Hydrazine hydrate (1:1) → (4-Methoxybenzyl)hydrazine dihydrochloride

HRID 47609Notes

Reaction equation

HRID 47609 reaction equation
O.[NH2:2][NH2:3].[CH3:4][O:5][C:6]1[CH:13]=[CH:12][C:9]([CH2:10][Cl:11])=[CH:8][CH:7]=1>C(O)C>[ClH:11].[ClH:11].[CH3:4][O:5][C:6]1[CH:13]=[CH:12][C:9]([CH2:10][NH:2][NH2:3])=[CH:8][CH:7]=1

Participants

4

Conditions

Temperature
90 °C

Procedure

A solution containing 7.9 ml of hydrazine hydrate in 80 ml of ethanol was treated with 3.7 ml of 4-methoxybenzylchloride and heated at 90° C. for 2.0 h. The solvent was reduced by evaporation under reduced pressure and then the resulting residue was dissolved in 30 ml of ethanol. The solution was acidified with 30 ml of 5N HCl at 0° C. and a white precipitate separated. The white solid was filtered off and dried to give 2.75 g of (4-methoxybenzyl)hydrazine dihydrochloride (PMBNHNH2.2HCl), which was used without further purification.

Workup

  1. customThe solvent was reduced by evaporation under reduced pressure
  2. dissolutionthe resulting residue was dissolved in 30 ml of ethanol
  3. customwas acidified with 30 ml of 5N HCl at 0° C.
  4. customa white precipitate separated
  5. filtrationThe white solid was filtered off
  6. customdried

Sources & evidence

ORD record
ord-c0174233bac7440cb7a9038c7b984fd8
Source dataset
uspto-grants-2004_03
Patent number
US06699887B2

Reaction notes

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