2093. Chlorimuron-ethyl

Nomenclature

CAS number: 90982-32-4
2-[[[[(4-Chloro-6-methoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]benzoic acid ethyl ester; ethyl 2-[[[[(4-chloro-6-methoxypyrimidin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate; DPX-F6025; Classic (DuPont).
C15H15ClN4O6S; mol wt 414.82.
C 43.43%, H 3.64%, Cl 8.55%, N 13.51%, O 23.14%, S 7.73%.

Description and references

Selective sulfonylurea herbicide. Prepn: A. D. Wolf, AT 8316181; idem, US 4547215 (1984, 1985 both to Du Pont). Effect on plant growth and pigment synthesis: R. M. Devlin, Z. K. Koszanski, Proc. Annu. Meet. Northeast. Weed Sci. Soc. 40, 115 (1986). Metabolism by plants: H. M. Brown, S. M. Neighbors, Pestic. Biochem. Physiol. 29, 112 (1987). Field trial in soybeans: G. N. Rhodes et al., Tenn. Farm Home Sci. 142, 21 (1987). HPLC determn in crops: J. L. Prince, R. A. Guinivan, J. Agric. Food Chem. 36, 63 (1988). Brief review: J. S. Claus, Weed Technol. 1, 114-115 (1987).

Chemical structure

Properties

Crystals from butyl chloride, mp 198-201°. Soly (ppm): acetone 71000, acetonitrile 31000, benzene 8000, methylene chloride 153000, water (pH 7) 1200, (pH 6.5) 450, (pH 5) 11. LD50 in male, female rats (mg/kg): 4102, 4236 orally (Claus).

Use

Herbicide.