Piperidine → HCID 21563703, compound

HRID 1730953Notes

Reaction equation

HRID 1730953 reaction equation
[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH3:12])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:13]1([C:19]2[N:23]=[C:22]([CH2:24][C:25](O)=[O:26])[O:21][N:20]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.N1CCCCC1>C(O)C>[CH2:11]([O:10][C:8]1[CH:9]=[C:2]2[C:3]([CH:4]=[C:24]([C:22]3[O:21][N:20]=[C:19]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:23]=3)[C:25](=[O:26])[O:1]2)=[CH:6][CH:7]=1)[CH3:12]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 23965114-ethoxy-2-hydroxybenzaldehydeHCID 70177133-Phenyl-1,2,4-oxadiazole-5-acetic acid

Product 1

HCID 21563703HCID 21563703, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5 parts of 2-hydroxy-4-ethoxy benzaldehyde and 7 parts of the ethyl ester of 3-phenyl-1,2,4-oxadiazole-5-acetic acid are dissolved in 80 parts of ethanol, then 0.3 part of piperidine is added. The mixture is heated under reflux for one hour, then the precipitate obtained after cooling is filtered. 8 parts of 7-ethoxy-3-(3-phenyl 1,2,4-oxadiazol-5-yl) coumarin are obtained which melts at 229° C. after crystallization in dioxane.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for one hour
  3. customthe precipitate obtained
  4. temperatureafter cooling
  5. filtrationis filtered

Sources & evidence

ORD record
ord-fcb2dcfb1eaa4cd0bca82f1520d1b6b4
Source dataset
uspto-grants-1976_11
Patent number
US03994907

Reaction notes

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