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1. IN2611/MUM/2009 - A NOVEL PROCESS FOR PREPARING 2, 6-DICHLORO-4-TRIFLUOROMETHYL-ANILINE USING AMMONIA

Note: Texte fondé sur des processus automatiques de reconnaissance optique de caractères. Seule la version PDF a une valeur juridique

[ EN ]
1. A novel process for the preparation of polyhalogenated p-trifluoromethylaniline derivatives which are useful as an intermediate for the synthesis of agrochemicals comprising reacting a compound of the formula (I) Wherein:R'l is chlorine or bromineR2 and R4 may be the same or different, are chosen from hydrogen, hydrocarbon chains and halogens;R3 is chosen from groups which are electron attracting through an inductive effect rather than a mesomeric effect;a) with ammonia in the presence of a polar solvent under pressure and at elevated temperature ranging between 200 to 300°C and at a pressure of 20 to 50 kg/cm2 to form substituted p-trifluoromethylaniline; andb) reacting substituted p-trifluoromethylaniline formed in step (a) with halogenating agents to form polyhalogenated p-trifluoromethylaniline, 2. A novel process for the synthesis of polyhalogenated p-trifluoromethylaniline according to claim 1 wherein R1 is chlorine. 3. A novel process for the synthesis of polyhalogenated p- trifluoromethylaniline according to claim 1 wherein the said elevated temperature is 240 to 250°C. 4. A novel process for the synthesis of polyhalogenated p-trifluoromethylaniline according to claim 1 wherein the reaction is conducted at a pressure of 20 to 50 kg/cm2. 5. A novel process for the synthesis of polyhalogenated p- trifluoromethylaniline according to claim 1 wherein the reaction is performed in the presence of an alkali metal halides. 6. A novel process for the synthesis of polyhalogenated p- trifluoromethylaniline according to claim 1 wherein the said alkali metal halide is potassium fluoride. 7. A novel process for the synthesis of polyhalogenated p-trifluoromethylaniline according to claim 1 wherein the said electron attracting groups are psedohalogens or perfluoroalkyl groups. 8. A novel process for the synthesis of polyhalogenated p-trifluoromethylaniline according to claim 7 wherein R3 is a perfluoroalkyl group. 9. A novel process for the synthesis of polyhalogenated p- trifluoromethylaniline according to claim 8 wherein R3 is trifluoromethyl. 10. A novel process for the synthesis of polyhalogenated p-trifluoromethylaniline according to claim 1 wherein the amine used for amination is anhydrous ammonia. 11. A novel process for the synthesis of polyhalogenated p- trifluoromethylaniline according to claim 1 wherein the halogenating agents are chlorine, sulfuryl chloride, thionyl chloride, phosphorus pentachloride (PCI5), mixture of phosphorus trichloride and chlorine (PCI3+CI2), etc. 12. A novel process for the synthesis of polyhalogenated p-trifluoromethylaniline according to claim 1 wherein the said polyhalogenated p-trifluoromethyfamfine is 2,6-dichloro-4-trifluoromethylaniline.