Sodium hydride → 4-(1-amino-6-nitro-1H-indol-3-yl)-benzonitrile

HRID 2079904

反応式

HRID 2079904 の反応式
[H-].[Na+].[N+:3]([C:6]1[CH:14]=[C:13]2[C:9]([C:10]([C:15]3[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=3)=[CH:11][NH:12]2)=[CH:8][CH:7]=1)([O-:5])=[O:4].C([N:26]1C2C(=CC=C([N+]([O-])=O)C=2)C(C2C=CC(C#N)=CC=2)=C1)(C)C.S(=O)(O)[O-].[Na+]>CN(C=O)C>[NH2:26][N:12]1[C:13]2[C:9](=[CH:8][CH:7]=[C:6]([N+:3]([O-:5])=[O:4])[CH:14]=2)[C:10]([C:15]2[CH:16]=[CH:17][C:18]([C:19]#[N:20])=[CH:21][CH:22]=2)=[CH:11]1

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 23665763Sodium BisulfiteHCID 574421944-(1-isopropyl-6-nitro-1H-indol-3-yl)-benzonitrileHCID 574421974-(6-nitro-1H-indol-3-yl)-benzonitrile

生成物 1

HCID 574422614-(1-amino-6-nitro-1H-indol-3-yl)-benzonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Add NaH (98 mg, 2.47 mmol) to 4-(6-nitro-1H-indol-3-yl)-benzonitrile (500 mg, 1.9 mmol) in DMF (10 mL) at 0° C. under N2 and stir for additional 30 min at room temperature. Add excess NH2Cl ether solution prepared according to the procedure described in J. Org. Chem. 2004, 69 (4), 1369, and stir for an hour. Add 10% sodium bisulfite and extract with EtOAc. Wash the EtOAc extracts with 10% sodium bisulfite twice and dry over MgSO4. Evaporate the solvent to give 4-(1-amino-6-nitro-1H-indol-3-yl)-benzonitrile.

後処理

  1. extractionextract with EtOAc
  2. washWash the EtOAc
  3. dry with materialdry over MgSO4
  4. customEvaporate the solvent

出典と根拠

ORDレコード
ord-74d686b4718644f98a46d6d8493e6a47
出典データセット
uspto-grants-2011_04
特許番号
US07932284B2

関連ノート

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