2,6-Diisopropylphenyl isocyanate → HCID 22272636, compound

HRID 1064819Notes

Reaction equation

HRID 1064819 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][OH:12])[CH2:6][CH2:5]1.[CH:13]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]([CH3:24])[CH3:23])[C:17]=1[N:25]=[C:26]=[O:27])([CH3:15])[CH3:14]>C(Cl)(Cl)Cl>[OH:12][CH2:11][CH2:10][N:7]1[CH2:8][CH2:9][N:4]([CH2:3][CH2:2][NH:1][C:26]([NH:25][C:17]2[C:16]([CH:13]([CH3:14])[CH3:15])=[CH:21][CH:20]=[CH:19][C:18]=2[CH:22]([CH3:24])[CH3:23])=[O:27])[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 47424572-[4-(2-aminoethyl)piperazin-1-yl]ethanol

Product 1

HCID 22272636HCID 22272636, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Into a solution of 4-(aminoethyl)piperazine-1-ethanol in chloroform (20 ml) was dropped a solution of 2,6-diisopropylphenyl isocyanate (2.03 g, 10 mmol) in chloroform (20 ml) followed by stirring for 5 minutes. The reaction solution was concentrated in vacuo and the residue was purified by a silica gel column chromatography (100 g of silica gel; developing solvents, chloroform→chloroform:ammonia-saturated methanol =20:1) to provide 2.03 g (yield 54%) of N-[2-[4-(2-hydroxyethyl)piperazin-1-yl]ethyl]-N′-(2,6-di-isopropylphenyl)urea.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo
  2. customthe residue was purified by a silica gel column chromatography (100 g of silica gel; developing solvents, chloroform→chloroform:ammonia-saturated methanol =20:1)

Sources & evidence

ORD record
ord-6daa887a2705442c832dce4e37249d57
Source dataset
uspto-grants-2005_11
Patent number
US06969711B2

Reaction notes

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