Sodium Bicarbonate → HCID 15623853, compound

HRID 1534024Notes

Reaction equation

HRID 1534024 reaction equation
C([NH:4][C:5]1[C:6]([Cl:14])=[N:7][C:8]([C:11](=[O:13])[CH3:12])=[CH:9][CH:10]=1)(=O)C.C([O-])(O)=O.[Na+]>Cl.CO>[C:11]([C:8]1[N:7]=[C:6]([Cl:14])[C:5]([NH2:4])=[CH:10][CH:9]=1)(=[O:13])[CH3:12]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 15623854HCID 15623854, compound

Product 1

HCID 15623853HCID 15623853, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

5 g (24 mmol) of 3-acetamido-6-acetyl-2-chloropyridine are boiled under reflux in a mixture of 25 ml of concentrated aqueous HCl and 25 ml of methanol for one hour. After cooling, the mixture is carefully added to 600 ml of saturated NaHCO3 solution and extracted three times with 200 ml of methylene chloride each time. The collected organic phases are dried with Na2SO4 and evaporated. The residue is recrystallized from toluene/petroleum ether.

Workup

  1. temperatureAfter cooling
  2. extractionextracted three times with 200 ml of methylene chloride each time
  3. dry with materialThe collected organic phases are dried with Na2SO4
  4. customevaporated
  5. customThe residue is recrystallized from toluene/petroleum ether

Sources & evidence

ORD record
ord-701dc057335847bc8241f31ff6c9506d
Source dataset
uspto-grants-1992_02
Patent number
US05086181

Reaction notes

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