Hydrochloric Acid → HCID 86753117, compound

Participants

Reaction Steps

Illustrative compound 62 was synthesized by mixing 803 mg (5 mmol) 2-methylmercapto-4-chloropyrimidine and 886 mg (5 mmol) 3,5-diacetylaniline in 20 ml of water. In addition, 0.42 ml concentrated HCl was added. This reaction mixture was heated at 90°-100° C. for 4 hours, and then cooled down in an ice bath. The cooled mixture had 5 ml of 1N KOH added to neutralize the acid pH from the HCl. The mixture was stirred for 10 minutes in an ice bath to form a precipitate. The precipitate was filtered out to give 1.44 g dry pale brown crude product. A thin layer chromatography (TLC) analysis in methanol:CH2 Cl2 (1:25) showed only one spot. The crude precipitate was recrystalized from methoxyethanol and dried under vacuum to give 1.42 grams of pure 2-methylmercapto-4-(3',5'-diacetylphenyl) aminopyrimidine (compound 62) with an overall yield of 94%. The NMR analysis found the formula C15H15N3O2S with a molecular weight of 301.38.

Provenance & Evidence