反应详情

温度

70 °C

A mixture of 37 parts of 4,5-dihydro-N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-4,4-dimethyl-2-thiazolamine, 5 parts of a sodium hydride dispersion 50% and 376 parts of N,N-dimethylformamide was stirred for 2 hours at 70° C. After cooling to room temperature, 14.1 parts of iodomethane were added slowly to the reaction mixture. The whole was stirred for 1 hour at room temperature. The reaction mixture was diluted with water. The precipitated product was filtered off, washed with water and 2-propanol and purified by column chromatography (HPLC) over silica gel using a mixture of dichloromethane and methanol (96:4 by volume) as eluent. The first fraction was collected and the eluent was evaporated. The residue was further purified by column chromatography over silica gel using a mixture of dichloromethane and methanol (98:2 by volume). The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 4-methyl-2-pentanone, yielding 4-[4-(4-methoxyphenyl)-1-piperazinyl]-N-(3,4,4 -trimethyl-2-thiazolidinylidene)-benzenamine (int. 9). The second fraction was collected and boiled in 2-propanol. After cooling, the product was filtered off and dried, yielding 19.5 parts (51.0%) of 4,5-dihydro-N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-N,4,4-trimethyl-2-thiazolamine; mp. 166.6° C. (int. 10)

1. temperatureAfter cooling to room temperature
2. stirringThe whole was stirred for 1 hour at room temperature
3. filtrationThe precipitated product was filtered off
4. washwashed with water and 2-propanol
5. custompurified by column chromatography (HPLC) over silica gel using
6. additiona mixture of dichloromethane and methanol (96:4 by volume) as eluent
7. customThe first fraction was collected
8. customthe eluent was evaporated
9. customThe residue was further purified by column chromatography over silica gel using
10. additiona mixture of dichloromethane and methanol (98:2 by volume)
11. customThe pure fractions were collected
12. customthe eluent was evaporated
13. customThe residue was crystallized from 4-methyl-2-pentanone