Sodium Hydroxide → 1-(3-Amino-4',6'-dichlorophenyl)-pyrrolidin-2-one

HRID 1074858Notes

Reaction equation

HRID 1074858 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:10][C:11](=[O:16])[CH2:12][CH2:13][CH2:14]Cl)[C:5]([Cl:9])=[CH:6][C:7]=1[Cl:8].[OH-].[Na+]>O1CCCC1>[NH2:1][C:2]1[CH:3]=[C:4]([N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:16])[C:5]([Cl:9])=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13062307N-(3-Amino-4,6-dichlorophenyl)-gamma-chlorobutyramide

Product 1

HCID 130623081-(3-Amino-4',6'-dichlorophenyl)-pyrrolidin-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

13.5 g (0.05 mol) of N-(3-amino-4,6-dichlorophenyl)-γ-chlorobutyramide, 200 ml of tetrahydrofurane and 100 ml of 1 N NaOH solution are stirred for 5 hours at 50° C. After the mixture has been allowed to cool, it is extracted three times with 300 ml of ethyl acetate and the extracts are washed with water, dried with magnesium sulphate and concentrated. The resulting product is recrystallised from toluene/ethyl acetate. Yield: 8.5 g; melting point 168°-170° C.

Workup

  1. temperatureto cool
  2. extractionit is extracted three times with 300 ml of ethyl acetate
  3. washthe extracts are washed with water
  4. dry with materialdried with magnesium sulphate
  5. concentrationconcentrated
  6. customThe resulting product is recrystallised from toluene/ethyl acetate

Sources & evidence

ORD record
ord-4b0196f73fca4349a1b6f5d5bc29c5ca
Source dataset
uspto-grants-1983_07
Patent number
US04394156

Reaction notes

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