Ethanol → HCID 19907471, compound

HRID 2371555Notes

Reaction equation

HRID 2371555 reaction equation
[CH2:1]([N:3]([CH2:27][CH3:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([S:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[CH:12][CH:11]=1)[CH3:2].[CH2:29]([I:31])[CH3:30].[CH2:32](O)[CH3:33]>>[I-:31].[I-:31].[CH2:27]([N+:3]([CH2:29][CH3:30])([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9][C:10]1[CH:11]=[CH:12][C:13]([S:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N+:22]([CH2:32][CH3:33])([CH2:23][CH3:24])[CH2:25][CH3:26])=[CH:14][CH:15]=1)[CH3:28]

Participants

4

Reactant 3

HCID 702EthanolHCID 6340IodoethaneHCID 19907379HCID 19907379, compound

Product 1

HCID 19907471HCID 19907471, compound

Procedure

First, 510 mg of 1,4-bis(5-diethylaminopentylthio)benzene was dissolved in 5 ml of absolute ethanol, and after adding 960 μl of ethyl iodide, the mixture was refluxed for 4 hours, then cooled and evaporated under a reduced pressure to remove the ethanol. After adding 5 ml of acetone, the mixture was stirred at a room temperature for 3 hours and allowed to stand in a freezer overnight. The resulting crystal was collected by filtration, washed with acetone and dried under a reduced pressure to obtain 519 mg of the title compound as a light gray crystal.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperaturecooled
  3. customevaporated under a reduced pressure
  4. customto remove the ethanol
  5. additionAfter adding 5 ml of acetone
  6. waitto stand in a freezer overnight
  7. filtrationThe resulting crystal was collected by filtration
  8. washwashed with acetone
  9. customdried under a reduced pressure

Sources & evidence

ORD record
ord-9ec9cdafa87445e1857559e875153337
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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