1,3-Dinitroadamantane → 1-Amino-3-nitroadamantane

HRID 992158

Reaction equation

HRID 992158 reaction equation
[N+:1]([C:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][C:6]([N+:14]([O-])=O)([CH2:7]3)[CH2:5]1)[CH2:11]2)([O-:3])=[O:2]>[Ni].[Pd]>[NH2:14][C:6]12[CH2:7][CH:8]3[CH2:9][CH:10]([CH2:11][C:4]([N+:1]([O-:3])=[O:2])([CH2:13]3)[CH2:5]1)[CH2:12]2

Participants

4

Reactant 1

HCID 5839501,3-Dinitroadamantane

Product 1

HCID 184104831-Amino-3-nitroadamantaneYield 80%

Reagents, catalysts & solvents 2

HCID 935NickelCatalyst2×HCID 23938PalladiumCatalyst

Procedure

The reaction was effected in the same manner as Example 65 except for using Raney nickel (5 mole % of Ni relative to a substrate) instead of 5% Pd-C and that reacting for 4 hours. The conversion of 1,3-dinitroadamantane was 99%, and 1-amino-3-nitroadamantane (yield 80%) was formed.

Sources & evidence

ORD record
ord-321fca3a1c2d4b3d8076f12075741850
Source dataset
uspto-grants-2002_10
Patent number
US06468487B1

Linked notes

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