Water → HCID 178434304, compound

HRID 1159007Notes

Reaction equation

HRID 1159007 reaction equation
O[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11](=O)[CH3:12].O.[NH2:15][NH2:16]>C(OCC)(=O)C>[CH3:12][C:11]1[C:3]2[C:2](=[CH:7][CH:6]=[C:5]([N+:8]([O-:10])=[O:9])[CH:4]=2)[NH:16][N:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 9321HydrazineHCID 2480792'-Hydroxy-5'-nitroacetophenone

Product 1

HCID 178434304HCID 178434304, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
150 °C

Procedure

A solution of 1-(2-hydroxy-5-nitrophenyl)ethanone (0.54 g, 3 mmol) in anhydrous hydrazine (2 ml) was radiated with microwaves while being stirred at 150° C. for 5 min. Water (0.5 ml) was added at 0° C. to terminate the reaction. The reaction solution was diluted with ethyl acetate (10 ml) and washed with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated using vacuum evaporation. Recrystallization of the residue in dichloromethane produced the title compound (Yield 80%).

Workup

  1. customto terminate
  2. customthe reaction
  3. washwashed with water
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customvacuum evaporation
  7. customRecrystallization of the residue in dichloromethane

Sources & evidence

ORD record
ord-2c233c45c9444cffbdda6f9d8767f799
Source dataset
uspto-grants-2010_10
Patent number
US07812045B2

Reaction notes

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