Nitric Acid → 2,9-Dimethyl-5-nitro-1,10-phenanthroline

HRID 516427

Reaction equation

[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1[CH:19]=[CH:18][C:17]2[C:8](=[C:9]3[C:14](=[CH:15][CH:16]=2)[CH:13]=[CH:12][C:11]([CH3:20])=[N:10]3)[N:7]=1.[OH-].[Na+]>S(=O)(=O)(O)O>[N+:1]([C:15]1[CH:16]=[C:17]2[C:8]([N:7]=[C:6]([CH3:5])[CH:19]=[CH:18]2)=[C:9]2[C:14]=1[CH:13]=[CH:12][C:11]([CH3:20])=[N:10]2)([O-:4])=[O:2]

Participants

Conditions

Temperature: 115 °C

Procedure

An acid mixture composed of 5 mL nitric acid (GR (Guaranteed Reagent) grade undiluted solution from Wako Pure Chemical Industries Ltd.) and 10 mL sulfuric acid (GR grade undiluted solution from Wako Pure Chemical Industries Ltd.) was added to 0.5 g of 2,9-dimethyl-1,10-phenanthroline (Wako Pure Chemical Industries Ltd.) and the mixture was heated to 115° C. for 1 hour. To the resulting solution, 100 g of ice was added and the pH of the chilled solution was adjusted to 8.0 by the addition of sodium hydroxide. The resulting precipitate was separated by filtration and dried at 110° C. to give 5-nitro-2,9-dimethyl-1,10-phenanthroline as shown by the formula (B) in FIG. 1.

Workup

customThe resulting precipitate was separated by filtration
customdried at 110° C.

Sources & evidence

ORD record: ord-cdb836dd83414e2eb566429fd29e8fc5
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09110047B2

Linked notes

Loading…