Methyl 4-bromobenzoate → 4-Bromobenzohydrazide

HRID 1942975Notes

Reaction equation

HRID 1942975 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-5531113d736e4bed8d35827926f48594
Source dataset
uspto-grants-2013_03
Patent number
US08389735B2

Reaction notes

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