5-Bromo-2-chloropyrimidine → 5-Bromo-2-(methylsulfanyl)pyrimidine

The subtitle compound was prepared following a method by Takahashi et al., Chem. Pharm. Bull., 1958, 6, 334-337. To a solution of 5-bromo-2-chloropyrimidine (1.0 g, 5.2 mmol) in EtOH was added sodium methanethiolate (0.36 g, 5.2 mmol) at room temperature and the reaction mixture was stirred overnight. The mixture was partitioned between EtOAc (15 mL) and water (10 mL). The aqueous layer was extracted twice with EtOAc and washed with brine. The combined organic layers were dried and concentrated to give the subtitle compound as a white solid (1.1 g).

1. customThe subtitle compound was prepared
2. customThe mixture was partitioned between EtOAc (15 mL) and water (10 mL)
3. extractionThe aqueous layer was extracted twice with EtOAc
4. washwashed with brine
5. customThe combined organic layers were dried
6. concentrationconcentrated

ORD record

ord-f39285bbcdb847d38f2e2d7158575c6c

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07989620B2