Fenclorim

White to off-white solid

Fenclorim is a member of pyrimidines and an organohalogen compound.

General procedure: To 40 g of the 2-substituted 6-hydroxy-[3H]-pyrimidin-4-one 4, 300 mL of phosphoryl chloride was added. The mixture was heated for 48 h at 100°C. The excess of phosphoryl chloride was removed by distillation under reduced pressure (20 mbar). Chloroform (200 mL) and ice water (100 mL) were added and the mixture was well stirred for 30 min. The solution was adjusted to pH 5–6 with aqueous sodium carbonate solution. The organic layer was separated and the water phase was extracted three times with 200 mL of chloroform. The combined chloroform phases were dried with magnesium sulfate, filtered, and finally the chloroform was removed under reduced pressure. The obtained crude material was distilled under reduced pressure or purified by column chromatography using silica gel, mesh 60, and chloroform.A mixture of compound 2-phenyl-pyrimidlne-4, 6-diol (33 g, 175.5 mmol) andPOClStep a: 4, 6-Dichloro-2-phenyl-pyrimidine (6a); To a mixture of 2-phenylpyrimidine-4, 6-diol (7 g, 0.037 mol) in POCI3 (26 ml, 0.279 mol), amine was added slowly (11.8 ml, 0.074 mol). The reaction mixture was heated to reflux for 3h. Some of the POCI3 was evaporated, and the residue was poured on ice followed by extraction with EtOAc. The organic layer was washed with brine, dried (MgSO4, 6-dichloro-2-phenylpyrimidineN-Butyl lithium (3.22 g, 50.3 mmol, and 1.6N in hexane) was added dropwise to a stirred solution of bromobenzene (7.9 g, 50.3 mmol) in THF (70 mL) over a period of 30 min at -78 °C, and reaction was continued stirring for 2 h. The generated phenyl lithium was added dropwise to a stirred solution of 4, 6-dichloropyrimidine (5 g, 33.5 mmol) in THF (50 mL) over a period of 45 min at -78 The intermediate (1.75 g, 9.30 mmol) was added to a 100 mL round-bottomed flask, and phosphorus oxychloride (3.57 g, 23.23 mmol) in an oil bath at 110 ° C and the progress of the reaction was checked by thin layer chromatography.3 h after the end of the reaction, careful drop of ice water until precipitation precipitation is no longer so far, The reaction mixture, which had been cooled to room temperature, was filtered under reduced pressure, and the resulting precipitated crude product was purified by recrystallization from ethanol to give a pale yellow solid 5 (1.79 g, yield 86.06percent).

Herbicide safener.

Molecular Weight:225.07
XLogP3:4.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:223.9908036
Monoisotopic Mass:223.9908036
Topological Polar Surface Area:25.8
Heavy Atom Count:14
Complexity:173
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes