Butyl isocyanate → HCID 18349746, compound

HRID 378607Notes

Reaction equation

HRID 378607 reaction equation
[CH2:1]([N:5]=[C:6]=[O:7])[CH2:2][CH2:3][CH3:4].[NH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([NH:20][CH2:21][CH2:22][CH2:23][N:24]2[CH:28]=[CH:27][N:26]=[CH:25]2)([CH3:19])[CH3:18])=[CH:13][CH:12]=1>ClCCl>[CH2:1]([NH:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([NH:20][CH2:21][CH2:22][CH2:23][N:24]2[CH:28]=[CH:27][N:26]=[CH:25]2)([CH3:19])[CH3:18])=[CH:13][CH:12]=1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 18349546HCID 18349546, compound

Product 1

HCID 18349746HCID 18349746, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of butylisocyanate (0.17 g) in dichloromethane was added to a solution of N-{1-[4-(2-aminoethyl)phenyl]-1-methylethyl}-3-(imidazol-1-yl)propylamine (0.5 g) in dichloromethane (7 ml). The mixture was boiled under reflux for 30 minutes and then the solvent removed under reduced pressure. The residue was purified by flash chromatography on silica using methanol as the mobile phase to give N-butyl-N'-[2-(4-{1-[3-(imidazol-1-yl)propylamino]-1-methylethyl}phenyl)ethyl]urea as an oil.

Workup

  1. temperatureunder reflux for 30 minutes
  2. customthe solvent removed under reduced pressure
  3. customThe residue was purified by flash chromatography on silica

Sources & evidence

ORD record
ord-b52833b9f614478895af82035b180df2
Source dataset
uspto-grants-2000_02
Patent number
US06031109

Reaction notes

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