6-Amino-7-nitro-1,3-benzodioxane → 1,3-Benzodioxane-6,7-diamine

HRID 1583797Notes

Reaction equation

HRID 1583797 reaction equation
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:5]2[O:6][CH2:7][O:8][CH2:9][C:4]=2[CH:3]=1>CO.[Ni]>[O:6]1[C:5]2[CH:10]=[C:11]([NH2:12])[C:2]([NH2:1])=[CH:3][C:4]=2[CH2:9][O:8][CH2:7]1

Participants

4

Reactant 1

HCID 133437526-Amino-7-nitro-1,3-benzodioxane

Product 1

HCID 133437611,3-Benzodioxane-6,7-diamineYield 84.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

14.4 g of 6-amino-7-nitro-1,3-benzodioxane were hydrogenated in 1 l of methanol with Raney-nickel. After completion of the H2 -uptake, the catalyst was separated, the solvent was removed by evaporation in vacuo, and the residue was recrystallized from isopropanol. 10.3 g (84.4% of theory) of 1,3-benzodioxane-6,7-diamine of melting point 156°-158° C. were obtained.

Workup

  1. customAfter completion of the H2 -uptake, the catalyst was separated
  2. customthe solvent was removed by evaporation in vacuo
  3. customthe residue was recrystallized from isopropanol

Sources & evidence

ORD record
ord-990dad6c3218416dbd52f22edaa058cf
Source dataset
uspto-grants-1985_11
Patent number
US04554280

Reaction notes

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