4-Hydroxybenzoic acid hydrazide → HCID 135797921, compound

HRID 2372728Notes

Reaction equation

HRID 2372728 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=[O:7])=[CH:4][CH:3]=1.C(O[C:15](OCC)(OCC)[CH2:16][CH3:17])C>>[CH2:16]([C:17]1[O:7][C:6]([C:5]2[CH:10]=[CH:11][C:2]([OH:1])=[CH:3][CH:4]=2)=[N:8][N:9]=1)[CH3:15]

Participants

3

Reactant 2

HCID 17424-Hydroxybenzoic acid hydrazideHCID 66995Ethyl orthopropionate

Product 1

HCID 135797921HCID 135797921, compoundYield 96.7%

Procedure

A mixture of 19 parts of 4-hydroxybenzoic acid hydrazide and 89.8 parts of 1,1,1-triethoxypropane was refluxed overnight. After cooling the precipitate was filtered off, washed with petroleumether and dried, yielding 23 parts (96.7%) of 4-(5-ethyl-1,3,4-oxadiazol-2-yl)phenol (interm. 8).

Workup

  1. temperaturewas refluxed overnight
  2. temperatureAfter cooling the precipitate
  3. filtrationwas filtered off
  4. washwashed with petroleumether
  5. customdried

Sources & evidence

ORD record
ord-9bab4766d44748f49a8beacfc5d4634f
Source dataset
uspto-grants-1992_03
Patent number
US05100893

Reaction notes

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