Diethyl Ether → HCID 20374791, compound

HRID 1448986Notes

Reaction equation

HRID 1448986 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[S:20])[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.Br[CH2:22][CH2:23][CH2:24]Br.CCO[CH2:29][CH3:30]>O1CCOCC1>[CH2:22]([S:20][C:10]1[NH:11][C:12]([C:30]2[CH:29]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[N:9]=1)[CH2:23][CH2:24][S:20][C:10]1[NH:11][C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[N:9]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 80011,3-DibromopropaneHCID 13508053HCID 13508053, compound

Product 1

HCID 20374791HCID 20374791, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4,5-bis(4-fluorophenyl)-1H-imidazole-2-thione (8 g, 0.028 mol) and 1,3-dibromopropane (2.8 g, 0.014 mol) in dioxane (175 ml) was refluxed for 2.5 hours. After cooling, ether (300 ml) was added and the resulting white solid was collected by filtration, washed with ether and recrystallized from dioxane-ether to give the title compound as its dihydrobromide salt (hydrate), m.p. 176°-178°.

Workup

  1. temperaturewas refluxed for 2.5 hours
  2. temperatureAfter cooling
  3. filtrationthe resulting white solid was collected by filtration
  4. washwashed with ether
  5. customrecrystallized from dioxane-ether

Sources & evidence

ORD record
ord-e66d25bbd5f74b0fbaed22971283ede5
Source dataset
uspto-grants-1980_02
Patent number
US04188397

Reaction notes

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