HCID 67581825, compound → HCID 178458326, compound

HRID 362450Notes

Reaction equation

HRID 362450 reaction equation
[CH3:1][C:2]1[C:6](=[CH:7][NH2:8])[C:5](=[O:9])[N:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1.FC(F)(F)C(O)=O.[CH2:23]([O:26][C:27]1[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=1N)[CH2:24][CH3:25]>C(O)C>[CH3:1][C:2]1[C:6](=[CH:7][NH:8][C:28]2[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=2[O:26][CH2:23][CH2:24][CH3:25])[C:5](=[O:9])[N:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1

Participants

4

Reactant 2

HCID 67581825HCID 67581825, compoundHCID 178433860HCID 178433860, compound

Product 1

HCID 178458326HCID 178458326, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g of 3-methyl-4-aminomethylene-1-phenyl-4,5-dihydro-5-pyrazolone and 1.6 g of 2-propoxyaniline trifluoroacetate are added to ethanol and boiled under reflux for 1.5 hours. The reaction solution is concentrated. The reaction product is then separated by chromatography on silica gel using a solvent mixture consisting of methyl butyl ketone/hexane 4:1 as eluent and is recrystallized from a methyl butyl ketone/hexane mixture.

Workup

  1. temperatureunder reflux for 1.5 hours
  2. concentrationThe reaction solution is concentrated
  3. customThe reaction product is then separated by chromatography on silica gel using a solvent mixture
  4. customis recrystallized from a methyl butyl ketone/hexane mixture

Sources & evidence

ORD record
ord-ad48610471904084abe987191260c3ed
Source dataset
uspto-grants-1999_02
Patent number
US05869516

Reaction notes

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