2,6-Diisopropylphenyl isocyanate → HCID 19781979, compound

HRID 257798Notes

Reaction equation

HRID 257798 reaction equation
[CH:1]1([C:7]2([CH2:15][NH2:16])[O:12][CH2:11][C:10]([CH3:14])([CH3:13])[CH2:9][O:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:17][CH:18]([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]>CCCCCC.C(OC(=O)C)C>[CH3:19][CH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH:26]([CH3:27])[CH3:28])[C:21]=1[NH:29][C:30]([NH:16][CH2:15][C:7]1([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[O:12][CH2:11][C:10]([CH3:13])([CH3:14])[CH2:9][O:8]1)=[O:31])[CH3:17]

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 19781985HCID 19781985, compound

Product 1

HCID 19781979HCID 19781979, compoundYield 8.9%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

To a stirred solution of (2-cyclohexyl-5,5-dimethyl-1,3-dioxan-2-yl)methylamine (2.27 g 0.100 mole) in 40 ml of n-hexane/ethylacetate (5:1) is added dropwise at room temperature 2,6-bis(1-methylethyl)phenylisocyanate (1.94 g 0.105 mole). The reaction mixture is stirred at room temperature for two hours. Precipitated solid is filtered, washed with n-pentane/ether (1:1) and dried, yielding 3.85 g of N-[2,6-bis(1-methylethyl)phenyl]-N'-(2-cyclohexyl-5,5-dimethyl-1,3-dioxan-2-yl)methylurea.

Workup

  1. customPrecipitated solid
  2. filtrationis filtered
  3. washwashed with n-pentane/ether (1:1)
  4. customdried

Sources & evidence

ORD record
ord-ec10f6ace76e4d8590373b7c16c0513a
Source dataset
uspto-grants-1993_11
Patent number
US05264441

Reaction notes

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