2-Fluorobenzoyl chloride → HCID 13041522, compound

HRID 66943Notes

Reaction equation

HRID 66943 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15]>C1(C)C(C)=CC=CC=1>[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([NH:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1)=[O:15]

Participants

4

Reactant 2

HCID 98082-Fluorobenzoyl chlorideHCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Product 1

HCID 13041522HCID 13041522, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 22.0 g (0.1 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 16.0 g (0.1 mole) 2-fluorobenzoyl chloride in 250 ml xylene was heated at reflux for 20 hours. After filtration of the reaction mixture, the filtrate was concentrated to 30 ml whereupon a precipitation resulted. The precipitate was removed by filtration and recrystallized from benzene to give 3.4 g (10% yield) of pure product; m.p. 149° C.

Workup

  1. temperatureat reflux for 20 hours
  2. filtrationAfter filtration of the reaction mixture
  3. concentrationthe filtrate was concentrated to 30 ml whereupon a precipitation
  4. customresulted
  5. customThe precipitate was removed by filtration
  6. customrecrystallized from benzene

Sources & evidence

ORD record
ord-c31cbda9df5d477ab0cbf461fb3f6db4
Source dataset
uspto-grants-1982_08
Patent number
US04343945

Reaction notes

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