Malonic Acid → HCID 68714384, compound

HRID 1873762Notes

Reaction equation

HRID 1873762 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[S:5][C:6]=1[CH:7]=O.C(O)(=O)[CH2:16][C:17]([OH:19])=[O:18].N1CCCCC1>N1C=CC=CC=1>[CH3:1][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[S:5][C:6]=1[CH:7]=[CH:16][C:17]([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 27954914-methyl-2-phenyl-1,3-thiazole-5-carbaldehyde

Product 1

HCID 68714384HCID 68714384, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 300 mg (1.47 mmol) of 4-methyl-2-phenyl-thiazole-5-carbaldehyde, 169 mg (1.62 mmol) of malonic acid and 880 mg (10.33 mmol) of piperidine in 10 ml of pyridine was stirred at 90° C. for 5 h and at 100° C. for 6 h. After concentration, the residue was treated with a sodium hydrogencarbonate solution and ethyl acetate. The aqueous phase was separated and acidified. The precipitated product was filtered off with suction and dried. Yield: 260 mg.

Workup

  1. concentrationAfter concentration
  2. additionthe residue was treated with a sodium hydrogencarbonate solution and ethyl acetate
  3. customThe aqueous phase was separated
  4. filtrationThe precipitated product was filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-e2683a4197b543759148cb397b8fe8ea
Source dataset
uspto-grants-2012_11
Patent number
US08304438B2

Reaction notes

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