Methyl iodide → HCID 10891563, compound

HRID 1241693Notes

Reaction equation

HRID 1241693 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12](=[O:16])[C:11]1[C:10]([OH:17])=[CH:9][C:8]([OH:18])=[CH:7][C:6]=1[N:5]2[CH3:19].Cl[C:21]1C=C2C(=CC=1)C(=O)C1C(O)=CC(O)=CC=1N2.C(=O)([O-])[O-].[K+].[K+].IC>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12](=[O:16])[C:11]1[C:10]([OH:17])=[CH:9][C:8]([O:18][CH3:21])=[CH:7][C:6]=1[N:5]2[CH3:19]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 5496199HCID 5496199, compoundHCID 21936501HCID 21936501, compound

Product 1

HCID 10891563HCID 10891563, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A method analogous to Method E-6, applied to 6-chloro-1,3-dihydroxy-10-methyl-10H-acridin-9-one, 18 (52 g, 0.2 mol), dry acetone (1.75 L), potassium carbonate (80 g, 0.58 mol) and iodomethane (175 ml, 0.74 mol) added for 3 hrs reflux gave complete reaction, work-up and recrystallisation gave the title compound (37 g, 0.13 moles, 65%).

Workup

  1. additionadded for 3 hrs
  2. temperaturereflux
  3. customgave complete
  4. customreaction
  5. customrecrystallisation

Sources & evidence

ORD record
ord-0435921f77624f1baac3d4f052b803ac
Source dataset
uspto-grants-2006_10
Patent number
US07115619B2

Reaction notes

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