Hydrazine → O-[(2-Chlorothiophen-3-yl)methyl]hydroxylamine

HRID 1388638Notes

Reaction equation

HRID 1388638 reaction equation
[Cl:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[CH2:7][O:8][N:9]1C(=O)C2=CC=CC=C2C1=O.NN>C(O)C>[Cl:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[CH2:7][O:8][NH2:9]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 13269168HCID 13269168, compound

Product 1

HCID 13269169O-[(2-Chlorothiophen-3-yl)methyl]hydroxylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

44 gms (0.15 mol) of N-(2-chlorothien-3-yl)methoxyphthalimide was mixed with 5.8 gms (0.17 mol) of 95% hydrazine in 600 mls of ethanol and refluxed for 2 hours. After cooling to room temperature, the solution was filtered, and the filtrate was concentrated under reduced pressure. The residue was treated with methylene chloride, filtered, and concentrated again under reduced pressure, affording O-[(2-chlorothien-3-yl)methyl]hydroxylamine.

Workup

  1. temperaturerefluxed for 2 hours
  2. filtrationthe solution was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. additionThe residue was treated with methylene chloride
  5. filtrationfiltered
  6. concentrationconcentrated again under reduced pressure

Sources & evidence

ORD record
ord-bdf0588311e141eba73c5f6a2b30104b
Source dataset
uspto-grants-1984_02
Patent number
US04432786

Reaction notes

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