Methyl iodide → HCID 86739794, compound

HRID 236014Notes

Reaction equation

HRID 236014 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-802b83c3bf0043ff8cdb682c5b64ddd3
Source dataset
uspto-grants-1987_02
Patent number
US04642345

Reaction notes

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