Hydrazine → 5-Bromo-2-hydrazinopyridine

HRID 2252323Notes

Reaction equation

HRID 2252323 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[NH2:9][NH2:10]>N1C=CC=CC=1>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:9][NH2:10])=[N:3][CH:4]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 693532,5-Dibromopyridine

Product 1

HCID 115356995-Bromo-2-hydrazinopyridine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 2,5-Dibromo-pyridine (13 g, 55.1 mmol) and hydrazine (13 mL, 414 mmol) in pyridine (13 mL) was heated at 85° C. for 48 hours. The reaction was cooled and concentrated in vacuo. The residue was triturated in 1N NaOH (20 mL) and toluene (20 mL). The solid was filtered, washed with water, and dried to give the above named compound (6.43 g, 62%).

Workup

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated in vacuo
  3. customThe residue was triturated in 1N NaOH (20 mL)
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. customdried
  7. customto give the

Sources & evidence

ORD record
ord-4cfd04689e4846cc989f58485ae2138a
Source dataset
uspto-grants-2008_01
Patent number
US07321040B2

Reaction notes

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