Potassium Nitrate → HCID 90242331, compound

HRID 1051905Notes

Reaction equation

HRID 1051905 reaction equation
[Br:1][C:2]1[NH:6][C:5]2[CH:7]=[C:8]([Br:12])[C:9]([Br:11])=[CH:10][C:4]=2[N:3]=1.[N+:13]([O-])([O-:15])=[O:14].[K+]>OS(O)(=O)=O>[Br:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([Br:11])[C:8]([Br:12])=[C:7]([N+:13]([O-:15])=[O:14])[C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 76845870HCID 76845870, compound

Product 1

HCID 90242331HCID 90242331, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

2,5,6-tribromo-1H-1,3-benzodiazole (Method 1) (1.4 mmol, 500 mg) was dissolved in concentrated H2SO4 (4 ml). Then KNO3 (1.7 mmol, 171 mg) was added in one portion at 0° C. The resulting mixture was stirred at 0° C. for 3 h and at RT overnight. The mixture was poured onto ice. The product was filtered and washed with water to afford compound 2,5,6-tribromo-4-nitro-1H-1,3-benzodiazole (487 mg). 1H NMR (600 MHz, DMSO) δ 14.33 (s, 1H), 8.22 (s, 1H).; m/z 399.7; rt 3.0 min.

Workup

  1. additionThe mixture was poured onto ice
  2. filtrationThe product was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-5101305fa2de472e8f73a4359aa3ab08
Source dataset
uspto-grants-2016_07
Patent number
US09388192B2

Reaction notes

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