5-chloro-4-iodo-2-nitroaniline

Compound number 103 (i.e., 6-chloro-5-(3-chlorophenyl)-2-trifluoromethylthiobenzimidazole) was prepared as follows. A 50-mL round-bottom flask was purged and maintained with an inert atmosphere of nitrogen. 5-chloro-2-nitroaniline (10 g, 57.95 mmol, 1.00 equiv), acetic acid (100 mL) and NIS (13 g, 57.78 mmol, 1.00 equiv) was placed in the flask. The resulting solution was stirred for 3 h at 50° C. in an oil bath. The resulting solution was poured into 300 mL of HCompound 1 is2-nitro-5-chloro-aniline(1500 g, 8.7 mol) was added to 15 L of acetic acid, Then add N-iodosuccinimide See 3(1957. (^, 8.711101), heated to 55 ° (: reaction 211, 11 (: test the end of the reaction).The reaction solution was cooled to 10 ° C, filtered, the cake was washed with acetic acid, washed with water and saturated sodium bicarbonate solution, and washed with water until neutral.The crude product was dried to give the compound 2S 2-nitro-4-iodo-5-chloroaniline (2200 g, 7.4 mol) in 85percent5-chloro-2-nitroaniline (5.00 g, 29.0 mmol), potassium acetate (5.69 g, 57.9 mmol) and iodine monochloride (9.41 g, 57.9 mmol) were stirred in acetic acid (100 ml) at 60°C for 18h. Water was added to the mixture and the resulting suspension was filtered, washed with water and dried at 60°C under reduced pressure to give 7.2 g (84 percent yield) of the title compound. 1H NMR (400 MHz, DMSO-d6) _ ppm 7.26 (s, 1H) 7.60 (s, 2 H) 8.36 (s, 1H)

Molecular Weight:298.46
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:297.90060
Monoisotopic Mass:297.90060
Topological Polar Surface Area:71.8
Heavy Atom Count:12
Complexity:187
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes