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

HRID 254248

Reaction equation

HRID 254248 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-cabaad21c61a4c72b741a6c4de69f450
Source dataset
uspto-grants-2011_01
Patent number
US07875615B2

Linked notes

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