Methyl iodide → HCID 86695337, compound

HRID 508301Notes

Reaction equation

HRID 508301 reaction equation
[Br:1][C:2]1[C:10]([Br:11])=[C:9]([Br:12])[CH:8]=[C:7]2[C:3]=1[C:4]([CH3:15])([CH3:14])[C:5]([CH3:13])=[N:6]2.[I:16][CH3:17]>>[I-:16].[Br:1][C:2]1[C:10]([Br:11])=[C:9]([Br:12])[CH:8]=[C:7]2[C:3]=1[C:4]([CH3:15])([CH3:14])[C:5]([CH3:13])=[N+:6]2[CH3:17]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 86695336HCID 86695336, compound

Product 1

HCID 86695337HCID 86695337, compoundYield 47%

Procedure

1.12 g (2.8 mmol) of 4,5,6-tribromo-2,3,3-trimethyl-3H-indole and 2 mL (32 mmol) of iodomethane were heated in a sealed tube at 30-35° C. for 24 hours. The formed precipitate was filtered, washed with small amounts of benzene and ether to yield 700 mg (47%) of 4,5,6-tribromo-1,2,3,3-tetramethyl-3H-indolium iodide. 1H-NMR (200 MHz, DMSO-d6), δ, ppm: 8.50 (1H, s, arom.), 3.99 (3H, s, NCH3), 2.77 (3H, s, CH3), 1.60 (6H, s, C(CH3)2).

Workup

  1. filtrationThe formed precipitate was filtered
  2. washwashed with small amounts of benzene and ether

Sources & evidence

ORD record
ord-333e47dc15084fb8bc5b1a00883e001d
Source dataset
uspto-grants-2015_08
Patent number
US09095612B2

Reaction notes

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