2,6-Diisopropylphenyl isocyanate → HCID 21659714, compound

HRID 893810Notes

Reaction equation

HRID 893810 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:12][NH2:13].[CH:19]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH:28]([CH3:30])[CH3:29])[C:23]=1[N:31]=[C:32]=[O:33])([CH3:21])[CH3:20]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:12][NH:13][C:32]([NH:31][C:23]1[C:22]([CH:19]([CH3:20])[CH3:21])=[CH:27][CH:26]=[CH:25][C:24]=1[CH:28]([CH3:30])[CH3:29])=[O:33]

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 19891421HCID 19891421, compound

Product 1

HCID 21659714HCID 21659714, compoundYield 43.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 0.65 g (2.6 mmol) of (+)-2-(2,3-dimethoxyphenyl)-heptylamine was added dropwise a 5.2 ml of 0.502M toluene solution of 2,6-diisopropylphenyl isocyanate at room temperature and the whole was stirred overnight. The reaction mixture was concentrated and the resulting residue was crystallized from methanol. The crystals were collected by filtration and washed with n-hexane to give 0.512 g (43.5% yield) of (+)-1-(2-(2,3-dimethoxyphenyl)heptyl)-3-(2,6-diisopropylpheyl)urea.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe resulting residue was crystallized from methanol
  3. filtrationThe crystals were collected by filtration
  4. washwashed with n-hexane

Sources & evidence

ORD record
ord-143363747a2b4ef58adb46a26f414dff
Source dataset
uspto-grants-1992_06
Patent number
US05126483

Reaction notes

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