Methanol → HCID 70392212, compound

HRID 1904882Notes

Reaction equation

HRID 1904882 reaction equation
C(C[O:4][C:5](=O)[CH:6]=[CH:7][C:8]1[O:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[CH:12]=1)#N.CO.O.[NH2:21][NH2:22]>O>[O:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[CH:12]=[C:8]1[CH:7]=[CH:6][C:5]([NH:21][NH2:22])=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 24654Hydrazine hydrate (1:1)HCID 53905017HCID 53905017, compound

Product 1

HCID 70392212HCID 70392212, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

187 g of the β-(2-benzofuryl)acrylic acid cyanomethyl ester were added to 2 liters of methanol, and to the mixture, with stirring, were added 76.8 g of hydrazine hydrate, and then the resulting mixture was refluxed by heating for 30 minutes. After the reaction, 2 liters of water were added to cool the reaction product, and the deposited crystals were filtered by a suction filter, then washed, and then recrystallized from methanol, thereby obtaining 150 g of β-(2-benzofuryl)acrylic acid hydrazide having a melting point between 173° C. and 174° C.

Workup

  1. temperaturethe resulting mixture was refluxed
  2. temperatureby heating for 30 minutes
  3. additionwere added
  4. temperatureto cool the reaction product
  5. filtrationthe deposited crystals were filtered by a suction
  6. filtrationfilter
  7. washwashed
  8. customrecrystallized from methanol

Sources & evidence

ORD record
ord-2e1521e5b6be45f9b32c4dd604d42cd9
Source dataset
uspto-grants-1989_06
Patent number
US04840869

Reaction notes

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