2,4-Difluorophenyl isocyanate → HCID 15035135, compound

HRID 1656422Notes

Reaction equation

HRID 1656422 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([NH:12][CH3:13])=[C:5]2[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[F:20][C:21]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:22]=1[N:28]=[C:29]=[O:30]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([N:12]([CH3:13])[C:29]([NH:28][C:22]1[CH:23]=[CH:24][C:25]([F:27])=[CH:26][C:21]=1[F:20])=[O:30])=[C:5]2[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 5932582,4-Difluorophenyl isocyanateHCID 15035218HCID 15035218, compound

Product 1

HCID 15035135HCID 15035135, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 6-chloro-3-methylamino-4-phenylquinoline (0.54 g), 2,4-difluorophenyl isocyanate (0.48 ml) and anhydrous toluene (10 ml) was refluxed for 22 hrs. and then concentrated. The residue was purified by a column chromatography on silica gel and recrystallized from a mixture of ethyl acetate and ethanol to give 6-chloro-3-[3-(2,4-difluorophenyl)-1-methylureido]-4-phenylquinoline as colorless crystals. Yield 0.56 g (66%). m.p. 200°-201° C.

Workup

  1. temperaturewas refluxed for 22 hrs
  2. concentrationand then concentrated
  3. customThe residue was purified by a column chromatography on silica gel
  4. customrecrystallized from a mixture of ethyl acetate and ethanol

Sources & evidence

ORD record
ord-06e1f634c95e4d4fadcb53b87a26d29b
Source dataset
uspto-grants-1993_10
Patent number
US05254565

Reaction notes

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