HCID 12833268, compound → 1-(3'-Amino-4',6'-dimethylphenyl)azetidin-2-one

HRID 848032Notes

Reaction equation

HRID 848032 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:12]2[CH2:15][CH2:14][C:13]2=[O:16])[C:7]([CH3:11])=[CH:8][C:9]=1[CH3:10])([O-])=O>CO.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([N:12]2[CH2:15][CH2:14][C:13]2=[O:16])[C:7]([CH3:11])=[CH:8][C:9]=1[CH3:10]

Participants

4

Reactant 1

HCID 12833268HCID 12833268, compound2×

Product 1

HCID 128332701-(3'-Amino-4',6'-dimethylphenyl)azetidin-2-oneYield 90.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

21.2 g (0.0965 mol) of the 1-(3'-nitro-4',6'-dimethylphenyl)-azetidin-2-one obtained according to (a) are hydrogenated in 210 ml of methanol with 2 g of Raney nickel at 30°-35° under normal pressure. The reaction solution is filtered and evaporated. Recrystallisation of the crude product from methanol gives 16.6 g (90%) of crystals having a melting point of 123°-124°.

Workup

  1. filtrationThe reaction solution is filtered
  2. customevaporated
  3. customRecrystallisation of the crude product from methanol

Sources & evidence

ORD record
ord-36d1446ec5f04e90a3d30f9b3a624361
Source dataset
uspto-grants-1981_10
Patent number
US04294606

Reaction notes

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