Ethanol → HCID 86664945, compound

HRID 1968929Notes

Reaction equation

HRID 1968929 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:20]=[CH:19][CH:18]=[CH:17][N:16]=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]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:4]=1

Participants

7

Reactant 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 67494338HCID 67494338, compound

Product 1

HCID 86664945HCID 86664945, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

8.6 g of the product of step 2 was added to 200 ml ethanol:water (v/v=3/1), then 13.6 g of iron powder and 5.0 g of ammonium chloride were added. After addition, the reaction mixture was heated to 70° C., and reacted for 30 min. The completion of reaction was indicated by TLC. Then the reaction mixture was filtered, washed with hot ethanol repeatedly, and concentrated under reduced pressure to give a yellow solid. 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. filtrationThen the reaction mixture was filtered
  5. washwashed with hot ethanol repeatedly
  6. concentrationconcentrated 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-682a942a5ed0444193b4554de5532e60
Source dataset
uspto-grants-2013_04
Patent number
US08426446B2

Reaction notes

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