Nitric Acid → HCID 19696268, compound

HRID 863524Notes

Reaction equation

HRID 863524 reaction equation
Cl.[N:2]1([CH:7]2[CH2:22][C:11]3[C:12]4[NH:13][C:14](=[O:21])[C:15](=[O:20])[NH:16][C:17]=4[CH:18]=[CH:19][C:10]=3[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3]1.[N+:23]([O-])([OH:25])=[O:24]>FC(F)(F)C(O)=O>[N+:23]([C:19]1[C:10]2[CH2:9][CH2:8][CH:7]([N:2]3[CH2:6][CH2:5][CH2:4][CH2:3]3)[CH2:22][C:11]=2[C:12]2[NH:13][C:14](=[O:21])[C:15](=[O:20])[NH:16][C:17]=2[CH:18]=1)([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 19696164HCID 19696164, compound

Product 1

HCID 19696268HCID 19696268, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of 9-pyrrolidin-1-yl-1,4,7,8,9,10-hexahydrobenzo[f]quinoxaline-2,3-dione hydrochloride (35 mg) in trifluoroacetic acid (2 mL) was cooled in an ice bath and treated with 0.5 mL fuming nitric acid. After 2 h at room temperature, the solvent was evaporated and the residue suspended in acetone:water, and the resulting solid collected by filtration (35 mg). Calc'd for C16H18N4O4.HCl: C, 52.39; H, 5.22; H, 15.27; found: C, 42.95; H, 4.69; N, 16.28. MS M+1 (331).

Workup

  1. temperaturewas cooled in an ice bath
  2. customthe solvent was evaporated
  3. filtrationwater, and the resulting solid collected by filtration (35 mg)

Sources & evidence

ORD record
ord-d961940c8fb148bdaa5d2f6cd1fcedf2
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

Loading…