120974-97-2

Basic information

• Product Name: Methyl 2-(MethoxyiMino)-2-o-tolylacetate
• Synonyms: Methyl 2-(MethoxyiMino)-2-o-tolylacetate;(E)-alpha-(Methoxyimino)-2-methylbenzeneacetic acid methyl ester;Methyl (E)-2-MethoxyiMino-[2-(o-Methyl)phenyl] acetate;Benzeneacetic acid, a-(MethoxyiMino)-2-Methyl-, Methyl ester, (E)-;(E)-2-methoxyimino-[(2-O-methyl) phenyl] acetate;(E)-methyl 2-(methoxyimino)-2-o-tolylacetate
• CAS NO: 120974-97-2
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.22582
• EINECS: 1533716-785-6
• Mol File: 120974-97-2.mol

Chemical Properties

• Melting Point: 66-68℃
• Boiling Point: 282℃
• Flash Point: 117℃
• Appearance: /
• Density: 1.07
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: Methyl 2-(MethoxyiMino)-2-o-tolylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-(MethoxyiMino)-2-o-tolylacetate(120974-97-2)
• EPA Substance Registry System: Methyl 2-(MethoxyiMino)-2-o-tolylacetate(120974-97-2)

Safety Data

• Hazardous Substances Data: 120974-97-2(Hazardous Substances Data)

Usage

Uses

Used in Plant Protection Industry:
Methyl 2-(MethoxyiMino)-2-o-tolylacetate is used as an intermediate in the synthesis of Trifloxystrobin (T778900), a broad-spectrum foliar fungicide. This fungicide is employed for plant protection, helping to control a wide range of fungal diseases and ensuring the health and productivity of crops.

Physical Form

Solid

Upstream product

• 178240-01-2 methyl (E)-2-hydroxyimino-2-o-tolylacetate 
• 77-78-1 dimethyl sulfate 
• 2028-34-4 o-toluene-diazonium chloride 
• 34966-54-6 methyl 2-oxo-2-(o-tolyl)acetate 
• 593-56-6 N-methoxylamine hydrochloride 
• 67-56-1 methanol 
• 1462379-43-6 (E)-2-methoxyimino-2-(o-tolyl)acetic acid 
• 932-31-0 ortho-tolylmagnesium bromide 
• 67-62-9 O-Methylhydroxylamin 
• 5955-73-7 2-methylbenzoyl cyanide 
• 933-88-0 ortho-toluoyl chloride 
• 577-16-2 2-Methylacetophenone 
• 529-20-4 2-methylphenyl aldehyde 
• 85589-34-0 2-hydroxy-2-(2-methylphenyl)acetonitrile 

Downstream Products

• 133409-72-0 methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate 
• 1048965-93-0 (E)-methyl 2-(2-((1-(2,4-dichloro-5-(ethylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-2-(methoxyimino)acetate 
• 1048965-95-2 (E)-methyl 2-(2-((1-(2,4-dichloro-5-(phenylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-2-(methoxyimino)acetate 
• 1048965-86-1 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(methylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-2-(methoxyimino)acetate 
• 1048965-87-2 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(phenylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-2-(methoxyimino)acetate 
• 1048965-91-8 (E)-methyl 2-(2-((1-(2,4-dichloro-5-(methylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-2-(methoxyimino)acetate 
• 43121-43-3 trifloxystrobin 

Relevant articles and documents

Synthesis and fungicidal activity of (E)-α-(Methoxyimino)benzeneacetate derivatives containing 1,2,4-triazole schiff base side Chain

Figure presented To find new strobilurin analogs with high activity against resistant pathogens, twelve (E)-α-(methoxyimino)benzeneacetate derivatives containing 1,2,4-triazole Schiff base side chain 3a-3l were designed and synthesized. Their structures were confirmed by IR, 1H-NMR, EIMS, and elemental analyses. Bioassays indicated that most of the target compounds showed moderate to good fungicidal activities against Physalospora piricola Nose and Alternaria solani. For example, compounds 3d, 3e, and 3f possessed 99.5%, 100%, and 95.6% inhibition against Physalospora piricola Nose, whereas compounds 3d, 3f, and 3g exhibited 92%, 91%, and 92% inhibition against Alternaria solani at the concentration of 50 mg/L, respectively.

Preparation method of (E)-2-methyl-alpha-methoxyimino methyl phenylacetate and intermediate thereof

The invention provides a preparation method of (E)-2-methyl-alpha-methoxyimino methyl phenylacetate and an intermediate thereof, and the intermediate 2-methyl-alpha-hydroxyimino phenylacetic acid is prepared by taking 2-methyl-alpha-hydroxyimino phenylace

Intermediate for preparing trifloxystrobin and synthesis method of intermediate

The invention relates to an intermediate for preparing trifloxystrobin and a synthesis method of the intermediate, wherein the synthesis method comprises the steps: by taking 2-oxime-o-methyl phenylacetonitrile as a raw material, heating and hydrolyzing i

(E)-2-(2-tolyl)-2-methoxyimino methyl acetate preparation method

The invention provides a (E)-2-(2-tolyl)-2-methoxyimino methyl acetate preparation method, which comprises: carrying out a saponification reaction on (Z)-2-(2-tolyl)-2-methoxyimino methyl acetate or (E/Z)-2-(2-tolyl)-2-methoxyimino methyl acetate or a mother liquor containing (E/Z)-2-(2-tolyl)-2-methoxyimino methyl acetate and an alkali to obtain (E)-2-(2-tolyl)-2-methoxyimino acetic acid, and carrying out a reaction on the obtained (E)-2-(2-tolyl)-2-methoxyimino acetic acid and a methylation reagent under an alkaline condition to obtain (E)-2-(2-tolyl)-2-methoxyimino methyl acetate. Accordingto the method disclosed by the invention, the Z configuration is converted into the E configuration product, so that the yield of the obtained E configuration product is obviously improved, the corrosion to equipment is small, the environmental pollution is not easily caused, and the method is an environment-friendly chemical synthesis process.

Green synthetic method of kresoxim-methyl

The invention belongs to the technical field of fine chemical engineering, and particularly relates to a green synthetic method of kresoxim-methyl. The method comprises the following steps: carrying out nitrous nitrification by using 2-methylbenzyl cyanide as an initial raw material, carrying out methylation, carrying out hydrolytic methylation or hydrolytic esterification, carrying out bromination and carrying out an etherification reaction to obtain the high-content kresoxim-methyl. The method provided by the invention has a short reaction period, a high conversion rate, and excellent product quality, changes the defect that high-concentration hydrochloric acid gas is used for preparation in a traditional process, and has the advantages of simple operation steps, simple equipment, low energy consumption, a short period, high productivity and environmental protection.

AN IMPROVED PROCESS FOR THE PREPARATION OF TRIFLOXYSTROBIN

The present invention relates to an improved process for the preparation of trifloxystrobin of formula (I), which is simple, economical, efficient, user and environment friendly, moreover commercially viable with higher yield and chemical purity.

Preparation method for methyl (E)-2-methoxyimino-2-(o-methylphenyl) acetate

The invention belongs to the field of chemical synthesis, in particular to a preparation method for the methyl (E)-2-methoxyimino-2-(o-methylphenyl) acetate. The method comprises the following steps:in the presence of a catalyst, making a compound shown in a formula (I) and a compound show as a formula (II) react to obtain the methyl (E)-2-methoxyimino-2-(o-methylphenyl) acetate; in the formula (I), X is selected from Cl, Br, -I, -OTs, -OMs or -OTf. The preparation method provided by the invention has the advantages of low-cost and readily-available raw materials, low production cost, short synthesis route, simple process and high yield; meanwhile no extremely toxic substances are used in the preparation process of raw materials, injury on people and damage to environment are lowered, sothat the preparation method can meet the requirement on environment-friendly development. The formulas are shown in the description.

Synthesis and evaluation of essential oil-derived β-methoxyacrylate derivatives as high potential fungicides

Essential oils (EOs) are plant-derived aroma compounds with a wide range of biological activity, but their actions are slow, and they are typically unstable to light or heat, difficult to extract and so on. To find highly potential fungicides derived from natural EOs, a series of essential oil-based β-methoxyacrylate derivatives have been designed and synthesized. The target compounds have been screened for their potential fungicidal activity against eleven species of plant pathogen fungi, including Alternaria alternata, Phomopsis adianticola, Pestalotiopsis theae, Sclerotinia sclerotiorum, etc. Compared with intermediates I, the parent essential oils and azoxystrobin, almost all of essential oil-based β-methoxyacrylate derivatives exhibited significantly better fungicidal activity. Further investigation revealed that some compounds showed remarkable inhibitory activities against Pestalotiopsis theae, Phomopsis adianticola, Sclerotinia sclerotiorum and Magnapothe grisea at different concentrations in contrast to the commercial product azoxystrobin. Compound II-8 exhibited particularly significant fungicidal activity.

Synthesis and biological evaluation of kresoxim-methyl analogues as novel inhibitors of hypoxia-inducible factor (HIF)-1 accumulation in cancer cells

We designed and synthesized strobilurin analogues as hypoxia-inducible factor (HIF) inhibitors based on the molecular structure of kresoxim-methyl. Biological evaluation in human colorectal cancer HCT116 cells showed that most of the synthesized kresoxim-methyl analogues possessed moderate to potent inhibitory activity against hypoxia-induced HIF-1 transcriptional activation. Three candidates, compounds 11b, 11c, and 11d were identified as potent inhibitors against HIF-1 activation with IC50 values of 0.60–0.94?μM. Under hypoxic condition, compounds 11b, 11c, and 11d increased the intracellular oxygen contents, thereby attenuating the hypoxia-induced accumulation of HIF-1α protein.

A NOVEL PROCESS FOR THE PREPARATION OF TRIFLOXYSTROBIN

The present invention relates to a novel process for preparation of methyl (αE)-(α- (methoxyimino)-2-[[[(E)-[1-[3- (trifluoromethyl) phenyl] ethylidene] amino] oxy] methyl] benzeneaceate (Trifloxystrobin) compound of formula (I) in free form or in agro chemically acceptable salt form useful as a pest control agent.The present invention also relates to a novel process for preparation of methyl (2E)-[2-(bromomethyl) phenyl] (methoxyimino) ethanoate of formula (X) intermediate of Trifloxystrobin. [Formula should be inserted here].