1,1'-Carbonyldiimidazole → 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

HRID 1665629

반응식

HRID 1665629 반응식
C1N=CN([C:6]([N:8]2C=N[CH:10]=[CH:9]2)=[O:7])C=1.NC1C=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[OH:23]>CN(C=O)C>[N+:20]([C:18]1[CH:17]=[CH:16][C:15]2[O:23][C:6](=[O:7])[NH:8][C:9]=2[CH:10]=1)([O-:22])=[O:21]

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 36133892-Amino-4-Nitrophenol

생성물 1

HCID 2639655-Nitro-2,3-dihydro-1,3-benzoxazol-2-one수율 434.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

CDI (1.57 g, 19.4 mmol) was added at 0° C. to a stirred solution of 2-amino-4-nitro-phenol (500 mg, 0.6 mmol) in DMF (5 mL) and the resultant was stirred for 30 mins. The mixture was poured onto ice and stirred for 10 minutes. The resulting precipitate was isolated by filtration to afford 470 mg (80%) of 5-nitro-3H-benzooxazol-2-one. 1H NMR: (DMSO-d6): δ 12.4 (b s, 1H), 8.05 (dd, 1H), 7.85 (d, 1H), 7.54 (d, 1H).

후처리

  1. additionThe mixture was poured onto ice
  2. stirringstirred for 10 minutes
  3. customThe resulting precipitate was isolated by filtration

출처 및 근거

ORD 기록
ord-66cc9ab9580b43b8b5b3e58bb58aee97
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039463B2

연결된 노트

불러오는 중…