Piperidine → HCID 5890514, compound

HRID 517574Notes

Reaction equation

HRID 517574 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)[CH3:2].[S:12]1[CH2:18][C:16](=[O:17])[NH:15][C:13]1=[S:14].N1CCCCC1>C(O)C>[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7](/[CH:8]=[C:18]2/[C:16](=[O:17])[NH:15][C:13](=[S:14])[S:12]/2)=[CH:6][CH:5]=1)[CH3:2]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 248344-EthoxybenzaldehydeHCID 1201546Rhodanine

Product 1

HCID 5890514HCID 5890514, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

4-Ethoxybenzaldehyde (2.78 mL, 20.00 mmol) and rhodanine 7 (3.75 g, 32.0 mmol) were dissolved in 80 mL of anhydrous ethanol at room temperature, and piperidine (0.60 mL, 6.0 mmol) was added to the reaction flask. The reaction mixture was stirred at 75° C. for 1 day and then allowed to cool down to room temperature until a yellow crystalline precipitate formed, and the solid was collected by filtration, washed with water and ethyl acetate, and dried to afford compound 8 in 80.0% (2.99 g) yield as a yellow solid.

Workup

  1. temperatureto cool down to room temperature until a yellow crystalline precipitate
  2. customformed
  3. filtrationthe solid was collected by filtration
  4. washwashed with water and ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-a9587d0b35494316916f043c2df2be25
Source dataset
uspto-grants-2015_08
Patent number
US09115122B2

Reaction notes

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