Potassium Nitrate → HCID 86608391, compound

HRID 1910202Notes

Reaction equation

HRID 1910202 reaction equation
[CH3:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9][C:10](=[O:12])[NH:11][C:5]2=[CH:4][CH:3]=1)=[O:8].[N+:14]([O-])([O-:16])=[O:15].[K+]>OS(O)(=O)=O>[CH3:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9][C:10](=[O:12])[NH:11][C:5]2=[C:4]([N+:14]([O-:16])=[O:15])[CH:3]=1)=[O:8]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 2944785-Methylisatoic anhydride

Product 1

HCID 86608391HCID 86608391, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
-20 °C

Procedure

6.9 g (40 mmol) of the above 5-Methylisatoic anhydride was suspended in 40 mL of conc. H2SO4 at −10° C. and cooled to −20° C. Next, 1.05 eq of potassium nitrate dissolved in 12 mL of sulfuric acid and cooled to 0° C., was then added dropwise. The reaction mixture was stirred 20° C. for 15 min then kept between −5° C. and 0° C. for 3 h. The mixture was poured into a beaker containing ice. The resulting solid was collected, washed with cold water and dried to give 3.9 g (44%) of 5-methyl-3-nitroisatoic anhydride as a solid.

Workup

  1. temperaturecooled to 0° C.
  2. additionwas then added dropwise
  3. waitthen kept between −5° C. and 0° C. for 3 h
  4. additionThe mixture was poured into a beaker
  5. additioncontaining ice
  6. customThe resulting solid was collected
  7. washwashed with cold water
  8. customdried

Sources & evidence

ORD record
ord-c87e88b4ed7b46e58bdb1d902b73bbf9
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

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