2,6-Diisopropylphenyl isocyanate → HCID 21957919, compound

HRID 2213660Notes

Reaction equation

HRID 2213660 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[CH:24]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([CH:33]([CH3:35])[CH3:34])[C:28]=1[N:36]=[C:37]=[O:38])([CH3:26])[CH3:25]>C1(C)C=CC=CC=1>[CH:24]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([CH:33]([CH3:34])[CH3:35])[C:28]=1[NH:36][C:37](=[O:38])[N:10]([C:7]1[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=1)[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]([F:21])([F:22])[F:23])=[CH:14][CH:13]=1)([CH3:25])[CH3:26]

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 21957886HCID 21957886, compound

Product 1

HCID 21957919HCID 21957919, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of (4-isopropylphenyl){(4-(2,2,2-trifluoroethoxy)phenyl)methyl}amine (1.12 g) in toluene (15 mL) was added 2,6-diisopropylphenyl isocyanate (1.1 mL), and the mixture was stirred at overnight room temperature. The reaction mixture was washed with saturated brine, dried over magnesium sulfate, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography. The obtained crystals were subjected to recrystallization from diisopropyl ether to give N′-(2,6-diisopropylphenyl)-N-(4-isopropylphenyl)-N-{(4-(2,2,2-trifluoroethoxy)phenyl)methyl}urea (0.54 g). melting point: 138° C.

Workup

  1. washThe reaction mixture was washed with saturated brine
  2. dry with materialdried over magnesium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography
  5. customThe obtained crystals were subjected to recrystallization from diisopropyl ether

Sources & evidence

ORD record
ord-4bb8762ebde7486191615beaadc4f5e7
Source dataset
uspto-grants-2006_09
Patent number
US07105567B2

Reaction notes

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