反应详情

A mixture of 50 parts of 2-thiazolamine, 76 parts of 3-acetyl-4,5-dihydro-2(3H)-furanone, 1.2 parts of concentrated hydrochloric acid and 270 parts of methylbenzene was stirred and refluxed for 2 hours using a water-separator. The reaction mixture was cooled and 340 parts of phosphoryl chloride were added at a temperature between 20° and 30° C. The whole was heated slowly to 100°~110° C. and stirring was continued for 2 hours at this temperature. The reaction mixture was evaporated and the residue was poured into a mixture of crushed ice and ammonium hydroxide. The product was extracted with trichloromethane. The extract was dried. filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from a mixture of 2-propanol and 1,1'-oxybisethane, yielding 36 parts of 6-(2 -chloroethyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one (interm. 48).

1. temperaturerefluxed for 2 hours
2. temperatureThe reaction mixture was cooled
3. temperatureThe whole was heated slowly to 100°~110° C.
4. stirringstirring
5. customThe reaction mixture was evaporated
6. additionthe residue was poured into a mixture of crushed ice and ammonium hydroxide
7. extractionThe product was extracted with trichloromethane
8. customThe extract was dried
9. filtrationfiltered
10. customevaporated
11. customThe residue was purified by column chromatography over silica gel using
12. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
13. customThe pure fractions were collected
14. customthe eluent was evaporated
15. customThe residue was crystallized from a mixture of 2-propanol and 1,1'-oxybisethane