1,2-Dimethylimidazole → HCID 178432778, compound

HRID 65247

Reaction equation

HRID 65247 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11]Cl)=[CH:4][CH:3]=1.[CH3:13][N:14]1[CH:18]=[CH:17][N:16]=[C:15]1[CH3:19]>>[Cl-:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N+:16]2[CH:17]=[CH:18][N:14]([CH3:13])[C:15]=2[CH3:19])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 156171,2-DimethylimidazoleHCID 200827321-Chloro-4-(4-chlorobutyl)benzene

Product 1

HCID 178432778HCID 178432778, compound

Conditions

Temperature
115 °C

Procedure

To 4.77 g (0.023 mole) 1-chloro-4-(4-chlorobutyl)benzene add 2.23 g (0.023 mole) 1,2-dimethyl-1H-imidazole. Stir the solution for three hours at about 115° C. Follow the progress of the reaction by thin-layer chromatography on silica gel (MeOH: NaCl(1M), 92:8). At the completion of the reaction, cool to obtain an oil. Triturate the oil with petroleum ether until a solid precipitates. Recrystallize the solid from MeOH/ acetone; filter and dry in vacuo to yield the title compound as a monohydrate.

Workup

  1. customthe progress of the reaction by thin-layer chromatography on silica gel (MeOH: NaCl(1M), 92:8)
  2. customAt the completion of the reaction
  3. temperaturecool
  4. customto obtain an oil
  5. customTriturate the oil with petroleum ether until a solid
  6. customprecipitates
  7. customRecrystallize the solid from MeOH/ acetone
  8. filtrationfilter
  9. customdry in vacuo

Sources & evidence

ORD record
ord-fb2bddfe699b4d449664e8856f0077d0
Source dataset
uspto-grants-1986_09
Patent number
US04613609

Linked notes

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