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

HRID 2079904

반응식

HRID 2079904 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-74d686b4718644f98a46d6d8493e6a47
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932284B2

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