4-Ethyl-2-fluoro-N-(2-hydroxyphenyl)benzamide → 2-(4-Ethyl-2-fluorophenyl)-1,3-benzoxazole

HRID 268497Notes

Reaction equation

HRID 268497 reaction equation
[CH2:1]([C:3]1[CH:18]=[CH:17][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[OH:16])=O)=[C:5]([F:19])[CH:4]=1)[CH3:2]>C(Cl)(Cl)Cl>[CH2:1]([C:3]1[CH:18]=[CH:17][C:6]([C:7]2[O:16][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]=2)=[C:5]([F:19])[CH:4]=1)[CH3:2]

Participants

3

Reactant 1

HCID 214138074-Ethyl-2-fluoro-N-(2-hydroxyphenyl)benzamide

Product 1

HCID 202302252-(4-Ethyl-2-fluorophenyl)-1,3-benzoxazole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

4-Ethyl-2-fluoro-2'-hydroxybenzanilide (29.0 gm.) is heated for 40 minutes in a Wood's metal bath at 240°C. The reaction mixture is then cooled, taken up in chloroform and the chloroform solution treated with carbon, dried over magnesium sulfate and concentrated in vacuo to give 2-(4-ethyl-2-fluorophenyl)benzoxazole.

Workup

  1. temperatureThe reaction mixture is then cooled
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6af04cbaa5e34801954dd19c51b8b826
Source dataset
uspto-grants-1976_03
Patent number
US03947582

Reaction notes

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