2,6-Difluorobenzoyl isocyanate → HCID 19887654, compound

HRID 654481Notes

Reaction equation

HRID 654481 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[F:14][C:15]1[CH:21]=[C:20]([O:22][CH2:23][C:24]([F:27])([F:26])[F:25])[C:19]([Cl:28])=[CH:18][C:16]=1[NH2:17]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:3]=1[C:4]([NH:6][C:7]([NH:17][C:16]1[CH:18]=[C:19]([Cl:28])[C:20]([O:22][CH2:23][C:24]([F:27])([F:25])[F:26])=[CH:21][C:15]=1[F:14])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 19887652HCID 19887652, compound

Product 1

HCID 19887654HCID 19887654, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 3.0 g of 2,6-difluorobenzoylisocyanate in 10 ml of dry toluene is added at room temperature to a solution of 4 g of 2-fluoro-4-(2,2,2-trifluoroethoxy)-5-chloroaniline in 50 ml of dry toluene, and the batch is stirred for 10 hours. Subsequently, about 75% of the solvent is removed by rotary evaporation. The resultant precipitate is isolated by suction filtration, washed with a small amount of cold toluene and hexane and dried in vacuo, affording the title compound of the formula ##STR15## in the form of a white, crystalline powder; m.p.: 201°-202° C.

Workup

  1. customSubsequently, about 75% of the solvent is removed by rotary evaporation

Sources & evidence

ORD record
ord-0ee110aa87194b429b2d07f81eeca3ba
Source dataset
uspto-grants-1992_07
Patent number
US05132325

Reaction notes

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