Phosphorus sulfide (P2S5) → HCID 12056675, compound

HRID 2220502Notes

Reaction equation

HRID 2220502 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:15])[C:10](=O)[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:17].ClCCl.C(OCC)C>C1C=CC=CC=1>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:15])[C:10](=[S:17])[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14817Phosphorus sulfide (P2S5)HCID 12056676HCID 12056676, compoundHCID 21881112Ethyl ether methylene chloride

Product 1

HCID 12056675HCID 12056675, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In a 250 ml two-necked flask, N-(6-chloro-3-pyridylmethyl)-N-methyl-2-methylpropanamide (6.80 g, 30.0 mmol) is dissolved in 120 ml of benzene, 1.47 g (3.3 mmol) of phosphorus pentasulfide are added and the mixture is heated at reflux for 1.5 hours. After this period of time, the mixture is cooled to room temperature and filtered, and the filtrate is concentrated under reduced pressure using a rotary evaporator. To increase the yield on the same day, the product should be subjected to silica gel column chromatography using the mobile phase dichloromethane/diethyl ether 10/3; Rf=0.8.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 1.5 hours
  3. waitAfter this period of time
  4. filtrationfiltered
  5. concentrationthe filtrate is concentrated under reduced pressure
  6. customa rotary evaporator
  7. temperatureTo increase the
  8. customyield on the same day

Sources & evidence

ORD record
ord-04995b41523c4bd6a259cf785d2c2158
Source dataset
uspto-grants-2008_08
Patent number
US07417150B2

Reaction notes

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