Reference of 66247-84-5, These common heterocyclic compound, 66247-84-5, name is (1H-Imidazol-4-yl)methanamine hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
EXAMPLE 1 N-[(1H-Imidazol-4-yl)methyl]-1H-indole-3-carboxamide hydrochloride A suspension of indole-3-carboxylic acid (0.592 g) and thionyl chloride (0.6 ml) in 1,2-dichloroethane (50 ml) was stirred at room temperature for 60h under nitrogen. The suspension was evaporated in vacuo and further 1,2-dichloroethane (50 ml) was added. The suspension was re-evaporated to give a solid (0.6 g) which was dissolved in acetonitrile (25 ml) and triethylamine (5 ml), and added to a stirred suspension of imidazole-4-methanamine dihydrochloride (0.684 g) and triethylamine (5 ml) in acetonitrile (25 ml) at -5¡ã under nitrogen. The reaction was stirred for 1h while warming to room temperature and then heated at reflux for 20h. The mixture was evaporated in vacuo, dissolved in methanol (20 ml) and partitioned between hydrochloric acid (0.2N; 2*200 ml) and dichloromethane (2*100 ml). The combined aqueous layers were basified with saturated potassium carbonate and extracted with chloroform (3*150 ml). The combined chloroform layers were dried and evaporated in vacuo to give a semi-solid which was triturated with ether to give a solid (0.24 g). This was adsorbed onto silica and purified by FCC eluding with System A (83.5:151.5) to give a solid (ca. 50 mg) which was dissolved in methanol (3 ml) and acidified with ethanolic hydrogen chloride. Dry ether (20 ml) was added until the solution turned cloudy, precipitating the title compound (26 mg), m.p. 225¡ã-229¡ã (decomp.). Analysis Found: C,55.1; H,4.7; N,19.5; C13 H12 N4 O. HCl. 0.38H2 O requires C,55.1; H,4.5; N,19.5percent
Statistics shows that (1H-Imidazol-4-yl)methanamine hydrochloride is playing an increasingly important role. we look forward to future research findings about 66247-84-5.
Reference:
Patent; Glaxo Group Limited; US5026722; (1991); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem