Hydrazine hydrate (1:1) → HCID 178518884, compound

HRID 422540Notes

Reaction equation

HRID 422540 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]([OH:11])=[N: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 178518884HCID 178518884, compoundYield 95.4%

Procedure

A mixture of 5-bromo-3-hydroxyisoindolin-1-one (16, 17.0 g, 75 mmol), and hydrazine, monohydrate (60 mL, 1193 mmol) was stirred at room temperature for 15 h, after which a white solid precipitated out (M+1=225, 227). The mixture was diluted with 100 mL H2O, neutralized with conc. HCl to a PH of about 7. The precipitate was filtrated and washed with 100 mL H2O. The solid was collected, azeotropically dried with toluene (3×50 mL) and further dried in a vacuum oven at 45° C. for 15 h, to yield 6-bromophthalazin-1-ol 17 (16.1 g). Found MS (ES+): 225, 227 (M+H)+.

Workup

  1. customafter which a white solid precipitated out (M+1=225, 227)
  2. additionThe mixture was diluted with 100 mL H2O
  3. filtrationThe precipitate was filtrated
  4. washwashed with 100 mL H2O
  5. customThe solid was collected
  6. dry with materialazeotropically dried with toluene (3×50 mL)
  7. customfurther dried in a vacuum oven at 45° C. for 15 h

Sources & evidence

ORD record
ord-a017898196dc48e88a230e2478545716
Source dataset
uspto-grants-2012_01
Patent number
US08101612B2

Reaction notes

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