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

HRID 1665629

反応式

HRID 1665629 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-66cc9ab9580b43b8b5b3e58bb58aee97
出典データセット
uspto-grants-2011_10
特許番号
US08039463B2

関連ノート

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