HCID 21525330, compound → HCID 21525339, compound

HRID 1658694Notes

Reaction equation

HRID 1658694 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:15][C:14](=[O:16])[N:13]([CH3:17])[CH2:12][N:11]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>O1CCOCC1.[Pt]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[O:15][C:14](=[O:16])[N:13]([CH3:17])[CH2:12][N:11]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 21525330HCID 21525330, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21525339HCID 21525339, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 312751,4-DioxaneSolvent

Procedure

3 g of 6-(4-nitro-phenyl)-3-methyl-3,4-dihydro-2H-1,3,5-oxadiazin-2-one in 60 ml of dioxan are hydrogenated with 0.3 g of platinum/charcoal (5%) as catalyst until the uptake of hydrogen has ceased. The hydrogenation is carried out at room temperature and under normal pressure. The catalyst is then filtered off, the solvent evaporated off in vacuo and the residue is recrystallised from ethyl acetate to yield 6-(4-amino-phenyl)-3-methyl,3,4-dihydro-2H-1,3,5-oxadiazin-2-one which melts at 173°-174°C with decomposition (compound 83).

Workup

  1. customis carried out at room temperature and under normal pressure
  2. filtrationThe catalyst is then filtered off
  3. customthe solvent evaporated off in vacuo
  4. customthe residue is recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-58bee74baa234bc285962687957fd3d5
Source dataset
uspto-grants-1976_06
Patent number
US03966721

Reaction notes

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