Sodium Carbonate → 1-(4-Methoxyphenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

HRID 723338Notes

Reaction equation

HRID 723338 reaction equation
CO[CH:3](OC)[CH2:4][N:5]([C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)=[O:7].C(=O)([O-])[O-].[Na+].[Na+]>FC(F)(F)C(O)=O>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([N:8]2[CH:3]=[CH:4][N:5]([C:17]3[CH:18]=[CH:19][C:20]([O:23][C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)=[CH:21][CH:22]=3)[C:6]2=[O:7])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 218734301-(2,2-Dimethoxyethyl)-3-(4-methoxyphenyl)-1-(4-phenoxyphenyl)urea

Product 1

HCID 218733801-(4-Methoxyphenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1-(2,2-dimethoxyethyl)-3-(4-methoxyphenyl)-1-(4-phenoxy-phenyl)urea (6.8 g) in trifluoroacetic acid (20 ml) was left to stand for 16 hours and then neutralized with saturated sodium carbonate solution. The mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and concentrated. The product with the molecular weight of 358.40 (C22H18N2O3); MS (ESI): 359 ([M+H]+), was obtained in this way.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customMS (ESI): 359 ([M+H]+), was obtained in this way

Sources & evidence

ORD record
ord-0be2ba54fec04348afce3afc9744eaef
Source dataset
uspto-grants-2006_11
Patent number
US07141561B2

Reaction notes

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