Nitric Acid → 5-Chloro-4-nitro-2,1,3-benzoselenadiazole

HRID 2353284Notes

Reaction equation

HRID 2353284 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][Se:7][N:8]=[C:4]2[CH:3]=1.[N+:11]([O-])([OH:13])=[O:12]>OS(O)(=O)=O.O>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][Se:7][N:8]=[C:4]2[C:3]=1[N+:11]([O-:13])=[O:12]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 4135755-Chloro-2,1,3-benzoselenadiazole

Product 1

HCID 43662215-Chloro-4-nitro-2,1,3-benzoselenadiazole

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 5-chloro-2,1,3-benzoselenadiazole from Step A (800 mg, 1.80 mmol) in conc. H2SO4 (12 mL) was cooled to 0° C. and 90% HNO3 (0.8 mL) was added. After 30 min the reaction was cooled to 0° C. and diluted with H2O (10 mL). The solid was filtered off and washed with cold H2O to yield the title compound. MS: m/z=263 (M+1).

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with cold H2O

Sources & evidence

ORD record
ord-597ff823433b4667a73b3ad4cbceabb8
Source dataset
uspto-grants-2010_07
Patent number
US07750010B2

Reaction notes

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