Sodium Fluoride → HCID 54234919, compound

HRID 1576102Notes

Reaction equation

HRID 1576102 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])(=[O:3])[CH3:2].[F-].[Na+].FN=C(F)[C:17]([F:20])([F:19])[F:18].[C:22](#[N:24])C>>[F:20][C:17]([N:24]=[C:22]1[N:4]([C:1](=[O:3])[CH3:2])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[O:11]1)([F:18])[F:19]

Participants

5

Reactant 4

HCID 5235Sodium FluorideHCID 6342AcetonitrileHCID 119722-AcetamidophenolHCID 21732280HCID 21732280, compound

Product 1

HCID 54234919HCID 54234919, compound

Procedure

15 g (0.1 mole) of 2-(N-acetylamino)-phenol in 100 ml of dry acetonitrile and 9 g (0.214 mole) of dry sodium fluoride were heated to 75°-80°C while stirring and 15 g (0.11 mole) of perfluoroazapropene were slowly passed into this suspension. After completion of the reaction, the mixture was filtered, the solvent was concentrated and the residue was recrystallized from chloroform. 15 g of 2-trifluoromethylimino-3-acetyl-benzoxazoline were obtained as pale yellow prisms of melting point 140°-143°C. The yield of pure material was 67% of theory.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe mixture was filtered
  3. concentrationthe solvent was concentrated
  4. customthe residue was recrystallized from chloroform

Sources & evidence

ORD record
ord-f42ae016246646529718844674e63456
Source dataset
uspto-grants-1976_09
Patent number
US03979411

Reaction notes

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