1,3-Dibromopropane → HCID 20374816, compound

HRID 1448988Notes

Reaction equation

HRID 1448988 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:10][C:11](=[S:22])[NH:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1.Br[CH2:24][CH2:25][CH2:26]Br>C(O)C>[CH2:24]([S:22][C:11]1[NH:12][C:13]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[N:10]=1)[CH2:25][CH2:26][S:22][C:11]1[NH:12][C:13]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[N:10]=1

Participants

4

Reactant 2

HCID 80011,3-DibromopropaneHCID 12216994,5-Bis(4-methoxyphenyl)-1,3-dihydro-2H-imidazole-2-thione

Product 1

HCID 20374816HCID 20374816, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4,5-bis(4-methoxyphenyl)-1H-imidazole-2-thione (15.6 g, 0.05 mol) and 1,3-dibromopropane (5 g, 0.025 mol) in ethanol (150 ml) was refluxed for three hours. After cooling, the resulting solid was removed by filtration and discarded. The solvent was removed at reduced pressure to give a yellow foam which was then treated with chloroform-ether. The resulting solid material was removed by filtration, dissolved in chloroform and washed with 10% aqueous sodium hydroxide solution. The solvent was removed at reduced pressure to give the title compound.

Workup

  1. temperaturewas refluxed for three hours
  2. temperatureAfter cooling
  3. customthe resulting solid was removed by filtration
  4. customThe solvent was removed at reduced pressure
  5. customto give a yellow foam which
  6. customThe resulting solid material was removed by filtration
  7. dissolutiondissolved in chloroform
  8. washwashed with 10% aqueous sodium hydroxide solution
  9. customThe solvent was removed at reduced pressure

Sources & evidence

ORD record
ord-76655e03bed8431e91d561fff30dc721
Source dataset
uspto-grants-1980_02
Patent number
US04188397

Reaction notes

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