Phenyl isocyanate → HCID 12897230, compound

HRID 1277812

Reaction equation

HRID 1277812 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.[C:9]1([N:15]=[C:16]=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C1C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([NH:8][C:16]([NH:15][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:17])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 27628302-Fluoropyridin-4-amine

Product 1

HCID 12897230HCID 12897230, compoundYield 48.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

112 mg (1 mmol) of 2-fluoro-4-aminopyridine was added to 9 ml of dry benzene and to the resulting solution was further added 119 mg (1 mmol) of phenyl isocyanate. After stirring at room temperature for 30 hrs., the crystals which deposited were collected by filtration and then subjected to chromatography in a conventional manner using alumina. After developing the column with a benzene-ethyl acetate (3:1 by volume) solvent mixture, eluate containing the objective compound was collected. After distilling solvent off under reduced pressure, the residue was recrystallized from an ethyl acetate-n-hexane solvent mixture to give 113 mg of the objective compound: yield 48.9%; m.p. 179°-180° C.

Workup

  1. filtration, the crystals which deposited were collected by filtration
  2. additioneluate containing the objective compound
  3. customwas collected
  4. distillationAfter distilling solvent off under reduced pressure
  5. customthe residue was recrystallized from an ethyl acetate-n-hexane solvent mixture

Sources & evidence

ORD record
ord-2b870d114b884298a85da9197f8358a7
Source dataset
uspto-grants-1981_07
Patent number
US04279639

Linked notes

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