1,3-Dinitroadamantane → Adamantane-1,3-diamine

HRID 992157

Reaction equation

HRID 992157 reaction equation
[H][H].[N+:3]([C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([N+:16]([O-])=O)([CH2:9]3)[CH2:7]1)[CH2:13]2)([O-])=O>>[NH2:3][C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([NH2:16])([CH2:9]3)[CH2:7]1)[CH2:13]2

Participants

3

Reactant 2

HCID 5839501,3-DinitroadamantaneHCID 178418361HCID 178418361, compound

Product 1

HCID 213512Adamantane-1,3-diamineYield 95%

Procedure

To an autoclave, 10 mmole of 1,3-dinitroadamantane obtained by the method of Example 16, 5% Pd-C (10 mole % of Pd relative to a substrate), 1 ml of dilute hydrochloric acid and 10 ml of methanol were charged. The mixture was stirred for 2 hours at 80° C. in an atmosphere of hydrogen at 30 atm. As a result, the conversion of 1,3-dinitroadamantane was 99%, and 1,3-diaminoadamantane (yield 95%) was formed.

Workup

  1. additionwere charged

Sources & evidence

ORD record
ord-259adce233294778a3db16244fbbbe09
Source dataset
uspto-grants-2002_10
Patent number
US06468487B1

Linked notes

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