反应详情

The crude 4,5-dimethylthiazole-2-carbaldehyde oxime (300 mg, 2 mmol) was dissolved in acetic acid (25 mL), zinc dust (1.8 g, 27.5 mmol) was added portionwise at room temperature and the reaction mixture was stirred at room temperature for 3 hours. The mixture was then filtered over a pad of celite and rinsed with methanol. Toluene was added and the filtrate was concentrated. An aqueous solution of NH4Cl was added, the solution was acidified to pH=2 with HCl (1N) and extracted with diethyl ether and ethyl acetate. The aqueous layer was basified with aqueous NaOH to pH=10, and then extracted with diethyl ether and ethyl acetate. Combined organic extracts were dried over sodium sulfate, filtered and evaporated to give crude (4,5-dimethyl-1,3-thiazol-2-yl)methylamine as a pale yellow oil which was used in the next step without purification. LCMS m/z (M+H) 143.1 found, 143.1 required.

1. filtrationThe mixture was then filtered over a pad of celite
2. washrinsed with methanol
3. additionToluene was added
4. concentrationthe filtrate was concentrated
5. additionAn aqueous solution of NH4Cl was added
6. extractionextracted with diethyl ether and ethyl acetate
7. extractionextracted with diethyl ether and ethyl acetate
8. dry with materialCombined organic extracts were dried over sodium sulfate
9. filtrationfiltered
10. customevaporated