Water → HCID 9956750, compound

HRID 1884399Notes

Reaction equation

HRID 1884399 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14][CH2:15][CH:16]([CH2:20][N:21]3[C:25](=[O:26])[C:24]([CH3:28])([CH3:27])[N:23]([CH3:29])[C:22]3=[O:30])[C:17]([OH:19])=[O:18])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH:31]OS([O-])=O.[K+].[OH2:37]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([S:14]([CH2:15][CH:16]([CH2:20][N:21]3[C:25](=[O:26])[C:24]([CH3:28])([CH3:27])[N:23]([CH3:29])[C:22]3=[O:30])[C:17]([OH:19])=[O:18])(=[O:31])=[O:37])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 23505494HCID 23505494, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 9956750HCID 9956750, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 3-[(4′-chloro[1,1′-biphenyl]-4-yl)sulfanyl]-2-[(3,4,4-trimethyl-2,5-dioxo-1-imidazolidinyl)methyl]propanoic acid (4.6 g) in 30 ml of DMF was added dropwise to a stirred solution of Oxone® (13.5 g) in 75 mL of DMF and 20 mL of water at 45° C. After stirring for 2 h, the solvent was removed and the residue was partitioned between ethyl acetate and brine. The residue was columned on a small pad of silica gel eluting with chloroform to furnish 3.9 g of the title compound as a white foam.

Workup

  1. customat 45° C
  2. customthe solvent was removed
  3. customthe residue was partitioned between ethyl acetate and brine

Sources & evidence

ORD record
ord-b81e9997dee346e48c880d19210e0e3f
Source dataset
uspto-grants-2004_07
Patent number
US06765003B1

Reaction notes

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