Acetic Acid → Methyl 4-(2-acetylhydrazino)benzoate

HRID 906480Notes

Reaction equation

HRID 906480 reaction equation
[NH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1)[NH2:2].[CH3:13][C:14](O)=[O:15]>C([O-])(=O)C.[Na+]>[C:14]([NH:2][NH:1][C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:11][CH:12]=1)(=[O:15])[CH3:13]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 408928Methyl 4-hydrazinylbenzoate

Product 1

HCID 12765612Methyl 4-(2-acetylhydrazino)benzoateYield 115.7%

Reagents, catalysts & solvents 1

HCID 517045Sodium AcetateSolvent

Conditions

Temperature
80 °C

Procedure

5.5 g of methyl 4-hydrazinobenzoate are dissolved in 38.2 ml of AcOH comprising 2.4 g of sodium acetate and the mixture is heated at 80° C. for 18 hours. The inorganic material is filtered off, the filtrate is then evaporated and the residue is taken up in the minimum amount of Et2O. The mixture is filtered to produce 7.97 g of the expected compound.

Workup

  1. filtrationThe inorganic material is filtered off
  2. customthe filtrate is then evaporated
  3. filtrationThe mixture is filtered

Sources & evidence

ORD record
ord-f1fd4c857cc84ce7be033e5896f792ca
Source dataset
uspto-grants-2011_09
Patent number
US08012991B2

Reaction notes

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