Nitric Acid → HCID 19696238, compound

HRID 863487Notes

Reaction equation

HRID 863487 reaction equation
[N:1]([CH:4]1[CH2:13][C:12]2[C:11]([NH:14][C:15](=[O:17])[CH3:16])=[CH:10][CH:9]=[C:8]([Br:18])[C:7]=2[CH2:6][CH2:5]1)=[N+:2]=[N-:3].[N+:19]([O-])([OH:21])=[O:20]>>[N:1]([CH:4]1[CH2:13][C:12]2[C:11]([NH:14][C:15](=[O:17])[CH3:16])=[C:10]([N+:19]([O-:21])=[O:20])[CH:9]=[C:8]([Br:18])[C:7]=2[CH2:6][CH2:5]1)=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 19696170HCID 19696170, compound

Product 1

HCID 19696238HCID 19696238, compoundYield 81%

Procedure

A solution of N-(7-azido-4-bromo-5,6,7,8-tetrahydronaphthalen-1-yl)-acetamide (1.5 g) was cooled in an ice bath and treated with fuming nitric acid (2 mL). After stirring for 2 h the solvent was removed by rotoevaporation and water was added to the residue to give a solid. The product was collected by filtration and dried (1.1 g, 81% yield).

Workup

  1. customwas removed by rotoevaporation and water
  2. additionwas added to the residue
  3. customto give a solid
  4. filtrationThe product was collected by filtration
  5. customdried (1.1 g, 81% yield)

Sources & evidence

ORD record
ord-15dc57f6a2f64debbab70c0e5a8f53cd
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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