Acetic Acid → Hydrazinecarboxylic acid, (2-methyl-1-phenylpropylidene)-, methyl ester

HRID 2290761Notes

Reaction equation

HRID 2290761 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=O)[CH:2]([CH3:4])[CH3:3].C(O)(=O)C.[C:16]([O:20][CH3:21])(=[O:19])[NH:17][NH2:18]>CO>[CH3:21][O:20][C:16](=[O:19])[NH:17][N:18]=[C:1]([CH:2]([CH3:4])[CH3:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 69144IsobutyrophenoneHCID 80519Methyl carbazate

Product 1

HCID 5000637Hydrazinecarboxylic acid, (2-methyl-1-phenylpropylidene)-, methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 44.46 g (0.3 moles) of isobutyrophenone in 200 ml of methanol 3 ml of acetic acid and 27 g of methyl carbazate are added. The reaction mixture is boiled in a flask equipped with a reflux condenser, then clarified and evaporated in vacuo to half of its original volume. The residue is cooled and the separated tallow-like product is filtered off. Yield: 64.2 g (97.3%) M.p.: 78°-80° C. The product can be recrystallized from petrol.

Workup

  1. customThe reaction mixture is boiled in a flask
  2. customequipped with a reflux condenser
  3. customevaporated in vacuo to half of its original volume
  4. temperatureThe residue is cooled
  5. filtrationthe separated tallow-like product is filtered off
  6. customThe product can be recrystallized from petrol

Sources & evidence

ORD record
ord-aad3dbcccbf845ee92f9d36e0355f456
Source dataset
uspto-grants-1986_10
Patent number
US04618623

Reaction notes

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