2,6-Diisopropylphenyl isocyanate → HCID 19769913, compound

HRID 1590218Notes

Reaction equation

HRID 1590218 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:11][NH2:12])=[CH:4][C:3]=2[O:2]1.[CH:17]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH:26]([CH3:28])[CH3:27])[C:21]=1[N:29]=[C:30]=[O:31])([CH3:19])[CH3:18]>CCCCCC>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:11][NH:12][C:30]([NH:29][C:21]3[C:20]([CH:17]([CH3:18])[CH3:19])=[CH:25][CH:24]=[CH:23][C:22]=3[CH:26]([CH3:28])[CH3:27])=[O:31])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 19769907HCID 19769907, compound

Product 1

HCID 19769913HCID 19769913, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To 4.8 g (21.7 mmol) of (+)-2-(3,4-methylenedioxyphenyl)hexylamine ([α]D21 =+2.64°, c=0.957, in ethanol), was added 46 ml of a hexane solution (0.472 M) of 2,6-diisopropylphenyl isocyanate, and the mixture was stirred for one hour at room temperature. The precipitated crystals were collected by filtration and recrystallized from ethanol to obtain 2.89 g of (+)- 1-(2-(3,4-methylenedioxyphenyl)hexyl)-3-(2,6-diisopropylphenyl)urea (Yield: 31%).

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a0f6e5a9cf604123a5bb05db0381b82c
Source dataset
uspto-grants-1993_04
Patent number
US05202351

Reaction notes

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