Metosulam

Solid

Solid

Metosulam is a sulfonamide.

Preparation of 5-amino-3-chlorosulfonyl-1, 2, 4-triazole In a 250mL reaction flask equipped with a stirring and chlorine tube, add 5-amino-3-mercapto-1, 2, 4-triazole 11.6g (0.1mol) of azole, 30mL of 36% hydrochloric acid, stirred and cooled to 5℃, and allowed to pass chlorine for 2～3h. After the reactant thickened, it was filtered to obtain 13.2g of pungent off-white solid product with a yield of 72.3%. mp165～166℃. The raw material 5-amino-3-mercapto-1, 2, 4-triazole can be prepared from aminoguanidine bicarbonate as a raw material and cyclized with carbon disulfide in an ethanol-glacial acetic acid mixed solvent. Preparation of N-(2, 6-dichloro-3-methylphenyl)-5-amino-1, 2, 4-triazole-2-sulfonic acid amine 17.6g (0.1mol) of 2, 6- Dichloro-3-methylaniline and 9.1g (0.05mol) of the product synthesized in the previous step were refluxed in 30mL of dry acetonitrile for 1h. The resulting slurry was dissolved in dilute sodium hydroxide solution, filtered, and adjusted to pH 2 with hydrochloric acid. ～3, 12.96g of white solid product was obtained, the yield was 80.5%, mp204～205℃. The raw material 2, 6-dichloro-3-methylaniline is prepared by acetamidation, nitration, diazotization, chlorine replacement, chlorination and hydrogenation reduction with m-aniline as the original lining. The preparation of N-(2, 6-dichloro-3-methylphenyl)-5, 7-dichloro-1, 2, 4-triazole [1, 5-α]pyrimidine-2-sulfonamide will 2 Step product 12.88g (0.04mol) and 8.1g (0.08mol) malonic acid, 30mL carbon tetrachloride is dissolved, then 60mL phosphorus oxychloride is added and refluxed for 2h. After cooling, a light brown precipitate was precipitated, filtered, and dried to obtain 12.9 g of the product, with a yield of 75.5%, m.p.269-271°C. Synthesis of Sulfentrazone 6.4g (0.015mol) of the 3-step product and 3.2g (0.06mol) of sodium methoxide were stirred in 10 mL of methanol at room temperature for 1 h, hydrochloric acid was added, and a white solid was precipitated. The product was filtered, washed with water, and dried to obtain 5.3 g, with a yield of 84.5%, m. p. 219-220°C.

A novel and highly effective triazolopyrimidine sulfonamide herbicide, acetolactase (ALS enzyme) inhibitor. It can be used to control many kinds of broad-leaved weeds in cereals and corn fields. The dosage is 15g active ingredient per hectare.

Molecular Weight:418.3
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:417.0065305
Monoisotopic Mass:417.0065305
Topological Polar Surface Area:116
Heavy Atom Count:26
Complexity:594
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes