Dimethylformamide → HCID 21293034, compound

HRID 622374Notes

Reaction equation

HRID 622374 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[SH:12][CH:13]([CH:18]([CH3:20])[CH3:19])[C:14]([O:16][CH3:17])=[O:15].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[Cl:8][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([N+:9]([O-:11])=[O:10])[C:2]=1[S:12][CH:13]([CH:18]([CH3:20])[CH3:19])[C:14]([O:16][CH3:17])=[O:15]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 185552,3-DichloronitrobenzeneHCID 12425082HCID 12425082, compound

Product 1

HCID 21293034HCID 21293034, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,3-dichloronitrobenzene (3.84 g), methyl 2-mercapto-3-methybutyrate (2.96 g), potassium carbonate (2.37 g), and N,N-dimethylformamide (40 ml) was stirred at room temperature for 5 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), from which the solvent was evaporated off, to give quantitatively methyl 2-(2-chloro-6-nitrophenylthio)-3-methylbutyrate as an oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. customfrom which the solvent was evaporated off

Sources & evidence

ORD record
ord-bad6f383c54d4639aede48cac279a198
Source dataset
uspto-grants-1988_09
Patent number
US04771050

Reaction notes

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