Methyl 4-bromobenzoate → 4-Bromobenzohydrazide

HRID 2169673Notes

Reaction equation

HRID 2169673 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-1ec91c05bfa64a0798319c77d6e2e647
Source dataset
uspto-grants-2015_06
Patent number
US09048436B2

Reaction notes

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