Methyl 4-bromobenzoate → 4-Bromobenzohydrazide

HRID 2360738Notes

Reaction equation

HRID 2360738 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([Br:10])=[CH:6][CH:5]=1.O.[NH2:13][NH2:14]>C(O)C>[Br:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([NH:13][NH2:14])=[O:2])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 12081Methyl 4-bromobenzoateHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 222194-BromobenzohydrazideYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

First, 3.0 g (13.9 mmol) of methyl-4-bromobenzoate was put in a 100-mL three-neck flask, 10 mL of ethanol was added therein, and the mixture was stirred. Thereafter, 4.0 mL of hydrazine monohydrate was added therein, and the mixture was heated and stirred at 78° C. for 5 hours. The obtained solid was washed with water and collected by suction filtration; thus, 2.0 g of a white solid of 4-bromobenzohydrazide that was an object was obtained (yield: 67%).

Workup

  1. temperaturethe mixture was heated
  2. stirringstirred at 78° C. for 5 hours
  3. washThe obtained solid was washed with water
  4. filtrationcollected by suction filtration
  5. customwas obtained (yield: 67%)

Sources & evidence

ORD record
ord-eb4d51c9e1814ad6a92b85293f5556cf
Source dataset
uspto-grants-2014_04
Patent number
US08686159B2

Reaction notes

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