Methyl iodide → 1,2,9,10-Tetramethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium iodide

HRID 1448957Notes

Reaction equation

HRID 1448957 reaction equation
[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[C:11]2[C:15]3[C:20]([C:21](=[O:22])[C:9]4=[C:10]2[C:5](=[CH:6][CH:7]=[N:8]4)[CH:4]=1)=[CH:19][C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=3.[I:27][CH3:28]>CC(C)=O>[CH3:28][N+:8]1[CH:7]=[CH:6][C:5]2[C:10]3=[C:11]([C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=2)[C:15]2[C:20]([C:21](=[O:22])[C:9]=13)=[CH:19][C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2.[I-:27]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 97662Oxoglaucine2×

Product 1

HCID 416801,2,9,10-Tetramethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium iodide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Oxoglaucine methiodide was prepared from oxoglaucine in accordance with the process of Example V. A 31 mg sample of oxoglaucine was refluxed in 8 ml of acetone until it completely dissolved (approximately 30 minutes) and then 0.75 ml of iodomethane was added. The solution was refluxed until it became brown. The crystals were then collected by filtration to yield 15 mg of the methiodide salt, mp 255 d.

Workup

  1. dissolutioncompletely dissolved (approximately 30 minutes)
  2. temperatureThe solution was refluxed until it
  3. filtrationThe crystals were then collected by filtration

Sources & evidence

ORD record
ord-5a9774a886b6439abe3ac74e8399998a
Source dataset
uspto-grants-1980_02
Patent number
US04188392

Reaction notes

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