Dimethylformamide → HCID 68511666, compound

HRID 1877079Notes

Reaction equation

HRID 1877079 reaction equation
[OH:1][CH:2]([CH2:7][NH:8][S:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19])(=[O:11])=[O:10])[C:3]([O:5][CH3:6])=[O:4].[C:21](=O)([O-])[O-].[Cs+].[Cs+].CI.CN(C)C=O>O>[OH:1][CH:2]([CH2:7][N:8]([CH3:21])[S:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19])(=[O:10])=[O:11])[C:3]([O:5][CH3:6])=[O:4]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 68513181HCID 68513181, compound

Product 1

HCID 68511666HCID 68511666, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl 2-hydroxy-3-{[(2-nitrophenyl)sulfonyl]amino}propanoate (1.1 g), cesium carbonate (1.4 g), methyl iodide (0.3 mL) and N,N-dimethylformamide (10 mL) was stirred overnight at room temperature. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (1.1 g, 100%) as an oil.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7ecd594ea44749388fca1e97b09a34bd
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Reaction notes

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