2-Hydrazinobenzoxazole → 1-(2-Pyridyl)-1-propanone-1-(1,3-benzoxazol-2-yl)hydrazone

HRID 2216937

Reaction equation

HRID 2216937 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)(=O)[CH2:2][CH3:3].[NH:11]([C:13]1[O:14][C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[N:17]=1)[NH2:12]>CO.C(O)(=O)C>[O:14]1[C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[N:17]=[C:13]1[NH:11][N:12]=[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 3038622-HydrazinobenzoxazoleHCID 5205742-Propionylpyridine

Product 1

HCID 732404241-(2-Pyridyl)-1-propanone-1-(1,3-benzoxazol-2-yl)hydrazone

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-propionyl pyridine (0.60 g, 4.42 mmol) and 2-hydrazinobenzoxazole (0.60 g 4.02 mmol) in 25 ml of methanol is refluxed for 24 hours after the addition of 6 drops of glacial acetic acid. The reaction mixture is stored over night in the refrigerator at approximately 5° C. The precipitate is filtered and recrystallized from diisopropyl ether. Yield: 0.68 g (64% of theory).

Workup

  1. temperatureis refluxed for 24 hours
  2. waitThe reaction mixture is stored over night in the refrigerator at approximately 5° C
  3. filtrationThe precipitate is filtered
  4. customrecrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-2548633c9b7741ef89d9c9eb2a6db08e
Source dataset
uspto-grants-2006_09
Patent number
US07112680B2

Linked notes

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