Diethyl Ether → HCID 20374810, compound

HRID 1448987Notes

Reaction equation

HRID 1448987 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][CH2:25]Br.CCO[CH2:30][CH3:31]>O1CCOCC1>[CH2:22]([S:20][C:10]1[NH:11][C:12]([C:31]2[CH:30]=[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][CH2:25][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 80561,4-DibromobutaneHCID 13508053HCID 13508053, compound

Product 1

HCID 20374810HCID 20374810, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4,5-bis(4-fluorophenyl)-1H-imidazole-2-thione (5.8 g, 0.02 mol) and 1,4-dibromobutane (4.3 g, 0.02 mol) in dioxane (75 ml) was refluxed one hour. After cooling, ether was added and the solid which formed was removed by filtration. This product was air dried and recrystallized from isopropanol to give the title compound as its dihydrobromide salt (hydrate), m.p. 172°-174°.

Workup

  1. temperaturewas refluxed one hour
  2. temperatureAfter cooling
  3. customthe solid which formed
  4. customwas removed by filtration
  5. customdried
  6. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-0a979586f2bd4820b0c85b48bee046b1
Source dataset
uspto-grants-1980_02
Patent number
US04188397

Reaction notes

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