Sintofen

ChEBI: A member of the class of cinnolines that is 1-(p-chlorophenyl)cinnolin-4-one which is substituted at positions 3 and 5 by carboxy and 2-methoxyethoxy groups, respectively. It is a chemical hybridisation agent, used for the sterilisation of whet.

Sintofen is a member of the class of cinnolines that is 1-(p-chlorophenyl)cinnolin-4-one which is substituted at positions 3 and 5 by carboxy and 2-methoxyethoxy groups, respectively. It is a chemical hybridisation agent, used for the sterilisation of wheat. It has a role as a chemical hybridisation agent. It is a member of cinnolines, a monocarboxylic acid, a member of monochlorobenzenes and an aromatic ether.

Preparation of 2, 6-dichlorobenzoyl acetoacetate (hereinafter referred to as triketone) 80mL of solvent, 19.0g of magnesium chloride, 26.0g of ethyl acetoacetate were added, 70mL of pyridine was added dropwise below 5℃, and stirred at room temperature After 30 minutes, a solution containing 42.0 g of 2, 6-dichlorobenzoyl chloride and 100 mL of solvent was added, and the reaction was refluxed for 4 hours. After cooling, add dropwise concentrated sulfuric acid, then add solvent and water, stir, stand still, wash the organic layer with water, and desolvate under reduced pressure to obtain about 53.0 g of product. Preparation of 2, 6-dichlorobenzoyl ethyl acetate (hereinafter referred to as diketone) 180mL solvent, 29.0g potassium acetate, 50mL acetic acid, pH value reached 6.5. The above buffer solution was added to the crude triketone prepared in the previous step, reacted under reflux for 20 hours, and dissolved, added toluene and water, stirred, separated, washed the toluene layer with water, and dissolved under reduced pressure to obtain about 40.0 g of the product. Preparation of 3-(2, 6-dichlorophenyl)-2, 3-dioxopropionate-2-(4-chlorophenyl) ethyl ester The diazonium salt solution of p-chloroaniline was added to 112g acetic acid In an ethanol solution of potassium and 150g of diketone, react at 30°C for 10h, filter, wash, and dry to obtain about 160g of product. Preparation of 1-(4'-chlorophenyl)-5-chloro-1, 4-dihydro-4-oxoquinoline-3-carboxylic acid 400mL solvent, the product synthesized in step 3, 70.0g anhydrous potassium carbonate , 2.0g phase transfer catalyst (such as tetrabutyl amine bromide), dehydrate at reflux for 2～4h, desolventize, add 400mL of water, heat to 50℃ with stirring, neutralize with concentrated hydrochloric acid to about pH 2, filter, wash with water, and bake About 120 g of cyclization product was obtained by drying. Then 120 g of the closed ring product, 500 mL of dioxane, and 80 mL of concentrated hydrochloric acid were heated and refluxed for 4 hours, water was added, cooled, filtered, the filter cake was washed with water, and dried to obtain about 106 g of cyclized hydrolysate. The synthesis of androphylline add 400mL of ethylene glycol monomethyl ether, 67.0g of potassium hydroxide, heat to steam about 20mL, then add 110g of hydrolysate, heat for 30min, reduce pressure to steam about 200mL of ethylene glycol monomethyl ether, add water, When the solution is heated, pour it into a flask, add 600mL of water, stir and filter, and the filtrate is neutralized with concentrated hydrochloric acid to pH=2, stirred thoroughly, filtered, washed with water, and dried to obtain about 107.0g of product.

Benzopyridazine plant growth regulator. Mainly used as a malecide, it can retard the development of pollen of cereal crops, so that it loses its fertilization ability and self-reality, so that it can be cross-pollinated and obtain hybrid seeds. Used in wheat and other small grains before pollen formation, the tapetum cells are the tissues that provide nutrients for the development of microspores. The agent can inhibit the formation of sporopollenin precursor compounds and inhibit the development of microspores in the mononuclear stage. The medicament is absorbed by the leaves and is mainly transmitted upwards, most of which are present in spikes and aboveground parts, with few roots and tillers. When the humidity is high, it is conducive to absorption. When the ears of spring wheat grow to 0.6～1cm, which is between the stage of primordialization of pistil and stamen to the differentiation stage of the medicinal compartment, use 33% water agent 0.7kg active ingredient/hm2, and add 250～300kg of demineralized water to evenly spray the wheat leaves. The atomization is uniform and no water droplets are visible. The male sterility rate is over 98%, the natural outcrossing seed setting rate is 65%, the hybrid purity is over 97%, and the by-products are small. Winter wheat is suitable to be applied in the interval of medicine. The spikelets are 0.55～1cm long, and the dosage is the same as spring wheat.

Molecular Weight:374.8
XLogP3:3.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:6
Exact Mass:374.0669493
Monoisotopic Mass:374.0669493
Topological Polar Surface Area:88.4
Heavy Atom Count:26
Complexity:562
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes