Nicosulfuron

The IUPAC name of Nicosulfuron is 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-N,N-dimethylpyridine-3-carboxamide. With the CAS registry number 111991-09-4, it is also named as 2-((((4,6-Dimethoxy-(2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-N,N-dimethyl-3-pyridinecarboxamide. The product's categories are Herbicide; Agro-Products; Amines; Heterocycles; Sulfur & Selenium Compounds. It is white solid which should be stored at the temperature of 0-6 °C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.36; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.2; (4)ACD/LogD (pH 7.4): -2.36; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 12; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.593; (13)Molar Refractivity: 96.33 cm³; (14)Molar Volume: 283.9 cm³; (15)Polarizability: 38.19×10^-24 cm³; (16)Surface Tension: 67 dyne/cm; (17)Rotatable Bond Count: 6; (18)Tautomer Count: 5; (19)Exact Mass: 410.100853; (20)MonoIsotopic Mass: 410.100853; (21)Topological Polar Surface Area: 161; (22)Heavy Atom Count: 28; (23)Complexity: 642.

Preparation of Nicosulfuron: Using 2-chloro-nicotinic acid as the starting material. Then we can get the intermediate 2-amino-sulfonyl-N, N-dimethyl pyridine amide by amidation, sulfonation and ammoniation. And then 2-amino-sulfonyl-N, N-dimethyl pyridine reacts with chloroformate to obtain the compound 1. At last, we can get Nicosulfuron by the reaction of compound 1 with 2-amino-4,6-dimethoxy pyrimidine.

Uses of Nicosulfuron: It is post-emergence sulfonylurea herbicide which can be used to control single and double leaf weeds in corn field. It is also used used to control broadleaf weeds and sedge weeds in rice seedling bed, Honda and paddy fields. In addition, it can react with methanol to get C₁₀H₁₃N₃O₅S. This reaction reacts at temperature of 50 °C. The reaction time is 20 hours. The yield is 70%.  

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes and skin, so people shold svoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(Nc1nc(OC)cc(OC)n1)NS(=O)(=O)c2ncccc2C(=O)N(C)C
2. InChI:InChI=1/C15H18N6O6S/c1-21(2)13(22)9-6-5-7-16-12(9)28(24,25)20-15(23)19-14-17-10(26-3)8-11(18-14)27-4/h5-8H,1-4H3,(H2,17,18,19,20,23)

The following are the toxicity data which has been tested.