2-Chloro-1,10-phenanthroline

Light yellow solid

General procedure: The procedure is identical to general procedure I, except that reactions were conducted at 0.2 M concentration with N-oxide (1.00 equiv), POBrReference Example 32-Chloro-1, 10-phenanthroline (3) [0113] [Chem. 20] [0114] Under a stream of argon, to compound (2) (8 g; 38 mmol), phosphorus oxychloride (72 mL) and phosphorus pentachloride (9.8 g; 47.6 mmol) were added in an ice bath. The resulting reaction mixture was stirred and refluxed for 8 hours, and excess phosphorus oxychloride was removed under reduced pressure. To the resulting reaction concentrate, ice water and concentrated aqueous ammonia were added and the resulting mixture was made alkaline to precipitate crude crystals. The crude crystals were separated by filtration and washed with water, and then dried under reduced pressure to give 6.1 g (yield: 75percent) of the title compound (3). [0115] Production Example 32-Chloro-1, 10-phenanthroline (3)[0149] [Chem. 26] [0150] Under a stream of argon, to compound (2) (8 g; 38 mmol), phosphorus oxychloride (72 mL) and phosphorus pentachloride (9.8 g; 47.6 mmol) were added in an ice bath. The resulting reaction mixture was stirred and refluxed for 8 hours, and excess phosphorus oxychloride was removed under reduced pressure. To the resulting reaction concentrate, ice water and concentrated aqueous ammonia were added and the resulting mixture was made alkaline to precipitate crude crystals. The crude crystals were separated by filtration and washed with water, and then dried under reduced pressure to give 6.1 g (yield: 75percent) of the title compound (3).[0151]

Molecular Weight:214.65
XLogP3:2.7
Hydrogen Bond Acceptor Count:2
Exact Mass:214.0297759
Monoisotopic Mass:214.0297759
Topological Polar Surface Area:25.8
Heavy Atom Count:15
Complexity:234
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes