p-Toluenesulfonic acid → HCID 86719367, compound

HRID 1844499Notes

Reaction equation

HRID 1844499 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:11][NH2:12].[CH:13]1[CH:18]=[C:17]([CH:19]([CH:22]=O)[CH:20]=O)[N:16]=[CH:15][CH:14]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]1[CH:22]=[C:19]([C:17]2[CH:18]=[CH:13][CH:14]=[CH:15][N:16]=2)[CH:20]=[N:12]1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 27372452-(2-Pyridyl)malondialdehydeHCID 38091702-fluoro-4-nitrophenylhydrazine

Product 1

HCID 86719367HCID 86719367, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-fluoro-4-nitrophenylhydrazine (700 mg) and 2-(2-pyridyl)malondialdehyde (610 mg) was dissolved in ethanol (30 mL). Then, p-toluenesulfonic acid (70 mg) was added into the mixture to serve as a catalyst. The reaction mixture was heated to reflux for 2 h. After completion of the reaction, the resultant mixture was cooled down to room temperature and filtered to obtain 993 mg brown solid, with a yield of 85.4%.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 2 h
  3. customAfter completion of the reaction
  4. filtrationfiltered

Sources & evidence

ORD record
ord-14966b18d9254c64a4e8ffeee4fb116c
Source dataset
uspto-grants-2015_02
Patent number
US08946436B2

Reaction notes

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