Acetic Acid → HCID 86625170, compound

HRID 1922059Notes

Reaction equation

HRID 1922059 reaction equation
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]([S:20]([C:23]2[CH:29]=[CH:28][C:26]([CH3:27])=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=2)=[N:7][CH:8]=1)[CH3:2].[S:30]1[CH2:34][C:33](=[O:35])[NH:32][C:31]1=[O:36].C(O)(=O)C.N1CCCCC1>C1(C)C=CC=CC=1>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]([S:20]([C:23]2[CH:29]=[CH:28][C:26]([CH3:27])=[CH:25][CH:24]=2)(=[O:21])=[O:22])[CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15]([CH:16]=[C:34]3[S:30][C:31](=[O:36])[NH:32][C:33]3=[O:35])=[CH:14][CH:13]=2)=[N:7][CH:8]=1)[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 73505384HCID 73505384, compound

Product 1

HCID 86625170HCID 86625170, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
125 °C

Procedure

To 1 g (0.0023 mol) 4-[2-(5-ethyl-pyridin-2-yl)-2-tosyl-ethoxy]-benzaldehyde dissolved in 15 mL toluene was added 0.27 g (0.0023 mol) thiazolidin-2,4-dione. To this 0.21 g (0.0035 mol) acetic acid and 0.3 g (0.0035 mol) piperidine were added. Reaction mixture was refluxed at 120-130° C. for 4 hr. After completion of reaction on TLC, substantial work-up gave the titled product. Yield of the product was 0.36 g (30%).

Workup

  1. customReaction mixture
  2. customAfter completion of reaction on TLC, substantial work-up

Sources & evidence

ORD record
ord-6172dfb295614c6ca1354e14d0f7b50f
Source dataset
uspto-grants-2012_05
Patent number
US08173816B2

Reaction notes

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