Hydrochloric Acid → HCID 87695100, compound

HRID 2217217Notes

Reaction equation

HRID 2217217 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7](=[O:13])[N:8]([CH:10]([CH3:12])[CH3:11])[CH:9]=1)(=[O:3])[CH3:2].Cl.[N:15](OC(C)(C)C)=[O:16]>C(Cl)Cl.O1CCOCC1>[CH:10]([N:8]1[C:7](=[O:13])[CH:6]=[CH:5][C:4]([C:1](=[O:3])/[CH:2]=[N:15]/[OH:16])=[CH:9]1)([CH3:11])[CH3:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10906Tert-Butyl nitriteHCID 69102719HCID 69102719, compound

Product 1

HCID 87695100HCID 87695100, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
22.5 °C

Procedure

5-Acetyl-1-isopropyl-2(1H)-pyridone was dissolved in CH2Cl2 (300 ml). The solution was cooled to −30˜−25° C. To the cooled solution were added 4N hydrogen chloride in dioxane (55.3 ml) and t-butyl nitrite (10.4 g) at −30˜−25° C. The temperature of the reaction mixture was raised to 20-25° C. The mixture was stirred at the same temperature for 3 hours. The precipitated crystal was collected by filtration, and dried in the air at ambient temperature, to give (1E)-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)(oxo)acetaldehyde oxime (14.0 g).

Workup

  1. temperatureThe solution was cooled to −30˜−25° C
  2. filtrationThe precipitated crystal was collected by filtration
  3. customdried in the air at ambient temperature

Sources & evidence

ORD record
ord-10b933e9a110400fab666710b5112dd5
Source dataset
uspto-grants-2008_08
Patent number
US07407961B2

Reaction notes

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