2,6-Diisopropylphenyl isocyanate → N-(4-butylphenyl)-N'-(2,6-diisopropylphenyl)-N-[(4-dimethylaminophenyl)methyl]urea

HRID 2213603Notes

Reaction equation

HRID 2213603 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:21])[CH3:20])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH:22]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH:31]([CH3:33])[CH3:32])[C:26]=1[N:34]=[C:35]=[O:36])([CH3:24])[CH3:23]>C1C=CC=CC=1>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:21])[CH3:20])=[CH:15][CH:14]=2)[C:35]([NH:34][C:26]2[C:25]([CH:22]([CH3:23])[CH3:24])=[CH:30][CH:29]=[CH:28][C:27]=2[CH:31]([CH3:33])[CH3:32])=[O:36])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 21957943(4-Butylphenyl)[(4-dimethylaminophenyl)methyl]amine

Product 1

HCID 10227983N-(4-butylphenyl)-N'-(2,6-diisopropylphenyl)-N-[(4-dimethylaminophenyl)methyl]urea

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of (4-butylphenyl)[(4-dimethylaminophenyl)methyl]amine (0.6 g) in benzene (5 mL) was added 2,6-diisopropylphenyl isocyanate (0.46 mL) and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give N-(4-butylphenyl)-N′-(2,6-diisopropylphenyl)-N-[(4-dimethylaminophenyl)methyl]urea (0.34 g).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-28e92ecf8a1a4c7bb7769bd86b6cd60f
Source dataset
uspto-grants-2006_09
Patent number
US07105567B2

Reaction notes

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