2-Fluoro-4-(1,1,2,2-tetrafluoroethanesulfinyl)aniline → HCID 13578905, compound

HRID 1905448Notes

Reaction equation

HRID 1905448 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([S:9]([C:11]([F:16])([F:15])[CH:12]([F:14])[F:13])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[F:17][C:18]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:19]=1[C:20]([N:22]=[C:23]=[O:24])=[O:21]>C1(C)C=CC=CC=1>[F:17][C:18]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:19]=1[C:20]([NH:22][C:23]([NH:4][C:3]1[CH:5]=[CH:6][C:7]([S:9]([C:11]([F:16])([F:15])[CH:12]([F:13])[F:14])=[O:10])=[CH:8][C:2]=1[F:1])=[O:24])=[O:21]

Participants

4

Reactant 2

HCID 1808302-Fluoro-4-(1,1,2,2-tetrafluoroethanesulfinyl)anilineHCID 130517312-Chloro-6-fluorobenzoyl isocyanate

Product 1

HCID 13578905HCID 13578905, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 0.7 g of 2-fluoro-4-(1,1,2,2-tetrafluoroethylsulfinyl)aniline in 15 ml of toluene was added 0.5 g of 2-fluoro-6-chlorobenzoyl isocyanate. After the reaction was allowed to proceed at room temperature (20° to 25° C.) for 30 minutes, the crystals which separated out were recovered by filtration and washed with toluene to give 1.0 g of N-(2-fluoro-6-chlorobenzoyl)-N'-[2-fluoro-4-(1,1,2,2-tetrafluoroethylsulfinyl)phenyl]urea (Compound No. 31), m.p. of 213°-216° C.

Workup

  1. customto proceed at room temperature
  2. custom(20° to 25° C.)
  3. customfor 30 minutes
  4. customthe crystals which separated out
  5. filtrationwere recovered by filtration
  6. washwashed with toluene

Sources & evidence

ORD record
ord-fa325f85b0b747ffa4eb5c60cbffdb81
Source dataset
uspto-grants-1989_06
Patent number
US04843100

Reaction notes

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