2,4-Difluorophenyl isocyanate → HCID 19754481, compound

HRID 1588729Notes

Reaction equation

HRID 1588729 reaction equation
[NH2:1][C:2]1[C:3](=[O:19])[NH:4][C:5]2[C:10]([C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[CH:9][C:8]([Cl:18])=[CH:7][CH:6]=2.[F:20][C:21]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:22]=1[N:28]=[C:29]=[O:30]>O1CCCC1>[Cl:18][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][C:3](=[O:19])[C:2]([NH:1][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:11]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 5932582,4-Difluorophenyl isocyanateHCID 3810484STK380592

Product 1

HCID 19754481HCID 19754481, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-amino-6-chloro-4-phenyl-2(1H)-quinolone (160 mg), 2,4-difluorophenylisocyanate (0.09 ml) and anhydrous tetrahydrofuran (2 ml) was allowed to stand overnight at room temperature. The precipitated crystals were collected and recrystallized from dimethylformamide containing water to give colorless needles of N-(6-chloro-1,2-dihydro-2-oxo-4-phenyl-3-quinolyl)-N'-(2,4-difluorophenyl)urea (185 mg, 73.4%). mp 222°-224° C.

Workup

  1. customThe precipitated crystals were collected
  2. customrecrystallized from dimethylformamide
  3. additioncontaining water

Sources & evidence

ORD record
ord-db6c6b53baa84defae2c0c4f710fc97b
Source dataset
uspto-grants-1993_06
Patent number
US05223513

Reaction notes

Loading…