Nitric Acid → 4-nitro-5-(2-chloro-4-trifluoromethylphenoxy)benzo-2,1,3-oxadiazole N-oxide

HRID 463611Notes

Reaction equation

HRID 463611 reaction equation
[Cl:1][C:2]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[CH:14]=[CH:13][C:8]2=[N+:9]([O-:12])[O:10][N:11]=[C:7]2[CH:6]=1.[N+:23]([O-])([OH:25])=[O:24]>S(=O)(=O)(O)O>[N+:23]([C:6]1[C:7]2[C:8](=[N+:9]([O-:12])[O:10][N:11]=2)[CH:13]=[CH:14][C:5]=1[O:4][C:3]1[CH:15]=[CH:16][C:17]([C:19]([F:22])([F:20])[F:21])=[CH:18][C:2]=1[Cl:1])([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 135343365-(2-chloro-4-trifluoromethylphenoxy)benzo-2,1,3-oxadiazole N-oxide

Product 1

HCID 542481884-nitro-5-(2-chloro-4-trifluoromethylphenoxy)benzo-2,1,3-oxadiazole N-oxide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

5-(2-Chloro-4-trifluoromethylphenoxy)benzo-2,1,3-oxadiazole N-oxide (1.5 g, 4.5 mmol) is dissolved in 25 ml of ice-cold conc. sulfuric acid. To this is added dropwise 0.32 g (5.0 mmol) of nitric acid dissolved in 5 ml of conc. sulfuric acid. The mixture is allowed to stand for 30 minutes at 0°, and is then poured onto 100 g of ice. The solid is collected to give 4-nitro-5-(2-chloro-4-trifluoromethylphenoxy)benzo-2,1,3-oxadiazole N-oxide.

Workup

  1. customThe solid is collected

Sources & evidence

ORD record
ord-029694349385477d9eeda4d10068bc61
Source dataset
uspto-grants-1985_10
Patent number
US04544400

Reaction notes

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