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

HRID 1706608Notes

Reaction equation

HRID 1706608 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-187e0d247aaf49a0a69237a69ad470dd
Source dataset
uspto-grants-1980_06
Patent number
US04208202

Reaction notes

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