Hydrazine hydrate (1:1) → 6-Bromophthalazin-1(2h)-one

HRID 1803493Notes

Reaction equation

HRID 1803493 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][CH:5]2O.O.[NH2:14]N>>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][N:14]=[CH:5]2

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 116155375-Bromo-3-hydroxyisoindolin-1-one

Product 1

HCID 115359186-Bromophthalazin-1(2h)-oneYield 46.6%

Conditions

Temperature
95 °C

Procedure

A mixture of 5-bromo-3-hydroxy-2,3-dihydro-isoindol-1-one (15.75 g, 69.06 mmol) and hydrazine hydrate (70 mL, 1439.2 mmol) was heated at 95° C. for 5 h. The precipitate was filtered, washed with water and the crude material triturated with hot EtOAc to afford the product (7.25 g, 46.6%) as a yellow solid.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with water
  3. customthe crude material triturated with hot EtOAc

Sources & evidence

ORD record
ord-2d329eb79fba4854a938f5478fa8d6a9
Source dataset
uspto-grants-2013_01
Patent number
US08349836B2

Reaction notes

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