Acetic Anhydride → n'-(4-Methoxyphenyl)acetohydrazide

HRID 906478

Reaction equation

HRID 906478 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[C:11](OC(=O)C)(=[O:13])[CH3:12]>CCOCC>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH:10][C:11](=[O:13])[CH3:12])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 77023(4-Methoxyphenyl)hydrazine

Product 1

HCID 236267n'-(4-Methoxyphenyl)acetohydrazide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

10 g of 4-methoxyphenylhydrazine hydrochloride are dissolved in water and then triethylamine is added until the salt has been neutralized. Extraction is carried out with AcOEt and then the extract is evaporated to dryness to produce 8 g of precipitate composed of 4-methoxyphenylhydrazine. This compound is dissolved in 30 ml of ether and then a solution of 13 ml of acetic anhydride dissolved in 30 ml of ether is added dropwise. The mixture is stirred at 0° C. for 15 minutes and then the white precipitate formed is filtered off to produce 7.4 g of the expected compound.

Workup

  1. additionis added dropwise
  2. customthe white precipitate formed
  3. filtrationis filtered off

Sources & evidence

ORD record
ord-e564ea718d3046edbac9dd5f197dc1c2
Source dataset
uspto-grants-2011_09
Patent number
US08012991B2

Linked notes

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