Trimethylsilyl isocyanate → 1-hydroxy-1-[1-[4-(1-phenylethoxy)phenyl]ethyl]urea

HRID 330559Notes

Reaction equation

HRID 330559 reaction equation
[C:1]1([CH:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([CH:16]([NH:18][OH:19])[CH3:17])=[CH:12][CH:11]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si]([N:24]=[C:25]=[O:26])(C)C>O1CCOCC1>[OH:19][N:18]([CH:16]([C:13]1[CH:12]=[CH:11][C:10]([O:9][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH3:8])=[CH:15][CH:14]=1)[CH3:17])[C:25]([NH2:24])=[O:26]

Participants

4

Reactant 2

HCID 70696Trimethylsilyl isocyanateHCID 10658809HCID 10658809, compound

Product 1

HCID 99263521-hydroxy-1-[1-[4-(1-phenylethoxy)phenyl]ethyl]urea

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-hydroxy-N-(1-(4-(1-phenylethoxy)phenyl)ethyl)urea was prepared using Scheme 2 by refluxing 1-(4-(1-phenylethoxy)phenyl)ethylhydroxylamine (2.22 g 8.64 mmole) for thirty minutes with trimethylsilylisocyanate (1.19 gr, 10.4 mole) in dioxane (30 ml). The reaction mixture was then washed with saturated NH4Cl solution, dried with MgSO4, and evaporated. The residue was washed with ether to give a white solid (1.3 g).

Workup

  1. washThe reaction mixture was then washed with saturated NH4Cl solution
  2. dry with materialdried with MgSO4
  3. customevaporated
  4. washThe residue was washed with ether

Sources & evidence

ORD record
ord-06ca1013781f4fc5a79a88f160a11c7a
Source dataset
uspto-grants-1990_01
Patent number
US04897422

Reaction notes

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