Methyl iodide → 7-Methyl-8-oxo-2H,8H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinolin-7-ium iodide

HRID 838929Notes

Reaction equation

HRID 838929 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[C:14](=[O:15])[C:13]3[C:8]4[C:9](=[CH:16][C:17]5[O:21][CH2:20][O:19][C:18]=5[C:7]=4[C:5]=2[CH:6]=1)[CH:10]=[CH:11][N:12]=3.[I:22][CH3:23]>C(Cl)(Cl)Cl>[CH3:23][N+:12]1[CH:11]=[CH:10][C:9]2[C:8]3=[C:7]([C:18]4[O:19][CH2:20][O:21][C:17]=4[CH:16]=2)[C:5]2[C:4]([C:14](=[O:15])[C:13]=13)=[CH:3][CH:2]=[CH:1][CH:6]=2.[I-:22]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 10144Liriodenine2×

Product 1

HCID 1227727-Methyl-8-oxo-2H,8H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinolin-7-ium iodide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Liriodenine methiodide was prepared from the liriodenine isolated in accordance with Example 1. A 2.71 gm sample of liriodenine was reflexed in 30 ml of chloroform and then 10 ml of iodomethane was added. After 24 hours at reflux, the solution was cooled, excess iodomethane removed, and the red crystals filtered. Crystallization from methanol yielded 2.24 gm liriodenine methiodide, mp 235 d.

Workup

  1. customisolated in accordance with Example 1
  2. temperatureAfter 24 hours at reflux
  3. temperaturethe solution was cooled
  4. customexcess iodomethane removed
  5. filtrationthe red crystals filtered
  6. customCrystallization from methanol

Sources & evidence

ORD record
ord-b406a0fd906441c69e7be19269da442f
Source dataset
uspto-grants-1978_06
Patent number
US04093717

Reaction notes

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