Cafenstrole

Cafenstrole is a member of benzenes, a sulfone and a member of triazoles. It has a role as an antimitotic, a herbicide and an agrochemical.

reparation of Triazole Thiol Potassium Salt Slowly add equimolar formamide dropwise to the tetrahydrofuran suspension of thiosemicarbazide, add a small amount of catalyst, heat to reflux, stir and react for 1h, cool to room temperature, add a small amount of water, and precipitate a white precipitate , Transfer the solid to another reaction flask, add water and an appropriate amount of KOH (exothermic). Cooled to below 5°C, it can be directly used for one-step synthesis. Preparation of 3-(2, 4, 6-trimethylphenylsulfanyl)-1, 2, 4-triazole Mix water, 2, 4, 6-trimethylaniline and appropriate amount of concentrated hydrochloric acid, and then cool Add the aqueous solution of NaNO2 to below 0℃, stir for 30min after addition, add this diazonium salt solution to the 1, 2, 4-triazole thiolate potassium salt solution below 5℃, stir for 1h, warm up to room temperature, stop After the reaction, water was added and filtered to obtain a red-yellow flocculent, with a yield of 70%. The obtained compound can be directly used in the next reaction. m.p.188℃ (reference value 186～187℃). The preparation of 3-(2, 4, 5-trimethylphenylsulfonyl)-1, 2, 4-triazole will be 3-(2, 4, 6-trimethylphenylsulfonyl)-1, 2 , 4-triazole and a certain amount of acetic acid mixture, heated to 120 ℃, add H2O2 solution. Stir at 120°C for 6h. After cooling to room temperature, white crystals precipitated, and the finished product was filtered, m.p. 229°C (literature value 229-230°C), and the yield was 77%. The synthesis of phenketonazole After mixing the tetrahydrofuran solution of 3-(2, 4, 6-trimethylphenylsulfonyl)-1, 2, 4-triazole and diethylcarbamoyl chloride, add a small amount of anhydrous carbonic acid Potassium was refluxed for 5 hours. After the reaction, a small amount of water was added, and the mixture was allowed to stand and cool to room temperature to obtain white precipitate. It was recrystallized with ethyl acetate to obtain white crystals with a yield of 81%, m.p. 114°C (document value 114-115°C). The above synthetic route has been studied by relevant domestic units, although the total yield is still low, it has been much higher than the value of foreign literature. Further research has great hope for achieving industrialization. According to literature reports, the synthesis of benzoxazole abroad follows the following route.

Triazole herbicides. Benzoconazole has the following characteristics: ①Excellent effect on barnyard grass, 200-300g/hm2 dose, high selectivity for rice; ②Effective weeds from pre-emergence to three-leaf stage; ③Long-lasting effect period Up to 40d; ④ Can control other perennial and annual weeds at the same time; ⑤ Can be used alone or mixed with other herbicides. With a dosage of 10g active ingredient/hm2, it has high activity against barnyard grass and sedge, and has no phytotoxicity to transplanted rice. The dosage of 500～100g active ingredient/hm2 can effectively control the plant of Agriturissum, Firefly and annual broad-leaved weeds. The 300g active ingredient/hm2 dose can effectively control barnyard grass and sedge grass from pre-emergence to 2.5-leaf stage without harm to transplanted rice.

Molecular Weight:350.4
XLogP3:2.9
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:350.14126175
Monoisotopic Mass:350.14126175
Topological Polar Surface Area:93.5
Heavy Atom Count:24
Complexity:532
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes