Methyl formate → N'-(4-Bromophenyl)formohydrazide

HRID 906482Notes

Reaction equation

HRID 906482 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[C:11]([O-])([O-])=[O:12].[K+].[K+].C(OC)=O>O>[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH:10][CH:11]=[O:12])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7865Methyl formateHCID 11430Potassium CarbonateHCID 121574-Bromophenylhydrazine hydrochloride

Product 1

HCID 13725233N'-(4-Bromophenyl)formohydrazideYield 109.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.0 g of 4-bromophenylhydrazine hydrochloride are dissolved in 30 ml of water. 6.2 g of K2CO3 and 36 ml of methyl formate are added and then the mixture is heated at reflux for one hour and then at ambient temperature for 12 hours. The precipitate formed is filtered off and washed with an isopropanol/petroleum ether (v/v; 50/50) mixture. 10.5 g of the expected product are obtained.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for one hour
  3. customThe precipitate formed
  4. filtrationis filtered off
  5. washwashed with an isopropanol/petroleum ether (v/v; 50/50) mixture

Sources & evidence

ORD record
ord-9d77758ecdad4910a1d9d3585b3a16e5
Source dataset
uspto-grants-2011_09
Patent number
US08012991B2

Reaction notes

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