Methyl iodide → 2,3,4,9-Tetrahydro-N,N,N,9-tetramethyl-4-oxo-1H-carbazole-3-methanaminium iodide

HRID 2309418Notes

Reaction equation

HRID 2309418 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[C:17](=[O:18])[C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([CH3:19])[C:8]=2[CH2:7][CH2:6]1)[CH3:3].[I:20][CH3:21]>>[I-:20].[CH3:3][N+:2]([CH3:21])([CH3:1])[CH2:4][CH:5]1[C:17](=[O:18])[C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([CH3:19])[C:8]=2[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 28184893((Dimethylamino)methyl)-1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one

Product 1

HCID 135197122,3,4,9-Tetrahydro-N,N,N,9-tetramethyl-4-oxo-1H-carbazole-3-methanaminium iodide

Procedure

A suspension of 3-[(dimethylamino)methyl]-1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one (3.80 g) in iodomethane (100 ml) was stirred at reflux for 57 h. The resulting suspension was concentrated in vacuo to give the title methanaminium iodide as a solid (5.72 g) m.p. 192°-195°.

Workup

  1. temperatureat reflux for 57 h
  2. concentrationThe resulting suspension was concentrated in vacuo

Sources & evidence

ORD record
ord-012f84a8bcfe49499fe88bbbdc6cc163
Source dataset
uspto-grants-1987_09
Patent number
US04695578

Reaction notes

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