614-22-2

Usage

Uses

Used in Agriculture:
Benzoylureas are used as insecticides for crop protection. They target the growth and development of insects, leading to their death without causing immediate toxicity. This selective action allows for effective pest control while minimizing harm to non-target organisms and the environment.
Used in Chemical Research:
Due to their unique physical properties, benzoylureas are also used in chemical research for studying the relationship between chemical structure and physical properties. Their low solubility and high crystallinity make them interesting subjects for investigations into the factors influencing these characteristics.
Used in Pharmaceutical Industry:
Benzoylureas have potential applications in the pharmaceutical industry as well. Their lipophilic nature and unique physical properties may be harnessed for the development of new drugs or drug delivery systems, particularly for targeting specific biological processes or improving the bioavailability of certain medications.

InChI:InChI=1/C8H8N2O2/c9-8(12)10-7(11)6-4-2-1-3-5-6/h1-5H,(H3,9,10,11,12)

Upstream product

• 110-86-1 pyridine 
• 98-88-4 benzoyl chloride 
• 57-13-6 urea 
• 4461-33-0 benzoyl isocyanate 
• 51883-88-6 N-benzoyl-3,5-dimethyl-pyrazole-1-carboximidic acid amide 
• 29141-70-6 N-Benzoyl-N-diethylacetyl-harnstoff 
• 13345-09-0 6-phenyluracil 
• 5499-30-9 thiobenzoylurea 
• 93-58-3 benzoic acid methyl ester 
• 65-85-0 benzoic acid 
• 89-24-7 5-phenylimidazolidine-2,4-dione 
• 59760-95-1 bromo-5 phenyl-5 hydantoine 
• 7722-84-1 dihydrogen peroxide 
• 7664-41-7 ammonia 

Downstream Products

• 1199-02-6 5-phenyl-3H-[1,3,4]oxadiazol-2-one 
• 29376-05-4 N-benzoyl-N'-chloro-urea 
• 603-54-3 N,N-diphenylurea 
• 55-21-0 benzamide 
• 108-80-5 isocyanuric acid 
• 613-94-5 benzoic acid hydrazide 
• 787-84-8 N'-benzoylbenzohydrazide 
• 1821-33-6 N-phenyl-N'-benzoylurea 
• 142267-51-4 N-((2-chlorophenyl)carbamoyl)benzamide 
• 1421634-93-6 [UO(O₂)N-benzoylurea(NO₃)₂] monohydrate 
• 39970-19-9 N-(cyclohexylcarbamoyl)benzamide 
• 84043-71-0 5-Phenoxymethyl-2-phenyl-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazine-7-thione 
• 84043-65-2 2,5-Diphenyl-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazine-7-thione 
• 1483-31-4 2-chloro-5-phenyl-1,3,4-oxadiazole 

Relevant academic research and scientific papers

Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C-C and C-S Bond Cleavages: Synthesis of N-Acylureas and Amides

Cu(II)-catalyzed reaction of α-keto thioesters with trimethylsilyl azide (TMSN3) proceeds with the transformation of the thioester group into urea through C-C and C-S bond cleavages, constituting a practical and straightforward synthesis of N-acylureas. When diphenyl phosphoryl azide (DPPA) is used instead as the azide source in an aqueous environment, primary amides are formed via substitution of the thioester group. The reactions are proposed to proceed through Curtius rearrangement of the initially formed α-keto acyl azide to generate an acyl isocyanate intermediate, which reacts further with an additional amount of azide or water and rearranges to afford the corresponding products. To demonstrate the potentiality of the method, one-step syntheses of pivaloylurea and isovaleroylurea, displaying anticonvulsant activities, have been carried out.

Gentle method for carbonylation and arylation reaction of urea compounds

The invention discloses a gentle method for carbonylation and arylation reaction of urea compounds. The method includes a step of performing a coupling carbonylation reaction to a halogenated aromatic compound with a urea compound under a gentle condition to produce a ureide compound, palladium acetate being a catalyst, triethylamine being an alkali, and pentacarbonyl iron being a CO release source. The method has simple operations and gentle reaction condition, is low in usage amount of the catalyst and the CO release source, is low in toxicity and cost, has wide substrate applicability and high yield of the target product, and can be widely applied to preparation of a ureide compound medicine molecule.

Synthesis of imides and benzoylureas by direct oxidation of N-methylenes of amides and benzylureas

Some amides and benzylureas can be oxidised to imides and benzoylureas, respectively, using silver(I) nitrate (20 mol %), copper(II) sulfate pentahydrate (20 mol %), ammonium persulfate (3.0 equiv.), and potassium fluoride (20 equiv.) in water at room temperature.

Solid-phase synthesis of disubstituted N -acylureas from resin-bound ureas and acyl chlorides

Acylureas (ureides) are valued for their important biological activities. Whereas cyclic acylureas have frequently been the object of solid-phase chemistry, only few reports have focused on the solid-supported preparation of acyclic representatives. We have prepared different types of acylureas on Rink amide resin in three or four steps. The products are either N-acylated (9, 18), N-acylated-N′-alkylated (10, 19), or N-acylated-N-alkylated (22). Characteristic NMR parameters of isomeric acylureas 10, 19, and 22 are discussed.

Novel two-step, one-pot synthesis of primary acylureas

A new procedure for the synthesis of primary acylureas from cyanamide and a variety of carboxylic acids is described. Under mild reaction conditions, the products were obtained in good yield from commercially available starting materials.

Aminobenzoic acid derivatives having anti-tumorigenic activity methods of making and using the same

Haloacetoamido, benzoic acid derivatives having anti-tumorigenic activity are inclosed. Examples of the haloacetoamido, benzoic acid derivatives include 3-chloroacetoamido, benzoylurca, 3-bromoacctoamido, benzoylurea, 3-todoacetoamido, benzoylurca, ethyl-3-chloroacetoamido, benzoate, ethyl-3-bromoacetoamido, benzoate and ethyl-3-iodoacetoamido, benzoate. Intermediates for synthesizing the derivatives, along with method of making and using the derivatives, are also provided.

Process for preparing 2-oxindole-1-carboxamides

The present invention provides a process for preparing 2-oxindole-1-carboxamides, comprising reacting N-acyl 2-oxindole-1-carboxamides with alcohols in the presence of aprotic weak Lewis acid catalysts. In certain processes of the present invention a 2-oxindole-1-carboxamide is prepared from a 2-oxindole by reacting the 2-oxindole with an acyl isocyanate to produce the N-acyl 2-oxindole-1-carboxamide as an intermediate, which is then reacted with alcohol in the presence of aprotic weak Lewis acid catalysts. The N-acyl 2-oxindole-1-carboxamide intermediate may be converted to the 2-oxindole-1-carboxamide without isolation.

Nucleophilic substitution of urea on aromatic carboxylic acids via phosphorylation

The nucleophilic substitution reaction of urea on aromatic carboxylic acids has been carried out via phosphorylation.Five different carboxylureas have been synthesised in good yields and with high purity.This new route makes the existing corrosive acid chloride route easier and can be used as a general route for the preparation of any acid-urea substitution product.The products have been characterized by elemeental analyses and spectral data (IR, PMR and mass).