Hydrochloric Acid → HCID 20456877, compound

HRID 1262513Notes

Reaction equation

HRID 1262513 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:11]([N:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=2)[CH2:14][CH3:15])=[O:12])=[CH:8][O:9][CH:10]=1)=[O:5])C.[OH-].[Na+].Cl>CO>[CH3:25][O:24][C:18]1[CH:17]=[C:16]([N:13]([CH2:14][CH3:15])[C:11]([C:7]2[C:6]([C:4]([OH:5])=[O:3])=[CH:10][O:9][CH:8]=2)=[O:12])[CH:21]=[CH:20][C:19]=1[O:22][CH3:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70509995HCID 70509995, compound

Product 1

HCID 20456877HCID 20456877, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 31.9 gm of 3-[(3,4-dimethoxy-phenyl)-2-ethylaminocarbonyl]-furan-4-carboxylic acid ethyl ester in 150 ml of methanol was admixed with 150 ml of 1 N sodium hydroxide, and the mixture was stirred for 45 minutes at 50° C. The reaction mixture was then neutralized with hydrochloric acid, the solvent was distilled off, and the desired reaction product was extracted from the residue with methylene chloride and crystallized from ethyl acetate/petroleum ether.

Workup

  1. distillationthe solvent was distilled off
  2. customthe desired reaction product
  3. extractionwas extracted from the residue with methylene chloride
  4. customcrystallized from ethyl acetate/petroleum ether

Sources & evidence

ORD record
ord-0683af2b03ab47e9afa5f688d9e71e75
Source dataset
uspto-grants-1984_06
Patent number
US04452789

Reaction notes

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