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

HRID 616105Notes

Reaction equation

HRID 616105 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].[CH3:15][S:16][CH2:17]Cl.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:15][S:16][CH3:17])=[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

3.92 G. of 1 -acetamido-4-hydroxy-2-nitrobenzene, 5.8 g. of chloromethyl methyl sulfide and 8.4 g. anhydrous potassium carbonate are refluxed overnight in acetone with stirring, evaporated to dryness, and water added and the product extracted with dichloromethane to give 1-acetamido4-methylthiomethoxy-2-nitrobenzene as an orange gum.

Workup

  1. customevaporated to dryness, and water
  2. additionadded
  3. extractionthe product extracted with dichloromethane

Sources & evidence

ORD record
ord-590f8d9c1bee4950b6b3cfd764bf2672
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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