反应详情

温度

130 °C

Combine 1-ethoxycarbonyl[1,4]diazepane (18.0 g, 104 mmol) and 2-chlorobenzimidazole (7.93 g, 52 mmol). Heat to 130° C. After 4 hours, cool to ambient temperature and add hot methanol to dissolve the reaction mixture. Add a saturated aqueous solution of sodium bicarbonate (150 mL) and concentrate in vacuo to remove most of the methanol. Combine the aqueous reaction mixture and 95/5 diethyl ether/ethyl acetate. Separate the aqueous layer and extract three times with dichloromethane. Combine the dichloromethane layers, dry over Na2SO4, filter, and evaporate in vacuo to give a residue. Triturate the residue with ethyl acetate (100 mL) to give a solid. Chromatograph on silica gel eluting with 10% methanol/dichloromethane/0.1% concentrated aqueous ammonia to give a residue. Triturate that residue with 9/1 diethyl ether/ethyl acetate to give a solid. Collect solid by filtration and dry in vacuo to give 1-ethoxycarbonyl-4-(1H-benzimidazol-2-yl)[1,4]diazepane: mp; 161-162° C.

1. temperaturecool to ambient temperature
2. dissolutionto dissolve the reaction mixture
3. concentrationconcentrate in vacuo
4. customto remove most of the methanol
5. customSeparate the aqueous layer
6. extractionextract three times with dichloromethane
7. dry with materialdry over Na2SO4
8. filtrationfilter
9. customevaporate in vacuo
10. customto give a residue
11. customTriturate the residue with ethyl acetate (100 mL)
12. customto give a solid
13. customTriturate that residue with 9/1 diethyl ether/ethyl acetate
14. customto give a solid
15. customCollect solid
16. filtrationby filtration
17. customdry in vacuo