Reference of 62593-17-3, A common heterocyclic compound, 62593-17-3, name is 2,4-Dichloro-6-(trifluoromethyl)aniline, molecular formula is C7H4Cl2F3N, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a suspension of CuCl2 (3.0 mmol) in 30 mL CH3CN was added tBu-nitrite (4.1 mmol) followed by dropwise addition of 1,1-dichloroethylen (39.1 mmol). A solution of 2,4-dichloro-6-trifluoromethylaniline (2.2 mmol) in 2 mL CH3CN was slowly added. After stirring at RT overnight, the reaction was quenched with 25percent aqueous HCl solution and extracted 3 times with EtOAc. The combined organic layers were dried over MgSO4. After removal of the solvent the crude was redissolved in 3 mL MeOH. After addition of 2.4 mL of a 30percent solution of NaOMe in MeOH the mixture was refluxed for 5 h. Then, 1.8 mL concentrated H2SO4 solution was added at RT and the mixture was heated to reflux for 1 h. After concentrating in vacuo the resulting solid was partitioned between water and DCM. The water phase was extracted 3 times with DCM. The combined organic layers were dried over MgSO4. Purification with CC using Hept/EtOAc (10/1) gives the desired product as yellowish oil. _LC-MS (A): tR=0.93 min; 1H NMR ((CD3)2SO) delta: 8.11 (s, 1H), 7.88 (s, 1H), 3.97 (s, 2H), 3.65 (s, 3H).
The synthetic route of 62593-17-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ACTELION PHARMACEUTICALS LTD.; Hilpert, Kurt; Hubler, Francis; Kimmerlin, Thierry; Renneberg, Dorte; Stamm, Simon; US2015/25075; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics