2-AMINO-3,5-DICHLOROBENZOTRIFLUORIDE

clear orange liquid

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-trifluoromethylphenylacetic acid methyl ester prepared from A.2.10.1 Synthesis of 2, 4-dichloro-6-trifluoromethylphenylacetic acid methyl ester To a suspension of CuCI2 (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 HCI solution and extracted 3 times with EtOAc. The combined organic layers were dried over MgS04. 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 H2S04 solution was added at RT and the mixture was heated to reflux for 1 h. After concentrating in vacuo the resulting solid was partitionned between water and DCM. The water phase was extracted 3 times with DCM. The combined organic layers were dried over MgS04. 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: 8.1 1 (s, 1 H), 7.88 (s, 1 H), 3.97 (s, 2H), 3.65 (s, 3H).Example 62 (General Procedure (D)) 3-Bromo-5-Tert-Butyl-N-(2, 4-Dichloro-6-Trifluoromethyl-Phenyl)-6-Hydroxy-2-Methylbenzamide. The title compound was prepared from 3-tert-butyl-5-bromo-6-methylsalicylic acid and

Molecular Weight:230.01
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:228.9672890
Monoisotopic Mass:228.9672890
Topological Polar Surface Area:26
Heavy Atom Count:13
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes