Lawesson's reagent → HCID 22154603, compound

HRID 1110933Notes

Reaction equation

HRID 1110933 reaction equation
[Cl:1][C:2]1[C:7]2[C:8](=[O:14])[O:9][CH2:10][C:11](=O)[NH:12][C:6]=2[CH:5]=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>C(COC)OC>[Cl:1][C:2]1[C:7]2[C:8](=[O:14])[O:9][CH2:10][C:11](=[S:24])[NH:12][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 22154606HCID 22154606, compound

Product 1

HCID 22154603HCID 22154603, compoundYield 162.5%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

6-Chloro-4,1-benzoxazepin-2,5-dione (10.6 g, 50 mmole) in dimethoxyethane (250 ml) was treated with Lawesson's reagent (12.1 g, 30 mmole) and the mixture stirred at room temperature for 24 hours. The solution was filtered and evaporated. The residue in ethyl acetate was washed with sodium bicarbonate solution and dried (Na2SO4). The solution was diluted with hexane and filtered through silica. The filtrate was evaporated to give the product (11.1 g, 97%), m.p. 177°-180° C.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated
  3. washThe residue in ethyl acetate was washed with sodium bicarbonate solution
  4. dry with materialdried (Na2SO4)
  5. additionThe solution was diluted with hexane
  6. filtrationfiltered through silica
  7. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-511b648f08104471ac4e5ee8da72debf
Source dataset
uspto-grants-1990_12
Patent number
US04977258

Reaction notes

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