Hydrochloric Acid → HCID 178518203, compound

Participants

Reaction Steps

To concentrated aqueous ammonium hydroxide (400 ml) and water (400 ml) was added 1,2,3,4-tetrahydro-6-hydroxy-4-oxo-N-phenyl-2-thioxo-5-pyrimidinecarboxamide (13.2 g) (prepared as described in Example 1 of the aforesaid copending application Ser. No. 699,776). The pyrimidine dissolved. To this solution was added a slurry of Raney Nickel in water (50 g). The suspension was gently refluxed with stirring for four hours. It was cooled and the solids, which consisted of product and inorganics, were treated with dilute hydrochloric acid, the mixture filtered and the solids extracted with 2-Normal sodium hydroxide solution and filtered. The filtrate was then acidified with dilute hydrochloric acid, the resulting precipitate redissolved in aqueous ammonium hydroxide, purified with activated charcoal and celite, and reprecipitated with dilute acid. The solid was collected, washed with water and dried. Yield 5.8 g, melting point 200°-208°. Mass spectrum 231, calculated 231; Nuclear Magnetic Resonance (DMSO), 6.8-7.7 δ (aromatic peaks); 8.28 δ (2-hydrogen atom); 11.8 δ (exchangeable protons).

Provenance & Evidence