Methyl 4-bromobenzoate → 4-Bromobenzohydrazide

HRID 2075608Notes

Reaction equation

HRID 2075608 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-necked 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 five hours. The obtained solid was washed with water and collected by suction filtration; thus, 2.0 g of a white solid of 4-bromobenzohydrazide as a target matter was obtained (yield: 67%).

Workup

  1. temperaturethe mixture was heated
  2. stirringstirred at 78° C. for five hours
  3. washThe obtained solid was washed with water
  4. filtrationcollected by suction filtration

Sources & evidence

ORD record
ord-0abd2b98de0142cab8a16fe8e25dff50
Source dataset
uspto-grants-2011_04
Patent number
US07919773B2

Reaction notes

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