Ammonia → HCID 19903328, compound

HRID 2372387Notes

Reaction equation

HRID 2372387 reaction equation
[CH:1]([O:4][C:5]([C:7]1[C:8]([CH3:20])=[CH:9][N:10]2[CH:14]([CH2:15][C:16](OC)=[O:17])[CH2:13][S:12][C:11]=12)=[O:6])([CH3:3])[CH3:2].[NH3:21]>CO>[CH:1]([O:4][C:5]([C:7]1[C:8]([CH3:20])=[CH:9][N:10]2[CH:14]([CH2:15][C:16]([NH2:21])=[O:17])[CH2:13][S:12][C:11]=12)=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86745569HCID 86745569, compound

Product 1

HCID 19903328HCID 19903328, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.0 g of methyl (7-isopropoxycarbonyl-6-methyl-2,3-dihydropyrrolo[2,1-b]thiazol-3-yl)acetate was dissolved in 30 ml of methanol and 30 ml of concentrated aqueous ammonia was added thereto. The obtained mixture was stirred at room temperature for 6 days. After distilling off the ammonia, the residue was extracted with chloroform. The chloroform layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After distilling off the solvent, the obtained oily residue was crystallized from ether/n-hexane. Thus 0.3 g of the title compound was obtained.

Workup

  1. distillationAfter distilling off the ammonia
  2. extractionthe residue was extracted with chloroform
  3. washThe chloroform layer was washed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationAfter distilling off the solvent
  6. customthe obtained oily residue was crystallized from ether/n-hexane

Sources & evidence

ORD record
ord-fcf8b934c9ce454d8f0a698914033619
Source dataset
uspto-grants-1992_03
Patent number
US05098919

Reaction notes

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