Fluotrimazole

Fluotrimazole is a triazole fungicide.

Preparation of 3-Trifluoromethyl Trityl Alcohol Dissolve 0.2 mol m-bromobenzotrifluoride in 100 mL anhydrous ether, first take 30 mL and add it dropwise to a reaction flask containing 0.2 mol magnesium chips and a small particle of iodine. After the addition is complete Warm in a water bath to start the reaction. Then slowly drip the remaining m-bromobenzotrifluoride, and cool the reaction flask with cold water. After dripping, use a cold water bath to heat and reflux for 30 minutes to complete the effect of magnesium chips. Distill the ether, cool, add dropwise anhydrous benzene containing benzophenone (0.2mol benzophenone+150mL benzene), and heat to reflux for 2h after dripping. Cool, add dropwise saturated aqueous ammonium chloride solution (containing 40g of NH4Cl) to hydrolyze the product, separate the benzene layer, extract the water layer, combine the benzene layers, distill the benzene, and steam distill. ～184℃/80Pa fraction. The yield was 49%. After the oily substance is placed, it becomes a massive crystal of 3-trifluoromethyltrityl alcohol. Preparation of 3-trifluoromethyltriphenylchloromethane: Mix 0.1mol of the product from the previous step and 15.6g of benzene, add 0.22mol of concentrated hydrochloric acid, shake to dissolve the alcohol, separate the benzene layer, and use the hydrochloric acid layer Extraction with benzene, combine the benzene layers, dry and distill the benzene to obtain 3-trifluoromethyltriphenylchloromethane as a pale yellow oily product, which can be directly used in the next step. The synthesis of trifluorobendazole takes DMF as solvent and triethylamine as acid binding agent. Under the protection of nitrogen, 3-trifluoromethyltriphenylchloromethane is reacted with 1, 2, 4-triazole to obtain trifluoro Benzazole. The operation process is: 0.1mol of the product of the previous step, 0.1mol of 1, 2, 4-triazole, 250mL of N, N-dimethylformamide and 11.0g of triethylamine, under the protection of nitrogen, react at 90～100℃ 3h, the solvent was removed under reduced pressure, the residue was washed with hydrogen chloride with water, then extracted with dichloromethane and dried with anhydrous magnesium sulfate to obtain a pale yellow solid. Recrystallization from acetone gave white crystals. The total yield of step 2 and step 3 is 55%.

It is a high-efficiency and broad-spectrum fungicide, which has special effects on cucumber, peach, grape, barley, sugar beet and other crops.

Molecular Weight:379.4
XLogP3:5.7
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:379.12963201
Monoisotopic Mass:379.12963201
Topological Polar Surface Area:30.7
Heavy Atom Count:28
Complexity:480
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes