Methyl iodide → HCID 21418367, compound

HRID 441836Notes

Reaction equation

HRID 441836 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][C:13]4[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=4[CH:15]=3)[NH:10][N:9]=2)=[CH:4][CH:3]=1.[H-].[Na+].[CH3:23]I>CC(N(C)C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:16]3[C:11](=[CH:12][C:13]4[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=4[CH:15]=3)[N:10]([CH3:23])[N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 2983803HCID 2983803, compound

Product 1

HCID 21418367HCID 21418367, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a solution of 14 g of 3-(p-chlorophenyl)-1H-benz[f] indazole dissolved in 150 ml. dry dimethylacetamide under nitrogen is added 3 g. of a 57% suspension of sodium hydride in mineral oil. The reaction mixture is stirred at room temperature for 1 hour and then 5 ml. of methyl iodide is added. Stirring is continued for 2 hours then the mixture is poured on ice-water, and the precipitate recovered by filtration. The precipitate is recrystallized from ether to yeild the title compound, m.p. 157°-159°.

Workup

  1. stirringStirring
  2. waitis continued for 2 hours
  3. additionthe mixture is poured on ice-water
  4. filtrationthe precipitate recovered by filtration
  5. customThe precipitate is recrystallized from ether

Sources & evidence

ORD record
ord-434b0a87d0974feb92510efffa109d9d
Source dataset
uspto-grants-1977_08
Patent number
US04042704

Reaction notes

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