Sodium Chloride → HCID 13424022, compound

HRID 1981068Notes

Reaction equation

HRID 1981068 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[CH:5][CH:4]=[C:3]1[C:9]([C:11]1[N:15]2[CH2:16][CH2:17][CH:18]([C:19]([O:21]CC)=[O:20])[C:14]2=[CH:13][C:12]=1[CH3:24])=[O:10].[OH-].[Na+].[Cl-].[Na+]>CO>[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[CH:5][CH:4]=[C:3]1[C:9]([C:11]1[N:15]2[CH2:16][CH2:17][CH:18]([C:19]([OH:21])=[O:20])[C:14]2=[CH:13][C:12]=1[CH3:24])=[O:10]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 13424021HCID 13424021, compound

Product 1

HCID 13424022HCID 13424022, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 5-(1-methyl-5-methylthio-2-pyrroyl)-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate (500 mg) was stirred with 10 ml of methanol and 10 ml of 10% NaOH for two hours. 200 ml of saturated sodium chloride solution was added to the resulting mixture and the methanol distilled off under reduced pressure. The aqueous solution was acidified with 3N HCl while stirring, cooled and the resulting precipitate collected by filtration. The residue was washed with water, air dried and recrystallized from ethylacetate-hexane to yield 450 mg of 5-(1-methyl-5-methylthio-2-pyrroyl)-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid, m.p. 182°-184° C.

Workup

  1. distillationthe methanol distilled off under reduced pressure
  2. temperaturecooled
  3. filtrationthe resulting precipitate collected by filtration
  4. washThe residue was washed with water, air
  5. customdried
  6. customrecrystallized from ethylacetate-hexane

Sources & evidence

ORD record
ord-3c983c8f650a41a8a7c3a767d925a2cb
Source dataset
uspto-grants-1985_04
Patent number
US04511724

Reaction notes

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