Hydrochloric Acid → HCID 178486953, compound

HRID 579741Notes

Reaction equation

HRID 579741 reaction equation
[CH3:1][O:2][CH:3]1[CH2:7][CH2:6][CH:5]([C:8]([O:10]C)=O)[C:4]1=O.[NH2:13][C:14]([NH2:16])=[S:15].[OH-].[K+].Cl>C(O)C.O>[SH:15][C:14]1[NH:16][C:8](=[O:10])[C:5]2[CH2:6][CH2:7][CH:3]([O:2][CH3:1])[C:4]=2[N:13]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 2723790ThioureaHCID 14231087Methyl 3-methoxy-2-oxocyclopentane-1-carboxylate

Product 1

HCID 178486953HCID 178486953, compoundYield 41.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3.44 g of methyl 3-methoxy-2-oxocyclopentane-1-carboxylate [prepared as described in step (b) above] and 1.52 g of thiourea were dissolved in 20 ml of ethanol. A solution of 1.4 g of potassium hydroxide in 10 ml of water was then added to the resulting solution, and the mixture was heated under reflux for 3 hours, after which it was cooled to room temperature. 4 ml of concentrated aqueous hydrochloric acid were added to the mixture, and the crystals which precipitated were collected by filtration, washed with water and dried, to give 1.64 g of the title compound, melting above 250° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. customthe crystals which precipitated
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-696bc8b91eaa4f8498a58bc2b5462311
Source dataset
uspto-grants-1988_06
Patent number
US04749704

Reaction notes

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