Sodium Hydroxide → HCID 59335079, compound

HRID 1517976Notes

Reaction equation

HRID 1517976 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([N:12]([CH2:28][C:29]([O:31]C)=[O:30])[C:13]2[CH:14]=[CH:15][C:16]3[N:17]([CH2:26][CH3:27])[C:18]4[C:23]([C:24]=3[CH:25]=2)=[CH:22][CH:21]=[CH:20][CH:19]=4)(=[O:11])=[O:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[OH-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([N:12]([CH2:28][C:29]([OH:31])=[O:30])[C:13]2[CH:14]=[CH:15][C:16]3[N:17]([CH2:26][CH3:27])[C:18]4[C:23]([C:24]=3[CH:25]=2)=[CH:22][CH:21]=[CH:20][CH:19]=4)(=[O:10])=[O:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59335008HCID 59335008, compound

Product 1

HCID 59335079HCID 59335079, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

512 mg methyl [(3,5-dichloro-phenylsulphonyl)-(9-ethyl-9H-carbazol-3-yl)-amino]-acetate are dissolved in 5 ml of tetrahydrofuran. 3 ml 1 N sodium hydroxide solution are added and the mixture is stirred for 3 hours at ambient temperature. It is diluted with ice water and the precipitated solid is suction filtered. The solid is taken up in 15 ml dichloromethane and the organic phase is dried on magnesium sulphate. The solvent is eliminated in vacuo and the residue is chromatographed on silica gel with dichloromethane/methanol (10:0 to 9:1).

Workup

  1. filtrationfiltered
  2. customthe organic phase is dried on magnesium sulphate
  3. customthe residue is chromatographed on silica gel with dichloromethane/methanol (10:0 to 9:1)

Sources & evidence

ORD record
ord-06853e350c574c5294ee5efa47240d22
Source dataset
uspto-grants-2012_07
Patent number
US08232312B2

Reaction notes

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