2-[(Naphthalen-1-yl)oxy]-5-nitropyridine → HCID 13472356, compound

HRID 1247906Notes

Reaction equation

HRID 1247906 reaction equation
[C:1]1([O:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][N:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[H][H]>C1(C)C=CC=CC=1>[C:1]1([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][N:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 134724102-[(Naphthalen-1-yl)oxy]-5-nitropyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 13472356HCID 13472356, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 13.11 g. (0.049 mol.) of 2-(1-naphthoxy)-5-nitropyridine in 250 ml. of toluene was added 1.31 g. of 5% paladium in carbon. The resulting mixture was placed in a 500 ml. Rocking Parr pressure vessel under 100 psig of hydrogen at r.t. for 3 hours. The mixture was filtered through celite and the filtrate was concentrated to give 11.5 g. (0.048 mol., 99.4%) of a yellow solid; mp. 82.2°-83.7°

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated
  3. customto give 11.5 g

Sources & evidence

ORD record
ord-19843f67375a45bdb7cb7725c9d95256
Source dataset
uspto-grants-1985_06
Patent number
US04521426

Reaction notes

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