Methyl iodide → HCID 86739794, compound

HRID 1154382Notes

Reaction equation

HRID 1154382 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:17]3[N:16]=[CH:15][N:14]([CH3:18])[C:13]=3[C:12](=[O:19])[N:11]3[CH2:20][CH2:21][N:22]=[C:10]23)=[CH:4][CH:3]=1.[I:23][CH3:24]>CC(C)=O>[I-:23].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:17]3[N:16]=[CH:15][NH+:14]([CH3:18])[C:13]=3[C:12](=[O:19])[N:11]3[CH2:20][CH2:21][N:22]([CH3:24])[CH:10]23)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6328Methyl iodide2×HCID 12683867HCID 12683867, compound

Product 1

HCID 86739794HCID 86739794, compoundYield 47.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of the product of Procedure 67 (1.6 g., 0.005 mole) in acetone (25 ml.) was refluxed overnight with iodomethane (0.7 g., 0.005 mole). Additional iodomethane (0.35 g., 0.0025 mole) was added, and refluxing was continued for 24 hr. The insolubles were collected to give 1.6 g. Recrystallization from MeOH gave analytically pure product 1.1 g., m.p. 188.5°-189.5°.

Workup

  1. temperaturerefluxing
  2. customThe insolubles were collected
  3. customto give 1.6 g
  4. customRecrystallization from MeOH

Sources & evidence

ORD record
ord-22268c9c964441538d1567b1f821bfac
Source dataset
uspto-grants-1984_12
Patent number
US04489078

Reaction notes

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