2,6-Diisopropylphenyl isocyanate → HCID 19769928, compound

HRID 1590211Notes

Reaction equation

HRID 1590211 reaction equation
[CH2:1]1[O:17][C:16]2[CH:15]=[CH:14][C:5]([CH2:6][CH:7]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:8][NH2:9])=[CH:4][C:3]=2[O:2]1.[CH:18]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH:27]([CH3:29])[CH3:28])[C:22]=1[N:30]=[C:31]=[O:32])([CH3:20])[CH3:19]>CCCCCC>[CH2:1]1[O:17][C:16]2[CH:15]=[CH:14][C:5]([CH2:6][CH:7]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:8][NH:9][C:31]([NH:30][C:22]3[C:21]([CH:18]([CH3:19])[CH3:20])=[CH:26][CH:25]=[CH:24][C:23]=3[CH:27]([CH3:29])[CH3:28])=[O:32])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 19769914HCID 19769914, compound

Product 1

HCID 19769928HCID 19769928, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To 1.01 g (4.33 mmol) of 2-(3,4-methylenedioxybenzyl)hexylamine, was added 9.2 ml of a hexane solution (0.47 mmol/l) of 2,6-diisopropylphenyl isocyanate and stirred for 3 hours. The reaction solution was concentrated and then purified by silica gel column chromatography (developed with hexane/ethyl acetate=2/1) to obtain 1.13 g of 1-(2-(3,4-methylenedioxybenzyl)hexyl)-3-(2,6-diisopropylphenyl)urea as amorphous solid (yield: 60%).

Workup

  1. concentrationThe reaction solution was concentrated
  2. custompurified by silica gel column chromatography (developed with hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-accee86936714d97990924ffc28f5359
Source dataset
uspto-grants-1993_04
Patent number
US05202351

Reaction notes

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