2,4,6-Trifluorochlorobenzene

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: EP 460 639 describes a three-stage preparation of 3,5-difluoroaniline. Starting from 5-chloro-2,4,6-trifluoroisophthalic acid, this is decarboxylated to give 2-chloro-1,3,5-trifluorobenzene. By reaction of the 2-chloro-1,3,5-trifluorobenzene with copper and water at 300° C., 1,3,5-trifluorobenzene can be prepared. According to Example 6 of EP 460 639, 1,3,5-tri-fluorobenzene is reacted with methanol saturated with ammonia at 200° C. for 60 hours and 3,5-difluoroaniline is obtained.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: EP 460 639 describes a three-stage preparation of 3,5-difluoroaniline. Starting from 5-chloro-2,4,6-trifluoroisophthalic acid, this is decarboxylated to give 2-chloro-1,3,5-trifluorobenzene. By reaction of the 2-chloro-1,3,5-trifluorobenzene with copper and water at 300° C., 1,3,5-trifluorobenzene can be prepared. According to Example 6 of EP 460 639, 1,3,5-tri-fluorobenzene is reacted with methanol saturated with ammonia at 200° C. for 60 hours and 3,5-difluoroaniline is obtained.

Conditions: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 33.4 g of 2-chloro-1,3,5-trifluorobenzene and 200 ml of methanol saturated with ammonia gas at room temperature were sealed in a Teflon-coating autoclave and heated on an oil bath at 160° C. for 40 hours. After the reaction, the solvent and unreacted 2-chloro-1,3,5-trifluorobenzene were distilled off from the reaction mixture under reduced pressure, and the remaining mixture of a solid component and an oily component was extracted with ether to obtain an oily product in an amount of 31.7 g (yield of 2-chloro-3,5-difluoroaniline: 95% determined by GLC analysis). After the reaction the solvent and unreacted 2-chloro-1,3,5-trifluorobenzene were distilled off from the reaction mixture under reduced pressure the remaining mixture of a solid component an oily component was extracted with ether

Conditions: temp:330.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: An autoclave was charged with 6.68 g of 2-chloro-1,3,5-trifluorobenzene, 0.5 g of water and 7.5 g of 3-5% zinc-copper couple (prepared by adding an aqueous solution of copper sulfate to an aqueous dispersion of zinc powder (copper/zinc weight ratio of 3 to 5%), allowing the mixture to stand, filtering out the solid component under reduced pressure, and washing, drying and pulverizing the solid component in a mortar), and the content was heated at 330° C. with high speed stirring for 32 hours. After the reaction, the content was distilled off, and a fraction distilled off at 74° to 77° C. was dried over sodium sulfate to obtain 1,3,5-trifluorobenzene in an amount of 2.19 g (yield 42%). prepared filtering out the solid component under reduced pressure washing drying After the reaction the content was distilled off a fraction distilled off at 74° to 77° C. was dried over sodium sulfate

Conditions: temp:300.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: An autoclave was charged with 66.8 g of 2-chloro-1,3,5-trifluorobenzene, 5 g of water and 65 g of copper powder, and the content was heated at 300° C. with high speed stirring for 28 hours. After the reaction, the content was distilled off, and the fraction distilled at 74° to 77° C. was collected and dried over sodium sulfate to obtain 1,3,5-trifluorobenzene in an amount of 38.5 g (yield 73%). After the reaction the content was distilled off the fraction distilled at 74° to 77° C. was collected dried over sodium sulfate