Sodium hydride → 8H-8,12b-Diazabenzo[a]aceanthrylene

HRID 2277357Notes

Reaction equation

HRID 2277357 reaction equation
F[C:2]1[C:14]2[N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[NH2:21])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[H-].[Na+]>CN(C=O)C>[CH:2]1[C:14]2[N:13]3[C:12]4[C:7]([C:6]=2[CH:5]=[CH:4][CH:3]=1)=[CH:8][CH:9]=[CH:10][C:11]=4[NH:21][C:16]1[C:15]3=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 67325257HCID 67325257, compound

Product 1

HCID 671105678H-8,12b-Diazabenzo[a]aceanthrylene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

30 g (109 mmol) of 1-fluoro-9-(2-aminophenyl)-9H-carbazole are dissolved in 200 ml of DMF under a protective gas, 4.4 g (109 mmol) of NaH (60% in oil) are added at room temperature, and the mixture is boiled under reflux for 6 h. The mixture is subsequently warmed to room temperature over the course of 1 h, the solvent is removed, and the residue is purified by chromatography.

Workup

  1. additionare added at room temperature
  2. temperatureunder reflux for 6 h
  3. customthe solvent is removed
  4. customthe residue is purified by chromatography

Sources & evidence

ORD record
ord-5b0cb8bc508f42dba160c199c33164d5
Source dataset
uspto-grants-2015_09
Patent number
US09133119B2

Reaction notes

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