Benzaldehyde → 3230-49-7

HRID 1709325Notes

Reaction equation

HRID 1709325 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)C>[CH:12](=[N:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 36133892-Amino-4-Nitrophenol

Product 1

HCID 2700363230-49-7

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6.16 g of 2-amino-4-nitrophenol and 4.77 g of benzaldehyde in ethanol is refluxed. The reaction solution is condensed and cooled. The crystalline precipitates are collected by filtration to give 2-benzylideneamino-4-nitrophenol. 15.5 g of lead tetraacetate are added to a benzene suspension of the product obtained above, and the mixture is stirred. After the reaction, insoluble materials are filtered off. The filtrate is washed, and condensed. The residue is purified by silica gel column chromatography and recrystallized from ethanol, whereby 5.08 g of 5-nitro-2-phenylbenzoxazole are obtained.

Workup

  1. customcondensed
  2. temperaturecooled
  3. customThe crystalline precipitates
  4. filtrationare collected by filtration

Sources & evidence

ORD record
ord-f2f86dea422c440ebae5c23b4f34560f
Source dataset
uspto-grants-1990_08
Patent number
US04948900

Reaction notes

Loading…