Bis-(1H-imidazol-2-YL)-methanone → 6,7-Difluorobenzo[d]isoxazol-3(2h)-one

HRID 577987노트

반응식

HRID 577987 반응식
[F:1][C:2]1[C:3]([OH:13])=[C:4]([CH:9]=[CH:10][C:11]=1[F:12])[C:5]([NH:7]O)=[O:6].C(C1NC=CN=1)(C1NC=CN=1)=O>C1COCC1>[F:12][C:11]1[CH:10]=[CH:9][C:4]2[C:5](=[O:6])[NH:7][O:13][C:3]=2[C:2]=1[F:1]

참가 물질

4

반응물 2

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 866581193,4-difluoro-N,2-dihydroxybenzamide2회

생성물 1

HCID 569462386,7-Difluorobenzo[d]isoxazol-3(2h)-one수율 96.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 3,4-difluoro-N,2-dihydroxybenzamide (Intermediate 527, 7.91 g, 41.8 mmol) and carbonyl diimidazole (13.6 g, 83.7 mmol) in THF (200 ml) was heated at reflux for 90 min. The mixture was partitioned between EtOAC and water and acidified with conc. HCl. The solution was extracted 3 times with EtOAc, each extract being washed with water and brine. Drying (MgSO4) of the combined extracts and removal of solvent gave 6.88 g of product as an off-white solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 90 min
  3. customThe mixture was partitioned between EtOAC and water
  4. extractionThe solution was extracted 3 times with EtOAc
  5. washeach extract being washed with water and brine
  6. customDrying
  7. custom(MgSO4) of the combined extracts and removal of solvent

출처 및 근거

ORD 기록
ord-f52759cfd5ac4b39a858b64cb30bdab5
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040528B2

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