Hydrazine hydrate (1:1) → Hydralazine

HRID 1668549Notes

Reaction equation

HRID 1668549 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][N:3]=1.O.[NH2:13][NH2:14]>C(O)C>[CH:8]1[CH:9]=[CH:10][C:11]2[C:6](=[CH:5][N:4]=[N:3][C:2]=2[NH:13][NH2:14])[CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1607931-Chlorophthalazine

Product 1

HCID 3637Hydralazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
172.5 °C

Procedure

A solution was prepared to contain 1 part by weight 1-chlorophthalazine, 100 parts by volume of ethyl alcohol and 90 parts by volume of hydrazine hydrate. It was heated for two hours and then filtered. On cooling, 1-hydrazinophthalazine (hydralazine) precipitated from the filtrate as yellow needles, which were isolated by filtration and washed with cold ethyl alcohol. The product was precipitated from methyl alcohol. The product melted, when rapidly heated, at 172-173° C. Typical yields were 30-60%.

Workup

  1. customA solution was prepared
  2. temperatureIt was heated for two hours
  3. filtrationfiltered
  4. temperatureOn cooling
  5. custom1-hydrazinophthalazine (hydralazine) precipitated from the filtrate as yellow needles
  6. customwhich were isolated by filtration
  7. washwashed with cold ethyl alcohol
  8. customThe product was precipitated from methyl alcohol
  9. customTypical yields

Sources & evidence

ORD record
ord-a4135917e0f5459883516c586fbd5cb9
Source dataset
uspto-grants-2011_08
Patent number
US07989452B2

Reaction notes

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