3-(2-Naphthyloxy)-4-nitropyridine-N-oxide → HCID 15068898, compound

HRID 2106734Notes

Reaction equation

HRID 2106734 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][C:12]1[CH:13]=[N+:14]([O-])[CH:15]=[CH:16][C:17]=1[N+:18]([O-])=O>C(O)C>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][C:17]=1[NH2:18]

Participants

3

Reactant 1

HCID 150688883-(2-Naphthyloxy)-4-nitropyridine-N-oxide

Product 1

HCID 15068898HCID 15068898, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 3-(2-naphthyloxy)-4-nitropyridine-N-oxide (8.5 g) in 250 ml ethanol containing 0.5 g platinum oxide was hydrogenated for 20 hours at 60 psi and thereafter filtered through Celite. The filtrate liquid was concentrated to 8.3 g oil. This oil was purified by flash chromatography (silica, ethyl acetate) to give a solid (7 g). This solid was recrystallized from anhydrous ether to give crystals, 4.6 g, mp 117°-118° C.

Workup

  1. filtrationfiltered through Celite
  2. concentrationThe filtrate liquid was concentrated to 8.3 g oil
  3. customThis oil was purified by flash chromatography (silica, ethyl acetate)

Sources & evidence

ORD record
ord-dec48a5a7f524e569a577f4cce6e2a11
Source dataset
uspto-grants-1990_06
Patent number
US04931457

Reaction notes

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