Sodium Bicarbonate → HCID 59235224, compound

HRID 1919776Notes

Reaction equation

HRID 1919776 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[CH:12]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([O:21]C)[CH:16]=3)[N:11]([CH3:23])[C:10]2=[O:24])[CH:5]=[CH:6][C:7]=1[Cl:8].C(=O)(O)[O-].[Na+]>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[CH:12]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=3)[N:11]([CH3:23])[C:10]2=[O:24])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 59235276HCID 59235276, compound

Product 1

HCID 59235224HCID 59235224, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10.5 mL of boron trifluoride/dimethyl sulphide complex are added dropwise, at ambient temperature, to 3.7 g of a solution of 3-(3,4-dichlorophenyl)-5-(3-methoxyphenyl)-1-methylimidazolidine-2,4-dione in 60 mL of dichloromethane in a flask equipped with a magnetic stirrer and a nitrogen intake. After 2 hours at ambient temperature, the mixture is poured over a saturated aqueous sodium bicarbonate solution and subjected to extraction with ethyl acetate. The mixture is dried over magnesium sulphate and concentrated. The residue is crystallised in isopropyl ether (white solid; m=3 g; Yd=84%).

Workup

  1. customequipped with a magnetic stirrer
  2. extractionsubjected to extraction with ethyl acetate
  3. dry with materialThe mixture is dried over magnesium sulphate
  4. concentrationconcentrated
  5. customThe residue is crystallised in isopropyl ether (white solid; m=3 g; Yd=84%)

Sources & evidence

ORD record
ord-421de4b65c59421c97c2512051538533
Source dataset
uspto-grants-2012_05
Patent number
US08168667B2

Reaction notes

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