Hymexazol

White SolidChEBI: A member of the class of isoxazoles carrying hydroxy and methyl substituents at positions 3 and 5 respectively. It is used worldwide as a systemic soil and seed fungicide for the control of diseases caused by Fusarium, Aphanomyces Pythium, and Corticium spp. in rice, sugarbeet, fodderbeet, vegetables, cucurbits, and ornamentals.

Hymexazol is a member of the class of isoxazoles carrying hydroxy and methyl substituents at positions 3 and 5 respectively. It is used worldwide as a systemic soil and seed fungicide for the control of diseases caused by Fusarium, Aphanomyces, Pythium, and Corticium spp. in rice, sugarbeet, fodderbeet, vegetables, cucurbits, and ornamentals. It has a role as an antifungal agrochemical. It is a member of isoxazoles and a heteroaryl hydroxy compound.

Preparation Method 1 Preparation of β-chlorocrotonic acid ethyl ester Add ethyl acetoacetate and 0.115mol phosphorus pentachloride to 40mL benzene, stir at -8～-5℃ for 3h, then add 30mL methanol and 30mL aqueous solution Decompose phosphorus oxychloride and distill under reduced pressure to obtain β-chlorocrotonic acid ethyl ester light yellow liquid, bp50～52℃/1.33×103Pa, refractive index 1.4567, yield 77%～78% (literature value: bp51℃/1.33 ×103Pa, refractive index 1.4596). The preparation of ethyl β-chlorocrotonate can also adopt the non-solvent method, and the post-treatment adopts the process of decomposing phosphorus oxychloride with water and standing stratification. Operation process: Stir the ethyl acetoacetate with 0.067mol phosphorus pentachloride at 0℃ for 6h, control the temperature not to exceed 10℃, drop water to decompose phosphorus oxychloride, let stand for 30min, distill the light yellow liquid under reduced pressure, Obtained β-chlorocrotonic acid ethyl ester, yield 85%. Synthesis of oxacillin Dissolve 45.2g (0.807mol) of potassium hydroxide in 200mL of methanol, add dropwise an aqueous solution containing 16g (0.228mol) of hydroxylamine hydrochloride, and add 20g (0.133mol) of β-chloroform at 0～5℃ A 40 mL methanol solution of ethyl crotonate was stirred at 68°C for 4 h. After the reaction was completed, 30 mL of concentrated hydrochloric acid was neutralized to pH=1. The solvent was recovered by filtration and distillation under reduced pressure. The residual liquid was cooled, filtered, and dried to obtain 12.2 g. Color needle crystal, mp81～82.5℃ (literature value: 81℃), purity 98%, yield 90%. Preparation Method 2: Ethyl acetoacetate is chlorinated with phosphorus pentachloride to form ethyl 3, 3-dichlorobutyrate, and then reacted with hydroxylamine hydrochloride to form N-hydroxy-3, 3-dichlorobutanamide, and then Sodium hydroxide reaction, deacidification, cyclization to obtain oxalicarb. Preparation method 3: Add 0.02mol benzylhydroxylamine and 0.02mol diketene to benzene, heat and reflux for 1h to obtain 75% benzylacetoacetyl hydroxamic acid. Take 0.01mol of benzylacetoacetyl hydroxamic acid in methanol, shake in a hydrogen stream for 3h in the presence of 20% Pd-C, the mixture is filtered, the filtrate is evaporated, and the resulting residue is placed in ethanol saturated with hydrochloric acid overnight. Then evaporate under vacuum to get 71% product.

Agricultural fungicide and plant growth regulator.

Molecular Weight:99.09
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:99.032028402
Monoisotopic Mass:99.032028402
Topological Polar Surface Area:38.3
Heavy Atom Count:7
Complexity:128
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes