Water → HCID 19907335, compound

HRID 2371439Notes

Reaction equation

HRID 2371439 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:8][C:9]1[CH:20]=[CH:19][C:12]2[C:13](=O)[O:14]C(=O)[NH:16][C:11]=2[CH:10]=1.O>C(O)(=O)C>[C:2]1([NH:1][C:13](=[O:14])[C:12]2[C:11](=[CH:10][C:9]([F:8])=[CH:20][CH:19]=2)[NH2:16])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6115AnilineHCID 100581387-Fluoroisatoic anhydride

Product 1

HCID 19907335HCID 19907335, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of aniline (1.77 g) in acetic acid (50 ml) was added to a solution of 7-fluoro-1H-3,1-benzoxazine-2,4-dione (1 g) in acetic acid (100 ml) and the mixture heated at 100° for 20 minutes. It was then poured into water and the precipitate collected, dried and recrystallised from toluene to give N1 -phenyl-4-fluoroanthranilamide, m.p. 120°-122°. (Compound 4).

Workup

  1. temperaturethe mixture heated at 100° for 20 minutes
  2. customthe precipitate collected
  3. customdried
  4. customrecrystallised from toluene

Sources & evidence

ORD record
ord-2492b2d65f0e4eff8aa1fe6da3df5c32
Source dataset
uspto-grants-1992_03
Patent number
US05093364

Reaction notes

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