Potassium Nitrate → HCID 69068364, compound

HRID 1867527Notes

Reaction equation

HRID 1867527 reaction equation
[N:1]1[O:5][N:4]=[C:3]2[CH:6]=[C:7]([C:10]3[CH:15]=[CH:14][C:13]([NH:16][CH3:17])=[CH:12][CH:11]=3)[CH:8]=[CH:9][C:2]=12.[N+:18]([O-])([O-:20])=[O:19].[K+]>S(=O)(=O)(O)O>[N:1]1[O:5][N:4]=[C:3]2[CH:6]=[C:7]([C:10]3[CH:11]=[CH:12][C:13]([NH:16][CH3:17])=[C:14]([N+:18]([O-:20])=[O:19])[CH:15]=3)[CH:8]=[CH:9][C:2]=12

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 68878645HCID 68878645, compound

Product 1

HCID 69068364HCID 69068364, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

140 mg (0.62 mmol) (4-benzo[1,2,5]oxadiazol-5-yl-phenyl)-methyl-amine are stirred at 0° C. in 2 mL concentrated sulfuric acid, then treated with 66 mg (1.05 eq.) potassium nitrate and stirred an additional 4 hours. The reaction mixture is poured onto ice, the precipitate filtered off, thoroughly washed with water and dried under high vacuum. The crude product is column chromatographed with ethyl acetate/petroleum ether 1:2 to yield after evaporation of the product-containing fraction the desired product as an orange solid. MS(ES−): 269 (M−1).

Workup

  1. additionThe reaction mixture is poured onto ice
  2. filtrationthe precipitate filtered off
  3. washthoroughly washed with water
  4. customdried under high vacuum
  5. customchromatographed with ethyl acetate/petroleum ether 1:2
  6. customto yield
  7. customafter evaporation of the product-containing fraction the desired product as an orange solid

Sources & evidence

ORD record
ord-6e316947d9d347c99dcf941a02379469
Source dataset
uspto-grants-2009_12
Patent number
US07632851B2

Reaction notes

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