반응 #610412

반응 방정식

NaHCO3

2-amino-N-(3-bromo-2-methylphenyl)-3,5-difluorobenzamide

triphosgene

→

3-(3-bromo-2-methylphenyl)-6,8-difluoroquinazoline-2,4(1H,3H)-dione

수율 100.2%

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGstirred until no more gas evolution
2. 2
   기타The organic phase was separated
3. 3
   세척washed with water
4. 4
   기타dried
5. 5
   농축concentrated
6. 6
   기타The residue was purified by column chromatography on silica gel (40 g)
7. 7
   세척eluting with EtOAc-hexanes (gradient from 0-100%)

실험 절차

A solution of 2-amino-N-(3-bromo-2-methylphenyl)-3,5-difluorobenzamide (760 mg, 2.23 mmol) in THF (10 mL) was treated portionwise with triphosgene (722 mg, 2.43 mmol). The solution was stirred at room temperature for 60 min, then was treated dropwise with saturated aqueous NaHCO3 and stirred until no more gas evolution was observed. The organic phase was separated, washed with water, dried and concentrated. The residue was purified by column chromatography on silica gel (40 g), eluting with EtOAc-hexanes (gradient from 0-100%), to give 3-(3-bromo-2-methylphenyl)-6,8-difluoroquinazoline-2,4(1H,3H)-dione (820 mg), used without further purification. Mass spectrum m/z 367, 369 (M+H)+, 389, 391 (M+Na)+.

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