamide hydrochloride.

Purification Methods

Recrystallise the hydrochloride from EtOH. [Kuroda & Hakko JEst(1) Est(2)Heterocycl Chem 30 593 1993, Alhede et al. J Org Chem 56 2139 1991, Cheru et al. Heterocycles 24 1133 1992, Beilstein 25 II 221, 25 III/IV 4329.]