Ethanol → HCID 15284073, compound
Reaction equation
[CH2:1]([N:3]([CH2:30][CH3:31])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[CH:12][C:11]=1[N+:27]([O-:29])=[O:28])[CH3:2].[CH2:32]([I:34])[CH3:33].[CH2:35](O)[CH3:36]>>[I-:34].[I-:34].[CH2:30]([N+:3]([CH2:32][CH3:33])([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N+:22]([CH2:35][CH3:36])([CH2:23][CH3:24])[CH2:25][CH3:26])=[CH:12][C:11]=1[N+:27]([O-:29])=[O:28])[CH3:31]Participants
4
Procedure
First, 600 mg of 1,4-bis(6-diethylaminohexyl)-2-nitrobenzene was dissolved in 7 ml of absolute ethanol, and after adding 2.18 g of ethyl iodide at a room temperature with stirring, the mixture was refluxed for 3 hours and then cooled. The reaction mixture was evaporated under a reduced pressure, diluted with 3 ml of acetone, and after adding 1 ml of ethyl acetate allowed to stand in a freezer overnight. Resulting crystal was collected by filtration, washed with acetone/ethyl acetate (1:1), and dried under a reduced pressure to obtain 555 mg of the title compound as a pale yellow crystal.
Workup
- temperaturethe mixture was refluxed for 3 hours
- temperaturecooled
- customThe reaction mixture was evaporated under a reduced pressure
- additiondiluted with 3 ml of acetone
- additionafter adding 1 ml of ethyl acetate
- customResulting crystal
- filtrationwas collected by filtration
- washwashed with acetone/ethyl acetate (1:1)
- customdried under a reduced pressure
Sources & evidence
- ORD record
- ord-be50f7ee1dd2469fafda8c01807627b0
- Source dataset
- uspto-grants-1992_03
- Patent number
- US05093370
Reaction notes
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