Sulfuric Acid → HCID 18950757, compound

HRID 1492529Notes

Reaction equation

HRID 1492529 reaction equation
C([NH:3][CH:4]([C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)[CH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1)=O.S(=O)(=O)(O)O.C(=O)([O-])O.[Na+]>>[NH2:3][CH:4]([C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)[CH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 18950683HCID 18950683, compound

Product 1

HCID 18950757HCID 18950757, compoundYield 70.3%

Conditions

Temperature
60 °C

Procedure

To 0.30 g of methyl 4-[2-formamido-2-(3-pyridyl)ethyl]benzoate in 10 ml of methanol-1,4 dioxane (1:1) in solution was added 5 ml of 4% sulfuric acid, and stirred under heating at 60 ° C for three hours, which was then poured into an aqueous saturated solution of sodium hydrogencarbonate to be extracted with ethyl acetate. The organic phase was washed in saturated aqueous sodium chloride solution, and dried over magnesium sulfate, to produce 0.19 g of methyl 4-[2-amino-2-(3-pyridyl)ethyl]benzoate after the evaporation of the solvent.

Workup

  1. extractionto be extracted with ethyl acetate
  2. washThe organic phase was washed in saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-b7c85a8d72834b82b30ea835e7b32f65
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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