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ChemicalBook CAS DataBase List 6-PHENYL-2-THIOURACIL
36822-11-4

6-PHENYL-2-THIOURACIL synthesis

4synthesis methods
Ethyl benzoylacetate

94-02-0

Carbamimidothioic acid

17356-08-0

6-PHENYL-2-THIOURACIL

36822-11-4

To a solution of ethyl benzoylacetate (2 g, 10.41 mmol) in ethanol (15 mL) was added sodium ethoxide (7 mL, 18.7 mmol) and compound (CAS:17356-08-0) (1.18 g, 15.61 mmol). The reaction mixture was stirred under reflux conditions overnight. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in water, the pH was adjusted to 3 with acid and extracted with ethyl acetate (3 x 20 mL). The organic phases were combined, washed with brine and dried over anhydrous sodium sulfate. The crude product was purified by fast column chromatography using dichloromethane/methanol (2.5%) as eluent to afford 2-mercapto-6-phenyl-4-hydroxypyrimidine (500 mg, 2.44 mmol) as a white solid in 24% yield.

-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: potassium tert-butylate / tert-butyl alcohol / 2 h / 20 - 70 °C / Inert atmosphere
2: calcium hydroxide / toluene / 1 h / 100 °C

References:

Henan Wanliu Biological Technology Co., Ltd.;Wang Huifang;Yang Weixiao;Ren Baoqi;Li Shouhu;Hou Yansheng CN109776429, 2019, A

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