Benzoic Acid → HCID 85152775, compound

HRID 1394160Notes

Reaction equation

HRID 1394160 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]([F:18])([F:17])[F:16])[CH:6]=[CH:7][CH:8]=1)=O.[S:19]1[CH2:23][C:22](=[O:24])[NH:21][C:20]1=[O:25].N1CCCCC1.C(O)(=O)C1C=CC=CC=1>C1(C)C=CC=CC=1.O>[F:16][C:15]([F:18])([F:17])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[CH:1]=[C:23]1[S:19][C:20](=[O:25])[NH:21][C:22]1=[O:24]

Participants

7

Reactant 4

HCID 243Benzoic AcidHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 13926442'-Trifluoromethyl-biphenyl-3-carbaldehyde

Product 1

HCID 85152775HCID 85152775, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

To a solution of 3-formyl-(2′-trifluoromethyl-1,1′-biphenyl) (0.334 g, 1.34 mmol) and 2,4-thiazolidinedione (0.19 g, 1.6 mmol) in toluene (20 mL) were added piperidine (0.017 mL, 0.174 mmol) and benzoic acid (0.025 mg, 0.2 mmol), and the reaction was refluxed for 3 h with continuous removal of water. The solvent was then distilled off and the residue was crystallized from ether-pet ether to yield titled product as a solid.

Workup

  1. distillationThe solvent was then distilled off
  2. customthe residue was crystallized from ether-pet ether

Sources & evidence

ORD record
ord-df7d95ccf07c45d1ba849ec69ce30af2
Source dataset
uspto-grants-2008_03
Patent number
US07348348B2

Reaction notes

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