Sodium Hydroxide → 4-Bromo-2-hydrazinylpyridine

HRID 473947Notes

Reaction equation

HRID 473947 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](F)[CH:3]=1.O.[NH2:10][NH2:11].[OH-].[Na+]>O>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:10][NH2:11])[CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 27628514-Bromo-2-fluoropyridine

Product 1

HCID 534028634-Bromo-2-hydrazinylpyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A flask was charged with a stir bar, 4-bromo-2-fluoro-pyridine (2.00 g), and hydrazine hydrate (5.5 mL). The resulting mixture was vigorously stirred at room temperature overnight. Then, 4 M aqueous NaOH solution (5 mL) and water (10 mL) were added and the mixture was vigorously stirred for another 10 min. The precipitate was separated by filtration, washed with water, and dried at 50° C. The title compound was isolated as a colorless solid.

Workup

  1. additionA flask was charged with a stir bar
  2. stirringthe mixture was vigorously stirred for another 10 min
  3. customThe precipitate was separated by filtration
  4. washwashed with water
  5. customdried at 50° C

Sources & evidence

ORD record
ord-e2ab9f7efd5946d39db73ba2e7359703
Source dataset
uspto-grants-2014_01
Patent number
US08637505B2

Reaction notes

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