Ammonium Chloride → HCID 19901602, compound

HRID 2372693Notes

Reaction equation

HRID 2372693 reaction equation
[Cl-].[NH4+].O1CCOCC1.[N+:9]([C:12]1[CH:17]=[CH:16][C:15]([NH:18][NH:19][CH:20]=[O:21])=[C:14]([OH:22])[CH:13]=1)([O-])=O>[Fe].O>[NH2:9][C:12]1[CH:17]=[CH:16][C:15]([NH:18][NH:19][CH:20]=[O:21])=[C:14]([OH:22])[CH:13]=1

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 312751,4-DioxaneHCID 19901604HCID 19901604, compound

Product 1

HCID 19901602HCID 19901602, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

A mixture of 120 g of iron powder, 5 g of ammonium chloride, 2 liters of dioxane, and 800 ml of water was heated on a steam bath with stirring and after adding thereto 61 g of 2-(4-nitro-2-hydroxyphenyl)-1-formylhydrazine with stirring, the resultant mixture was refluxed for 40 minutes. Then, insoluble matters were distilled off the filtrate was concentrated under reduced pressure, and water was added to the residue. Crystals thus formed were collected by filtration and washed with acetonitrile to provide 40 g of the desired compound with a yield of 79%.

Workup

  1. temperaturewas heated on a steam bath
  2. additionafter adding
  3. distillationThen, insoluble matters were distilled off the filtrate
  4. concentrationwas concentrated under reduced pressure, and water
  5. additionwas added to the residue
  6. customCrystals thus formed
  7. filtrationwere collected by filtration
  8. washwashed with acetonitrile

Sources & evidence

ORD record
ord-0e40c4fd4cd243d38ae42e01316b63cc
Source dataset
uspto-grants-1992_03
Patent number
US05100761

Reaction notes

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