Lawesson's reagent → HCID 88152155, compound

HRID 324477Notes

Reaction equation

HRID 324477 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17](=O)[NH:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:24]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:34])=CC=1>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17](=[S:34])[NH:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:24]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 70111251HCID 70111251, compound

Product 1

HCID 88152155HCID 88152155, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The product from step (iv) (1.35 g) and Lawesson's reagent (1.85 g) were heated at reflux in dioxane (50 ml) under nitrogen for 16 h. The reaction mixture was partitioned between ethyl acetate and brine. The organic phase was collected, dried (MgSO4), and evaporated under reduced pressure to leave a brown solid. The solid was triturated with ethyl acetate and filtered to leave a yellow solid.

Workup

  1. customThe reaction mixture was partitioned between ethyl acetate and brine
  2. customThe organic phase was collected
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customto leave a brown solid
  6. customThe solid was triturated with ethyl acetate
  7. filtrationfiltered
  8. customto leave a yellow solid

Sources & evidence

ORD record
ord-fe19581fe0c44287ac91ab3ce617c338
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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