Sulfuric Acid → HCID 18950694, compound

HRID 1492552Notes

Reaction equation

HRID 1492552 reaction equation
O1CCOCC1.CO.C([NH:11][CH:12]([C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)[CH2:13][CH2:14][C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1)=O.S(=O)(=O)(O)O.C(=O)([O-])O.[Na+]>>[NH2:11][CH:12]([C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)[CH2:13][CH2:14][C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 86748334HCID 86748334, compound

Product 1

HCID 18950694HCID 18950694, compoundYield 87.4%

Conditions

Temperature
60 °C

Procedure

To 10 ml of the solution of 0.62 g of methyl 4-[3-formamido-3-(3-pyridyl)propyl]benzoate methanol-1,4 dioxane (1:1) was added 5 ml of 4% sulfuric acid, and stirred under heating at 60° C. overnight, which was then poured into saturated aqueous sodium hydrogencarbonate solution to be extracted with ethyl acetate. The obtained ethyl acetate phase was washed in saturated aqueous sodium chloride and dried over magnesium sulfate, to distill off the solvent, so that 0.35 g of methyl 4-[3-amino-3-(3-pyridyl)propyl]benzoate was yielded.

Workup

  1. extractionto be extracted with ethyl acetate
  2. washThe obtained ethyl acetate phase was washed in saturated aqueous sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. distillationto distill off the solvent

Sources & evidence

ORD record
ord-f3c8f0436cd3406f85d86598960cc551
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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