2,6-Difluorobenzoyl isocyanate → HCID 13505094, compound

HRID 746083Notes

Reaction equation

HRID 746083 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:26]=[CH:25][C:14]([O:15][C:16]3[C:22]([Cl:23])=[CH:21][C:19]([NH2:20])=[CH:18][C:17]=3[Cl:24])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F:27][C:28]1[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[C:29]=1[C:30]([N:32]=[C:33]=[O:34])=[O:31]>C1(C)C=CC=CC=1>[F:27][C:28]1[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[C:29]=1[C:30]([NH:32][C:33]([NH:20][C:19]1[CH:21]=[C:22]([Cl:23])[C:16]([O:15][C:14]2[CH:25]=[CH:26][C:11]([S:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)(=[O:10])=[O:9])=[CH:12][CH:13]=2)=[C:17]([Cl:24])[CH:18]=1)=[O:34])=[O:31]

Participants

4

Reactant 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 13505093HCID 13505093, compound

Product 1

HCID 13505094HCID 13505094, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a 250 mL flask equipped with stirrer, condenser, under nitrogen atmosphere was added 10 g (0.023 mol) of 4-(4-[4-chlorophenylsulfonyl]phenoxy)-3,5-dichloroaniline and 130 mL of toluene. The mixture was heated up to 80° to obtain a clear solution. A solution of 6.82 g of 2,6-difluorobenzoylisocyanate and 4 mL of toluene was added. The resulting mixture was stirred at 80° for 1.5 hours. The reaction mixture was cooled and filtered to give 14.2 g (0.023 mol) of a white solid; mp 207.2°-209.2° C.

Workup

  1. customTo a 250 mL flask equipped with stirrer, condenser, under nitrogen atmosphere
  2. temperatureThe mixture was heated up to 80°
  3. customto obtain a clear solution
  4. temperatureThe reaction mixture was cooled
  5. filtrationfiltered

Sources & evidence

ORD record
ord-6e3333e2be9d41a6b3d17e833fe9c7f2
Source dataset
uspto-grants-1986_07
Patent number
US04602109

Reaction notes

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