Sodium Methoxide → HCID 66818053, compound

HRID 1755007Notes

Reaction equation

HRID 1755007 reaction equation
C[O-].[Na+].[Br:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8]([N:12]([C:17]([CH3:24])([CH3:23])[C:18](OCC)=[O:19])[S:13](=[O:16])(=[O:15])[NH2:14])=[CH:7][C:6]=1[CH3:25]>CO.C(OCC)(=O)C>[Br:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8]([N:12]2[S:13](=[O:16])(=[O:15])[NH:14][C:18](=[O:19])[C:17]2([CH3:24])[CH3:23])=[CH:7][C:6]=1[CH3:25]

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 66816876HCID 66816876, compound

Product 1

HCID 66818053HCID 66818053, compoundYield 90.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A 2 M solution of sodium methoxide in methanol (4 ml, 8 mmol) was added to a solution of ethyl 2-[N-(4-bromo-3,5-dimethyl-phenyl)-N-sulfamoyl-amino]-2-methyl-propanoate (100 mg, 0.254 mmol) in methanol (12 ml), and the mixture was irradiated with microwaves at 65° C. for 10 minutes. The reaction mixture was diluted with ethyl acetate, and the organic layer was sequentially washed with water and saturated brine and concentrated under reduced pressure to give 5-(4-bromo-3,5-dimethyl-phenyl)-4,4-dimethyl-1,1-dioxo-1λ6-[1,2,5]thiadiazolidin-3-one (80 mg, 90%).

Workup

  1. customthe mixture was irradiated with microwaves at 65° C. for 10 minutes
  2. washthe organic layer was sequentially washed with water and saturated brine
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-49b6d324f9c54e96800a061f572961cf
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

Loading…