Lawesson's reagent → HCID 10426545, compound

HRID 2247825Notes

Reaction equation

HRID 2247825 reaction equation
[CH2:1]([N:3]([CH2:20][CH3:21])[C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]2=O)(=[O:12])=[O:11])=[CH:6][CH:5]=1)[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>COCCOC>[CH2:1]([N:3]([CH2:20][CH3:21])[C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]2=[S:31])(=[O:12])=[O:11])=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 11722937HCID 11722937, compound

Product 1

HCID 10426545HCID 10426545, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A suspension comprising 5.5 g of 1-[4-(diethylamino)benzenesulphonyl]-2-piperidinone and 3.74 g of Lawesson reagent in 80 cm3 of ethylene glycol dimethyl ether is heated to reflux for 1 hour. The mixture is allowed to return to room temperature and is then evaporated to dryness. The residue is chromatographed on silica (eluant: ethyl acetate/n-hexane, 1:1) and 4 g of product (m.p. 135°-140° C.) are obtained, which product is purified by 3 successive crystallizations in ethanol. 2 g of expected pure product are obtained.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 1 hour
  3. customto return to room temperature
  4. customis then evaporated to dryness
  5. customThe residue is chromatographed on silica (eluant: ethyl acetate/n-hexane, 1:1) and 4 g of product (m.p. 135°-140° C.)
  6. customare obtained
  7. customwhich product is purified by 3 successive crystallizations in ethanol
  8. custom2 g of expected pure product are obtained

Sources & evidence

ORD record
ord-0eaf4edbd35f43c9a198e1337b004529
Source dataset
uspto-grants-1991_08
Patent number
US05037822

Reaction notes

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