Hydrazine hydrate (1:1) → 5-Bromopyridine-2-carbohydrazide

HRID 1992542Notes

Reaction equation

HRID 1992542 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][N:6]=1)=O.O.[NH2:13][NH2:14]>CO>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([NH:13][NH2:14])=[O:2])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 7016458Methyl 5-bromopyridine-2-carboxylate2×

Product 1

HCID 234679385-Bromopyridine-2-carbohydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Bromo-pyridine-2-carboxylic acid methyl ester (J. Org. Chem., 2001, 66(2), 605-608, compound 4) (18.10 g, 83 mmol) and hydrazine monohydrate (12.5 mL, 250 mmol) were dissolved in methanol (400 mL) and the reaction mixture heated to reflux for 48 hours. The reaction mixture was then filtered and the precipitate collected dried in vacuo to yield the title product, 15.40 g.

Workup

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux for 48 hours
  3. filtrationThe reaction mixture was then filtered
  4. customthe precipitate collected
  5. customdried in vacuo

Sources & evidence

ORD record
ord-a45ebd46ebba47be8ba1f295fda4ead6
Source dataset
uspto-grants-2010_01
Patent number
US07649003B2

Reaction notes

Loading…