Methyl 4-bromobenzoate → 4-Bromobenzohydrazide

HRID 1464872Notes

Reaction equation

HRID 1464872 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. A solid obtained washed with water and collected by suction filtration; thus, 2.0 g of a white solid of objective 4-bromobenzohydrazide was obtained (yield: 67%).

Workup

  1. temperaturethe mixture was heated
  2. stirringstirred at 78° C. for 5 hours
  3. customA solid obtained
  4. washwashed with water
  5. filtrationcollected by suction filtration

Sources & evidence

ORD record
ord-1ce7fc86c9c448c3ba29e6f7e685bb55
Source dataset
uspto-grants-2015_04
Patent number
US08999520B2

Reaction notes

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