1-Methylimidazole → HCID 86632115, compound

HRID 1442457Notes

Reaction equation

HRID 1442457 reaction equation
[Br:1][CH2:2][CH2:3][N:4]([CH2:20][CH3:21])[C:5]1[CH:10]=[CH:9][C:8]([N:11]=[N:12][C:13]2[S:14][C:15]([CH3:19])=[C:16]([CH3:18])[N:17]=2)=[CH:7][CH:6]=1.[CH3:22][N:23]1[CH:27]=[CH:26][N:25]=[CH:24]1>C(#N)C>[Br-:1].[CH3:18][C:16]1[N:17]=[C:13]([N:12]=[N:11][C:8]2[CH:9]=[CH:10][C:5]([N:4]([CH2:20][CH3:21])[CH2:3][CH2:2][N:25]3[CH:26]=[CH:27][N+:23]([CH3:22])=[CH:24]3)=[CH:6][CH:7]=2)[S:14][C:15]=1[CH3:19]

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 86632117HCID 86632117, compound

Product 1

HCID 86632115HCID 86632115, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

0.5 g N-(2-bromoethyl)-4-[(4,5-dimethyl-1,3-thiazol-2-yl)diazenyl]-N-ethylaniline is dissolved in 10 ml acetonitrile followed by subsequent addition of 5.3 g 1-methyl-1H-imidazole. The reaction mixture is heated at 80° C. overnight. After cooling to room temperature, the formed precipitate is filtered off, washed with acetonitrile, and dried under vacuum at 40° C. 0.49 g of 1-{2-[{4-[(4,5-dimethyl-1,3-thiazol-2-yl)diazenyl]phenyl}(ethyl)amino]ethyl}-3-methyl-1H-imidazol-3-ium bromide are obtained as a red crystals.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe formed precipitate is filtered off
  3. washwashed with acetonitrile
  4. customdried under vacuum at 40° C

Sources & evidence

ORD record
ord-2416fea2647347ef9af2e988c079c0ae
Source dataset
uspto-grants-2010_02
Patent number
US07658770B2

Reaction notes

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