Hydrazine hydrate (1:1) → HCID 178434209, compound

HRID 2367304Notes

Reaction equation

HRID 2367304 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH3:9])=[C:4](F)[CH:3]=1.O.[NH2:13][NH2:14]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([C:8]([CH3:9])=[N:13][NH:14]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 219385811-(4-Bromo-2-fluorophenyl)ethan-1-one

Product 1

HCID 178434209HCID 178434209, compoundYield 93.6%

Conditions

Temperature
120 °C

Procedure

A suspension of 1-(4-bromo-2-fluorophenyl)ethanone (8.33 g, 38.4 mmol) in 15 mL of hydrazine monohydrate (309 mmol, 8 equiv) was heated to 120° C. under a reflux condenser for 23 hours. The resulting suspension (after cooling to room temperature) was filtered. The white solids were washed with water (2×15 mL), sucked under house vacuum at room temperature for 24 hours, and then dried under vacuum at room temperature over P2O5 for 24 hours to afford the title compound (7.59 g) as a yellow solid. LC-MS (ES) m/z=211, 213 [M+H]+.

Workup

  1. temperatureThe resulting suspension (after cooling to room temperature)
  2. filtrationwas filtered
  3. washThe white solids were washed with water (2×15 mL)
  4. dry with materialdried under vacuum at room temperature over P2O5 for 24 hours

Sources & evidence

ORD record
ord-860bffac4d7c44fe8ac6c0a62a398aac
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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