Methanol → HCID 20025753, compound

HRID 648484Notes

Reaction equation

HRID 648484 reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[C:4]1=[O:17])[CH3:2].S1C=CC=C1.CO.[H][H]>C(O)C.[Pd]>[NH2:14][C:11]1[CH:10]=[CH:9][C:8]([N:5]2[CH2:6][CH2:7][N:3]([CH2:1][CH3:2])[C:4]2=[O:17])=[CH:13][CH:12]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 8030ThiopheneHCID 13732359HCID 13732359, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20025753HCID 20025753, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 12 parts of 1-ethyl-3-(4-nitrophenyl)-2-imidazolidinone, 1 part of a solution of thiophene in ethanol 4% and 200 parts of methanol was hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was crystallized from 2,2'-oxybispropane. The product was filtered off and dried, yielding 9.6 parts (93%) of 1-(4-aminophenyl)-3-ethyl-2-imidazolidinone (18).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was crystallized from 2,2'-oxybispropane
  4. filtrationThe product was filtered off
  5. customdried

Sources & evidence

ORD record
ord-07a4f495b2884995ad0efb3cf2f540d7
Source dataset
uspto-grants-1988_04
Patent number
US04735942

Reaction notes

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