Hydrochloric Acid → 6-Bromophthalazine-1,4-diol

HRID 1423378Notes

Reaction equation

HRID 1423378 reaction equation
O.[NH2:2][NH2:3].[Br:4][C:5]1[CH:6]=[C:7]2[C:12](=O)[O:11][C:9](=[O:10])[C:8]2=[CH:14][CH:15]=1.Cl>C(O)C>[Br:4][C:5]1[CH:6]=[C:7]2[C:8](=[CH:14][CH:15]=1)[C:9](=[O:10])[NH:3][NH:2][C:12]2=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 665904-Bromophthalic anhydride

Product 1

HCID 113794786-Bromophthalazine-1,4-diol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

Hydrazine monohydrate (2 ml, 33.0 mmol) was added to a suspension of 4-bromophthalic anhydride (7.5 g, 33.0 mmol) in ethanol (70 ml) and the resulting mixture was stirred at 90° C. for 24 hr. The volume of the reaction mixture was then reduced to half volume under reduced pressure and the residue was treated 0.5 N aq. HCl (20 mL). The title compound precipitated as a white solid and was collected by filtration (4.86 g, 61%); LRMS ESI+ (M+H)+ 241.

Workup

  1. customThe title compound precipitated as a white solid
  2. filtrationwas collected by filtration (4.86 g, 61%)

Sources & evidence

ORD record
ord-60a1beae29a44617909e73316619022d
Source dataset
uspto-grants-2015_01
Patent number
US08927569B2

Reaction notes

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