Acetic Acid → HCID 67895874, compound

HRID 2073232Notes

Reaction equation

HRID 2073232 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][NH2:12])=[C:7]([N+:13]([O-:15])=[O:14])[CH:6]=1)=[O:4].[C:16](O)(=[O:18])[CH3:17]>>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([C:16](=[O:18])[CH3:17])[NH2:12])=[C:7]([N+:13]([O-:15])=[O:14])[CH:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 13088284Methyl 4-hydrazinyl-3-nitrobenzoate

Product 1

HCID 67895874HCID 67895874, compoundYield 97%

Procedure

After boiling 105.6 g of 4-methoxycarbonyl-2-nitrophenylhydrazine with 1 liter of glacial acetic acid for 1 hour, the clear orange-red solution was evaporated under reduced pressure. The residue was stirred with 1500 ml of water, the crystalline precipitate was filtered by suction, washed with water and dried at 80° C. to give 123 g (97%) of 4-methoxycarbonyl-2-nitro-N-acetylphenylhydrazine, in the form of yellow powder-like crystals, m.p.: 182°-185° C., which melted at 190°-192° C. after recrystallization from aqueous ethanol.

Workup

  1. customfor 1 hour
  2. customthe clear orange-red solution was evaporated under reduced pressure
  3. filtrationthe crystalline precipitate was filtered by suction
  4. washwashed with water
  5. customdried at 80° C.

Sources & evidence

ORD record
ord-949bcb647b5e40359a189401524e6401
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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