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

HRID 559146Notes

Reaction equation

HRID 559146 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 containing 2.4 g of sodium acetate, and the mixture is heated at 80° C. for 18 hours. The mineral is filter-dried, then evaporation is performed and the product is taken up with a minimum of Et2O. The product is filter-dried so as to obtain 7.97 g of the expected compound.

Workup

  1. customThe mineral is filter-dried
  2. customevaporation
  3. customThe product is filter-dried so as

Sources & evidence

ORD record
ord-1f731bbbc03144588c982423ac5c4264
Source dataset
uspto-grants-2011_11
Patent number
US08063061B2

Reaction notes

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