Potassium Carbonate → N-{4-[(Methylsulfanyl)methoxy]-2-nitrophenyl}acetamide

HRID 1679459Notes

Reaction equation

HRID 1679459 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH3:21][S:22][CH2:23]Cl>CC(C)=O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:21][S:22][CH3:23])=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 16916Chloromethyl methyl sulfideHCID 4024832N-(4-hydroxy-2-nitrophenyl)acetamide

Product 1

HCID 20362815N-{4-[(Methylsulfanyl)methoxy]-2-nitrophenyl}acetamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6 G. of 1-acetamido-4-hydroxy-2-nitrobenzene is added to 200 ml. acetone containing 25 g. potassium carbonate and 6 ml. chloromethyl methyl sulfide. The mixture is heated at reflux for four hours and is filtered. The acetone is evaporated leaving 1-acetamido-4-methylthiomethoxy-2-nitrobenzene as a gum. This is purified by column chromatography.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for four hours
  3. filtrationis filtered
  4. customThe acetone is evaporated

Sources & evidence

ORD record
ord-d4d382be6ea248d8ad2657b1ce922505
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

Loading…