Piperidine → HCID 178429189, compound

HRID 973860Notes

Reaction equation

HRID 973860 reaction equation
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[C:8](OCC)(=[O:13])[CH2:9][C:10]([CH3:12])=O.N1CCCCC1>C(O)C>[SH:7][C:4]1[S:3][C:2]2=[N:1][C:10]([CH3:12])=[CH:9][C:8](=[O:13])[N:6]2[N:5]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 8868Ethyl AcetoacetateHCID 178509208HCID 178509208, compound

Product 1

HCID 178429189HCID 178429189, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-amino-5-mercapto-1,3,4-thiadiazole (4.0 g) and ethyl acetoacetate (4.3 g) in 50 ml ethanol, piperidine (2.55 g) was slowly added. The mixture was refluxed for seven hours and then allowed to stand overnight at room temperature. The formed crystals were collected by filtration and dissolved in 100 ml of water. The pH was adjusted to 2.0, and the formed crystals were collected and washed with 20 ml of water, affording 3.8 g of the objective compound as colorless crystals.

Workup

  1. temperatureThe mixture was refluxed for seven hours
  2. filtrationThe formed crystals were collected by filtration
  3. dissolutiondissolved in 100 ml of water
  4. customthe formed crystals were collected
  5. washwashed with 20 ml of water

Sources & evidence

ORD record
ord-46963f807e2c45c48cbd1c02bbde74b7
Source dataset
uspto-grants-1991_11
Patent number
US05064953

Reaction notes

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