HCID 13386035, compound → HCID 135847670, compound

HRID 2290741Notes

Reaction equation

HRID 2290741 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]([CH3:22])[NH:17][C:18](=[O:21])[NH:19][N:20]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)(=O)C.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:16]([CH3:22])[NH:17][C:18](=[O:21])[NH:19][N:20]=2)=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 13386035HCID 13386035, compound

Product 1

HCID 135847670HCID 135847670, compoundYield 40.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

6-(4-Benzyloxyphenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (1.5 g) obtained by the procedure of Examples 3-(1) to 3-(5) was dissolved in acetic acid (36 ml) and the hydrogenolysis reaction was carried out with 5% palladium on carbon (1.6 g) at atmospheric pressure and room temperature. After the theoretical amount of hydrogen gas had been absorbed, the catalyst was filtered off and the filtrate was concentrated to dryness under reduced pressure. To the residue was added water and the solid which formed was collected and recrystallized from 90% ethanol to give 6-(4-hydroxyphenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (0.42 g).

Workup

  1. customthe hydrogenolysis reaction
  2. customAfter the theoretical amount of hydrogen gas had been absorbed
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was concentrated to dryness under reduced pressure
  5. additionTo the residue was added water
  6. customthe solid which formed
  7. customwas collected
  8. customrecrystallized from 90% ethanol

Sources & evidence

ORD record
ord-058f07f912184ab5939dad98328a400c
Source dataset
uspto-grants-1986_10
Patent number
US04618610

Reaction notes

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