33452-25-4

Upstream product

• 98-86-2 acetophenone 
• 1449795-25-8 sodium {[(1-methyl-1H-tetrazol-5-yl)(phenyl)ethylene]amino}oxidanide 
• 1202945-76-3 but-3-yn-1-yl (6-(((((1-methyl-1H-tetrazol-5-yl)(phenyl)methylene)amino)oxy)methyl)pyridin-2-yl)carbamate 
• 613-90-1 benzoyl cyanide 
• 624-90-8 methyl azide 
• 83490-71-5 N?methyl?2?oxo?2?phenylacetamide 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 

Downstream Products

• 1083086-53-6 (Z)?(1?methyl?1H?tetrazol?5?yl)(phenyl)methanone oxime 
• 14506-41-3 phenyl(1H-tetrazol-5-yl)methanone 

Relevant academic research and scientific papers

Generation of hazardous methyl azide and its application to synthesis of a key-intermediate of picarbutrazox, a new potent pesticide in flow

Generation and reactions of methyl azide (MeN3) were successfully performed by using a flow reactor system, demonstrating that the flow method serves as a safe method for handling hazardous explosive methyl azide. The reaction of NaN3 and Me2SO4 in a flow reactor gave a MeN3 solution, which was used for Huisgen reaction with benzoyl cyanide in a flow reactor after minimal washing. The resulting 1-methyl-5-benzoyltetrazole serves as a key intermediate of picarbutrazox (IX), a new potent pesticide.

Diphenyl ether-substituted oxime derivative and application thereof in agriculture

The invention relates to a diphenyl ether-substituted oxime derivative and application thereof in agriculture, the diphenyl ether-substituted oxime derivative has a structure as shown in formula (I), Q is phenyl, T is tetrazolyl, L is 1, 2, 4-oxadiazolyl

Design, synthesis, and biological evaluation of phenyloxadiazole derivatives as potential antifungal agents against phytopathogenic fungi

Abstract: A novel series of picarbutrazox-inspired oxadiazole hybrids was synthesized and the derivatives’ biological activity against phytopathogenic fungi was investigated. The molecules were designed by retaining the active fragment of tetrazolyl phenyloxime ether of lead compound picarbutrazox, while introducing the potentially active oxadiazole-derived fragment. Bioassay results revealed that some of the title compounds showed potent in vivo antifungal activities to control cucumber downy mildew. Therefore, this novel oxadiazole phenyloxadiazole derivative can be used as a potential antifungal agent to control cucumber downy mildew and other phytopathogenic fungi for crop protection. Graphic abstract: [Figure not available: see fulltext.].

Synthesis, fungicidal activity, and 3D-QSAR of tetrazole derivatives containing phenyloxadiazole moieties

In an effort to discover new agents with good fungicidal activities against CDM (cucumber downy mildew), a series of tetrazole derivatives containing phenyloxadiazole moieties were designed and synthesized. The EC50 values for fungicidal activities against CDM were determined. Bioassay results indicated that most synthesized compounds exhibited potential in vivo fungicidal activity against CDM. A CoMFA (comparative molecular field analysis) model based on the bioactivity was developed to identify some primary structural quality for the efficiency. The values of q2 and r2 for the established model were 0.791 and 0.982 respectively, which reliability and predict abilities were verified. Three analogues (q3, q4, q5) were designed and synthesized based on the model. All these compounds exhibited significant fungicidal activity on CDM with the EC50 of 1.43, 1.52, 1.77 mg·L?1. This work could provide a useful instruction for the further structure optimization.

Novel oxime derivative as well as preparation method and application thereof

The invention relates to a novel oxime derivative and a preparation method and application thereof, the novel oxime derivative has a structure as shown in formula (I), Q is optionally substituted phenyl, T is C1-6 alkyl substituted tetrazolyl, and A is th

Oxime derivative and application thereof in agriculture

The invention relates to an oxime derivative and an application thereof in agriculture, the oxime derivative has a structure as shown in formula (I), and Ra, Rb, Rc, Rd and Re are respectively and independently hydrogen, halogen and the like; T is tetrazolyl, M is 1, 3, 4-oxadiazolyl, 1, 2, 4-oxadiazolyl, 1, 3, 4-thiadiazolyl, 1, 2, 4-thiadiazolyl, 1, 2, 4-triazolyl, 1, 3, 4-triazolyl and the like; A is phenyl or phenyl optionally substituted by 1, 2, 3, 4 or 5 selected from halogen, cyano, nitro, hydroxyl, C1-6 alkyl, C1-6 alkoxy, halogenated C1-6 alkyl and the like; the oxime derivative disclosed by the invention has the advantages of small dosage and high control effect on cucumber downy mildew, and can be further developed to be applied as a bactericide.

1, 3, 4-oxadiazole oxime derivative as well as preparation method and application thereof

The invention relates to a 1, 3, 4-oxadiazole oxime derivative as well as a preparation method and application thereof. Specifically, the present invention relates to a 1, 3, 4-oxadiazole oxime derivative represented by a formula (I) or a stereoisomer, nitrogen oxide or salt thereof represented by a formula (I), and a preparation method of the 1, 3, 4-oxadiazole oxime derivative, uses of the 1, 3,4-oxadiazole oxime derivative and the stereoisomer, nitrogen oxide or salt thereof as bactericides in agriculture, and forms of bactericide compositions thereof, as well as methods of controlling plant disease using these compounds or compositions; and A, R1, Ra, Rb, Rc, Rd, Re, T and x have the meanings described in the invention.

METHOD FOR MANUFACTURING CORRESPONDING KETONE COMPOUND FROM KETOXIME ALKALI METAL SALT OR KETOXIME ALKALI EARTH METAL SALT

PROBLEM TO BE SOLVED: To provide a method for efficiently manufacturing a corresponding ketone compound from ketoxime alkali metal salt or ketoxime alkali earth metal salt. MEANS FOR SOLVING THE PROBLEM: A corresponding ketone compound is manufactured from ketoxime alkali metal salt or ketoxime alkali earth metal salt by a method of hydrolysis of the ketoxime alkali metal salt or the ketoxime alkali earth metal salt such as tetrazolyl=aryl=ketoxime sodium salt in a water insoluble solvent such as an aromatic hydrocarbon solvent such as toluene and xylene and a halogenated hydrocarbon solvent such as chloroform and carbon tetrachloride in a presence of hydrochloric acid. The obtained ketone compound is oximated to manufacture ketoxime of an objective structure. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

METHOD FOR PREPARATION OF CERTAIN 1,5 DISUBSTITUTED TETRAZOLES

The invention discloses a method for the preparation of certain 1,5 disubstituted tetrazole and similar compounds starting from certain thioacetamides, which ultimately allows the preparation of these certain 1,5 disubstituted tetrazoles from readily avai

Phototransformation of tetrazoline oxime ethers: Photoisomerization vs. photodegradation

Fungicides showing potent biological activity in green house may have poor activity in the field due to fast photodegradation. This is the case of tetrazoline oxime ethers 1 and 2, active in the Z form, on which very little is known. A comprehensive study was therefore conducted to understand the photochemical behaviour of these compounds. It could be firmly demonstrated that both photoisomerization Z → E and photodegradation occur, and that interestingly photodegradation only takes place from E forms. Quantum yields of photoisomerization lay within the range 0.38-0.48 and those of E photodegradation in the range 0.06-0.11. During the reaction, the non-fungicidal E forms become the major isomers due to their lower solar light absorptivity than Z forms. The analytical study showed that photodegradation involves the cleavage of the N-O bond and allowed the identification of photoproducts arising from the rearrangement of the iminyl and alkoxyl radicals. Moreover, the proposed mechanism of alkoxyl radical oxidation into corresponding aldehyde and acid was elucidated using a computational study. This fundamental investigation fully explains the fast loss of the fungicidal activity of tetrazoline oxime ethers 1 and 2 in the field.