Benzaldehyde → 3230-49-7

HRID 330481Notes

Reaction equation

HRID 330481 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 chromotography 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-f181a0a32035429fa2b8d8f4179ab4b3
Source dataset
uspto-grants-1990_01
Patent number
US04897393

Reaction notes

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