Nitric Acid → HCID 19437767, compound

HRID 1734532Notes

Reaction equation

HRID 1734532 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][CH:5]=[C:6]2[CH:10]=[C:9]([CH3:11])[N:8]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:7]=12.[OH-].[Na+].[N+:18]([O-])([OH:20])=[O:19]>S(=O)(=O)(O)O>[Cl:1][C:2]1[N:3]=[N:4][CH:5]=[C:6]2[C:10]([N+:18]([O-:20])=[O:19])=[C:9]([CH3:11])[N:8]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:7]=12

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 19437771HCID 19437771, compound

Product 1

HCID 19437767HCID 19437767, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

16.0 g (71.5 mmol) of 7-chloro-1-isobutyl-2-methylpyrrolo[2,3-d]pyridazine are dissolved in portions at 0° C. with vigorous stirring in a mixture of 100 ml of fuming nitric acid and 50 ml of conc. sulfuric acid. The solution is stirred at room temperature for a further 4 h and subsequently introduced into 400 ml of ice-water. The mixture is then neutralized with 10 N sodium hydroxide solution and extracted with 3×250 ml of ethyl acetate. The organic extracts are dried over magnesium sulfate and concentrated. After crystallization from diisopropyl ether/ethyl acetate, 15.9 g (82%) of the title compound are isolated. M.p.: 96° C. (dec.).

Workup

  1. extractionextracted with 3×250 ml of ethyl acetate
  2. dry with materialThe organic extracts are dried over magnesium sulfate
  3. concentrationconcentrated
  4. customAfter crystallization from diisopropyl ether/ethyl acetate, 15.9 g (82%) of the title compound
  5. customare isolated

Sources & evidence

ORD record
ord-7789e782bf284eea953896764e3942a2
Source dataset
uspto-grants-1996_07
Patent number
US05534515

Reaction notes

Loading…