Sintofen [iso]
cintofen
CAS: 130561-48-7
Molecular Formula: C18H15ClN2O5
Sintofen [iso] - Names and Identifiers
Sintofen [iso] - Physico-chemical Properties
| Molecular Formula | C18H15ClN2O5 |
| Molar Mass | 374.78 |
| Density | 1.41±0.1 g/cm3(Predicted) |
| Boling Point | 589.5±60.0 °C(Predicted) |
| Storage Condition | Room Temprature |
| Physical and Chemical Properties | Chemical properties The original drug is yellow-white powder with a slight smell. M. p.260 ~ 263 ℃, relative density 0.06, slightly soluble in water and most organic solvents, soluble in sodium hydroxide solution. |
| Use | Uses benzopyridazine plant growth regulators. It is mainly used as a male-killing agent, which can block the development of pollen in cereal crops, so that it can lose the ability to inseminate and self-cross, which can be cross-pollinated to obtain hybrid seeds. Used in wheat and other small grains before pollen formation, tapetum cells are the tissue that provides nutrition for microspore development, and the medicament can inhibit the formation of pollen precursor compounds, the development of microspores in the mononuclear stage is inhibited. The medicament was absorbed by the leaves, and mainly transmitted upward, most of which existed in the spikes and the aerial parts, and the roots and tillers were very few. When the humidity is large, it is beneficial to absorption. When the young spike of spring wheat grows to 0.6 ~ 1cm, that is, it is in the period between the primordium of the male and female and the differentiation of the drug septum, 33% of the active ingredient/hm2 is used, and 250 ~ 300kg of demineralized water is added to spray evenly, the wheat leaf surface spray is uniform, no water droplets can be seen, the relative male sterility rate is more than 98%, the natural outcrossing setting rate is 65%, the purity of the hybrid is more than 97%, and the secondary crops are small. Winter wheat is suitable for application at the stage of drug septum, spikelet length is 0.55 ~ 1cm, and the dosage is the same as that of spring wheat. |
Sintofen [iso] - Upstream Downstream Industry
Sintofen [iso] - Nature
| acidity coefficient (pKa) | 0.16±0.20(Predicted) |
| EPA chemical information | 3-Cinnolinecarboxylic acid, 1-(4-chlorophenyl)-1,4-dihydro-5-(2-methoxyethoxy)-4-oxo- (130561-48-7) |
Last Update：2024-04-10 22:29:15
Sintofen [iso] - Production method
preparation of ethyl 2,6-dichlorobenzoylformyl acetoacetate (hereinafter referred to as trione) 80mL of solvent, 19.0g of magnesium chloride and 26.0g of ethyl acetoacetate are added, 70mL of pyridine is added dropwise below 5 ℃, stirred at room temperature for 30min, 42.0g of 2,6-dichlorobenzoyl chloride and 100mL of solvent are added. After cooling, concentrated sulfuric acid is added dropwise, solvent and water are added, stirred, let stand, the organic layer is washed with water, and the product is about 53.0g.
2,6-dichlorobenzoyl ethyl acetate (hereinafter referred to as diketone) was prepared by adding 180mL of solvent, 29.0g of potassium acetate and 50mL of acetic acid, and the pH value reached 6.5. The buffer solution is added to the crude triketone prepared by the previous reaction, refluxing for 20 hours, dissolving, adding toluene and water, stirring, separation, water washing toluene layer, decompressing and dissolving to obtain about 40.0g of product.
Preparation of 3-(2, 6-dichlorophenyl)-2, 3-dioxypropionate ethyl ester -2-(4-chlorophenyl) membrane The diazonium salt solution of p-chloroaniline was added to the ethanol solution containing 112g potassium acetate and 150g diketone, reacted at 30 ℃ for 10h, and filtered, washed with water and dried to obtain about 160g of the product.
Preparation of 1-(4 '-chlorophenyl)-5-chloro -1, 4-dihydro-4-oxo-pyridine -3-formic acid Add 400mL of solvent, the product synthesized in step 3, 70.0g of anhydrous potassium carbonate, 2.0g of phase transfer catalyst (such as tetrabutylamine bromide), reflux dehydration for 2-4h, desolution, add 400mL of water, heat to 50 ℃ under stirring, filtration, washing and drying to obtain about 120g of cyclitic product.
Then 120g of closed loop, 500mL of dioxane and 80mL of concentrated hydrochloric acid are heated and refluxed for 4 hours, water is added, cooled, filtered, the filter cake is washed with water, and about 106g of cyclized hydrolysate is obtained after drying.
To synthesize androstine, 400mL of ethylene glycol monomethyl ether and 67.0g of potassium hydroxide are added, about 20mL are steamed by heating, 110g of hydrolysate is added, heated for 30min, about 200mL of ethylene glycol monomethyl ether is steamed under reduced pressure, water is added, when heated until the solution is permeable, water is poured into a flask, 600mL of water is added, stirred and filtered, the filtrate is.
Last Update：2024-04-09 21:11:58
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CAS: 130561-48-7
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Raw Materials for Sintofen [iso]