Nitric Acid → HCID 178434486, compound

HRID 1580117Notes

Reaction equation

HRID 1580117 reaction equation
Br[C:2]1[C:3]([CH3:8])=[N:4][NH:5][C:6]=1[Br:7].[N+:9]([O-])([OH:11])=[O:10].O>S(=O)(=O)(O)O>[Br:7][C:6]1[NH:5][N:4]=[C:3]([CH3:8])[C:2]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 178434484HCID 178434484, compound

Product 1

HCID 178434486HCID 178434486, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
9 °C

Procedure

6.5 g (0.027 mole) of 4,5-dibromo-3-methylpyrazole was dissolved in 20 ml of concentrated sulfuric acid. The solution was cooled to 9°C and 10 ml of 90% nitric acid was added dropwise. The solution was stirred 30 minutes and then slowly heated to 60°C and kept at that temperature for 30 minutes. The solution was cooled and poured into water. The mixture was extracted with ether and the ether was washed with water. The ether solution, after drying over magnesium sulfate was concentrated in vacuo and gave a white solid (1.5 g). One recrystallization from ethyl acetate gave a solid product.

Workup

  1. temperatureslowly heated to 60°C
  2. waitkept at that temperature for 30 minutes
  3. temperatureThe solution was cooled
  4. extractionThe mixture was extracted with ether
  5. washthe ether was washed with water
  6. dry with materialThe ether solution, after drying over magnesium sulfate
  7. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-18b23e5c1140455db4207268dc8f9413
Source dataset
uspto-grants-1976_01
Patent number
US03932453

Reaction notes

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