Phenyl isocyanate → HCID 28365632, compound

HRID 2371440Notes

Reaction equation

HRID 2371440 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:10][C:11]1[CH:12]=[C:13]([NH2:20])[C:14](=[CH:18][CH:19]=1)[C:15]([OH:17])=[O:16]>C1(C)C=CC=CC=1>[F:10][C:11]1[CH:12]=[C:13]([NH:20][C:8](=[O:9])[NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:14](=[CH:18][CH:19]=1)[C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 27249674-Fluoroanthranilic acid

Product 1

HCID 28365632HCID 28365632, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of phenyl isocyanate (2.98 g) in toluene (30 ml) was added dropwise to a stirred suspension of 4-fluoroanthranilic acid (3.88 g) in toluene (80 ml) at 50°. The mixture was stirred at 90° for 2 hours and the toluene evaporated under reduced pressure (30 ml). The residue was recrystallised from hexane/ethyl acetate to give 4-fluoro-N-phenylcarbamoylanthranilic acid, m.p. 163°-166°. (Compound 5).

Workup

  1. customthe toluene evaporated under reduced pressure (30 ml)
  2. customThe residue was recrystallised from hexane/ethyl acetate

Sources & evidence

ORD record
ord-972ea21263b342f18f652b8972859574
Source dataset
uspto-grants-1992_03
Patent number
US05093364

Reaction notes

Loading…