Phosgene → HCID 86610220, compound

HRID 2411121Notes

Reaction equation

HRID 2411121 reaction equation
[C:1](Cl)(Cl)=[O:2].[F:5][C:6]([F:28])([F:27])[C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:8]=1[NH:17][C:18](=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([NH2:25])[CH:20]=1.FC(F)(F)C1C=C(C(F)(F)F)C=CC=1N>O1CCOCC1>[F:5][C:6]([F:27])([F:28])[C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:14])[F:15])[CH:10]=[CH:9][C:8]=1[NH:17][C:18](=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([N:25]=[C:1]=[O:2])[CH:20]=1

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 6028562,4-Bis(trifluoromethyl)anilineHCID 86610221HCID 86610221, compound

Product 1

HCID 86610220HCID 86610220, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

To a 1,4-dioxane solution (20 ml) of 0.57 g of phosgene dimmer was added a 1,4-dioxane solution (5 ml) of 2.0 g of N-(2,4-bistrifluoromethylphenyl) 3-aminobenzamide (produced by using 2,4-bistrifluoromethylaniline as a starting material according to the process described in Example 1-2), and the resultant mixture was stirred at 60° C. for 3 hours. Then, the solvent was distilled off under reduced pressure, and the residue was dissolved in 10 ml of 1,4-dioxane. Then, the solvent was again distilled off under reduced pressure. The product was washed with n-hexane and filtered off to obtain 1.54 g (yield 72%) of the title compound.

Workup

  1. customproduced
  2. distillationThen, the solvent was distilled off under reduced pressure
  3. dissolutionthe residue was dissolved in 10 ml of 1,4-dioxane
  4. distillationThen, the solvent was again distilled off under reduced pressure
  5. washThe product was washed with n-hexane
  6. filtrationfiltered off

Sources & evidence

ORD record
ord-3022e64b8874414781bd18339cddd71b
Source dataset
uspto-grants-2014_08
Patent number
US08816128B2

Reaction notes

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