Ethanol → HCID 67494178, compound

HRID 1968935Notes

Reaction equation

HRID 1968935 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[NH:11][C:12](=[O:21])[CH:13]=[CH:14][C:15]1[CH:16]=[N:17][CH:18]=[N:19][CH:20]=1.C(O)C.[Cl-].[NH4+].C(=O)([O-])[O-].[K+].[K+]>[Fe].O>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([NH:11][C:12](=[O:21])[CH:13]=[CH:14][C:15]2[CH:20]=[N:19][CH:18]=[N:17][CH:16]=2)[CH:4]=1

Participants

7

Reactant 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 67494403HCID 67494403, compound

Product 1

HCID 67494178HCID 67494178, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

1.42 g of the product of step 4 was added to a mixture of ethanol (90 ml) and water (30 ml), and then 2.24 g of iron powder and 0.80 g of ammonium chloride were added. After addition, the solution was heated to 70° C. and reacted for 30 min. The completion of reaction was indicated by TLC. The reaction mixture was filtered. The filter cake was washed with hot ethanol repeatedly. The filtrate was concentrated under reduced pressure to give a yellow solid. Then 20 ml of potassium carbonate solution (10%) was added to the solid. The mixture was stirred, left to stand, filtered, and dried to give a solid.

Workup

  1. additionAfter addition
  2. customreacted for 30 min
  3. customThe completion of reaction
  4. filtrationThe reaction mixture was filtered
  5. washThe filter cake was washed with hot ethanol repeatedly
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customto give a yellow solid
  8. waitleft
  9. filtrationfiltered
  10. customdried
  11. customto give a solid

Sources & evidence

ORD record
ord-5215b8148164484ab2a6209e18e868ee
Source dataset
uspto-grants-2013_04
Patent number
US08426446B2

Reaction notes

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