Lawesson's reagent → HCID 86746735, compound

HRID 1590588Notes

Reaction equation

HRID 1590588 reaction equation
[CH3:1][C:2]([Si:5]([CH3:29])([CH3:28])[O:6][CH:7]1[CH2:11][CH2:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:17][CH:16]=2)(=[O:14])=[O:13])[C:8]1=O)([CH3:4])[CH3:3].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]([Si:5]([CH3:29])([CH3:28])[O:6][CH:7]1[CH2:11][CH2:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:17][CH:16]=2)(=[O:14])=[O:13])[C:8]1=[S:39])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 86746736HCID 86746736, compound

Product 1

HCID 86746735HCID 86746735, compoundYield 133.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2.7 g of the product obtained in Stage A above with 1.55 g of Lawesson reagent in 25 cm3 of toluene is taken to reflux for 3 hours 15 minutes. After cooling, the solvent is eliminated and the residue is chromatographed on silica (eluant: ethyl acetate - n-hexane (3-7)). 2.32 g of the desired product is obtained. M.p.=152.5-153° C. after dissolution in ethyl acetate and precipitation with hexane.

Workup

  1. temperatureto reflux for 3 hours 15 minutes
  2. temperatureAfter cooling
  3. customthe residue is chromatographed on silica (eluant: ethyl acetate - n-hexane (3-7))

Sources & evidence

ORD record
ord-c7ad06fc9bef473c9b9b4d3e79185f6d
Source dataset
uspto-grants-1993_04
Patent number
US05204341

Reaction notes

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