Lawesson's reagent → HCID 11537080, compound

HRID 419763Notes

Reaction equation

HRID 419763 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:28])=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[S:28])[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 5176555N-(2-bromophenyl)-4-methoxybenzamide

Product 1

HCID 11537080HCID 11537080, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of EXAMPLE 1A (15 g) in toluene (55 mL) was added Lawesson's reagent (11.49 g) and the mixture heated at reflux for 4 hours. The mixture was cooled and concentrated and the residue was dissolved in ethyl acetate and washed with 1N hydrochloric acid and brine. The organic layers were concentrated and the crude material was triturated with ethyl acetate and filtered to afford title compound.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 4 hours
  3. temperatureThe mixture was cooled
  4. concentrationconcentrated
  5. dissolutionthe residue was dissolved in ethyl acetate
  6. washwashed with 1N hydrochloric acid and brine
  7. concentrationThe organic layers were concentrated
  8. customthe crude material was triturated with ethyl acetate
  9. filtrationfiltered

Sources & evidence

ORD record
ord-8c1779c079c74f6489760ce1d6948178
Source dataset
uspto-grants-2012_01
Patent number
US08093396B2

Reaction notes

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