Phosphorus sulfide (P2S5) → HCID 53724720, compound

HRID 1656327Notes

Reaction equation

HRID 1656327 reaction equation
[C:1]([NH:9][C@H:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:11]([CH3:13])[CH3:12])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:20]>N1C=CC=CC=1>[C:1]([NH:9][C@H:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:11]([CH3:13])[CH3:12])(=[S:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 7035705HCID 7035705, compound

Product 1

HCID 53724720HCID 53724720, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Heat at reflux for 6 hours a solution of 0.025 mol (6.3 g) of ethyl N-benzoylvalinate obtained in Step B and 5.6 g of phosphorus pentasulphide in 120 ml of pyridine, and evaporate to dryness. Take up the residue in water and ethyl acetate. Wash the organic phase with a 2N hydrochloric acid solution, dry, filter and evaporate to dryness. The ethyl N-thiobenzoylvalinate obtained is purified by chromatography on a column of silica (eluant:ethyl acetate/hexane:25/75).

Workup

  1. temperatureHeat
  2. customevaporate to dryness
  3. washWash the organic phase with a 2N hydrochloric acid solution
  4. customdry
  5. filtrationfilter
  6. customevaporate to dryness

Sources & evidence

ORD record
ord-5b175cc9141948d8ae36cdd8f60881e8
Source dataset
uspto-grants-1993_10
Patent number
US05254548

Reaction notes

Loading…