ethyl 1-{4-[(aminothio)peroxy]phenyl}-8-nitro-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate → Ethyl 8-amino-1-{4-[(aminothio)peroxy]phenyl}-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

HRID 22978ノート

反応式

HRID 22978 の反応式
[NH2:1][S:2][O:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:18]4[CH:20]=[C:21]([N+:24]([O-])=O)[CH:22]=[CH:23][C:17]=4[CH2:16][CH2:15][C:14]=3[C:13]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[N:12]2)=[CH:7][CH:6]=1.[H][H]>CN(C=O)C.[Pd]>[NH2:24][C:21]1[CH:22]=[CH:23][C:17]2[CH2:16][CH2:15][C:14]3[C:13]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[N:12][N:11]([C:8]4[CH:7]=[CH:6][C:5]([O:4][O:3][S:2][NH2:1])=[CH:10][CH:9]=4)[C:19]=3[C:18]=2[CH:20]=1

参加物

5

反応物 2

HCID 22291943ethyl 1-{4-[(aminothio)peroxy]phenyl}-8-nitro-4,5-dihydro-1H-benzo[g]indazole-3-carboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 22592527Ethyl 8-amino-1-{4-[(aminothio)peroxy]phenyl}-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate収率 85.8%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

The product of Example 2 (2.0 g) and 10% Pd/C (350 mg) in DMF (20 mL) were shaken at 55 psi hydrogen for 3 hours. The catalyst was removed by filtration and the filtrate was concentrated under vacuum to yield a yellow wax. The wax was triturated with methanol and the resulting amber solid was collected by filtration to afford the title compound (1.6 g).

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under vacuum
  3. customto yield a yellow wax
  4. customThe wax was triturated with methanol
  5. filtrationthe resulting amber solid was collected by filtration

出典と根拠

ORDレコード
ord-7085d5ffcae146b2aabcf5c3aaa406b0
出典データセット
uspto-grants-2005_02
特許番号
US06849653B2

反応ノート

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