Hydrochloric Acid → HCID 59477562, compound

HRID 1516570Notes

Reaction equation

HRID 1516570 reaction equation
C([O:3][C:4]([C:6]1[C:10]([C:11]#[N:12])=[CH:9][NH:8][CH:7]=1)=[O:5])C.[OH-].[Na+].Cl>CO>[C:11]([C:10]1[C:6]([C:4]([OH:5])=[O:3])=[CH:7][NH:8][CH:9]=1)#[N:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68508603HCID 68508603, compound

Product 1

HCID 59477562HCID 59477562, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-cyano-1H-pyrrole-3-carboxylic acid ethyl ester (1.1 g) in methanol (65 mL) was added 1 mol/L aqueous sodium hydroxide solution (65 mL), and this mixture was stirred at 50° C. for 5 hours. To this reaction mixture was added 1 mol/L hydrochloric acid, this mixture was extracted with ethyl acetate. This organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. This obtained residue was washed with diethyl ether to give the title compound (0.72 g).

Workup

  1. extractionthis mixture was extracted with ethyl acetate
  2. washThis organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. washThis obtained residue was washed with diethyl ether

Sources & evidence

ORD record
ord-9ee025b1848a49d48be0930556cee28f
Source dataset
uspto-grants-2012_07
Patent number
US08227500B2

Reaction notes

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