Phosphorus sulfide (P2S5) → HCID 13248013, compound

HRID 1580980Notes

Reaction equation

HRID 1580980 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:28]=[CH:29][C:30]=1[O:31][CH3:32])[CH2:6][C:7]1([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:11]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)[CH2:10][NH:9][C:8]1=O.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:34]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:28]=[CH:29][C:30]=1[O:31][CH3:32])[CH2:6][C:7]1([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:11]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)[CH2:10][NH:9][C:8]1=[S:34]

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 13248012HCID 13248012, compound

Product 1

HCID 13248013HCID 13248013, compoundYield 130.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 6 g of ethyl 3-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxyphenyl)-2-oxo-3-pyrrolidinecarboxylate, 4 g of diphosphorus pentasulfide and 120 ml of anhydrous benzene is refluxed with stirring for one hour. While it is hot, the insoluble matter is filtered off, and the filtrate is concentrated under reduced pressure. The residue is washed with water and recrystallized from ethanol to give 5.4 g of ethyl 3-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxyphenyl)-2-thioxo-3-pyrrolidinecarboxylate as white crystalline powder, melting at 166°-169°C.

Workup

  1. temperatureis refluxed
  2. filtrationthe insoluble matter is filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. washThe residue is washed with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1c48eef9ffc74425852d465bea0bf8f0
Source dataset
uspto-grants-1976_01
Patent number
US03935217

Reaction notes

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