Nitric Acid → HCID 15623854, compound

HRID 1534025Notes

Reaction equation

HRID 1534025 reaction equation
[N+]([O-])(O)=O.[C:5]([NH:8][C:9]1[C:10]([Cl:17])=[N:11][C:12]([CH2:15][CH3:16])=[CH:13][CH:14]=1)(=[O:7])[CH3:6].[O-:18][Mn](=O)(=O)=O.[K+]>O.CC(C)=O>[C:15]([C:12]1[N:11]=[C:10]([Cl:17])[C:9]([NH:8][C:5](=[O:7])[CH3:6])=[CH:14][CH:13]=1)(=[O:18])[CH3:16]

Participants

6

Reactant 3

HCID 944Nitric AcidHCID 516875Potassium PermanganateHCID 15623855HCID 15623855, compound

Product 1

HCID 15623854HCID 15623854, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

4.937 g (0.124 mol) of MgO are suspended in 112 ml of water and the suspension is brought to pH 6 with about 16.7 ml (0.242 mol) of 65% strength HNO3. 10 g (49.4 mmol) of 3-acetamido-2-chloro-6-ethylpyridine, dissolved in 112 ml of acetone, are then added, 19.5 g (0.124 mol of KMnO4 are introduced and the mixture is stirred at 20° C. until the reaction is complete (48 hours). The solid is then filtered off with suction and the filter cake is washed thoroughly with hot acetone. The filtrate is diluted with 500 ml of water and extracted three times with 200 ml of CHCl3 each time, and the combined extracts are washed with water, dried with Na2SO4 and evaporated. For purification, the product is recrystallized from toluene/petroleum ether.

Workup

  1. additionare then added
  2. custom(48 hours)
  3. filtrationThe solid is then filtered off with suction
  4. washthe filter cake is washed thoroughly with hot acetone
  5. additionThe filtrate is diluted with 500 ml of water
  6. extractionextracted three times with 200 ml of CHCl3 each time
  7. washthe combined extracts are washed with water
  8. dry with materialdried with Na2SO4
  9. customevaporated
  10. customFor purification
  11. customthe product is recrystallized from toluene/petroleum ether

Sources & evidence

ORD record
ord-bf6244d8c0b046729c96029bda537d46
Source dataset
uspto-grants-1992_02
Patent number
US05086181

Reaction notes

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