1987-58-2

Upstream product

• 53016-96-9 N-benzyl-N'-tosylthiourea 
• 4083-64-1 Tosyl isocyanate 
• 100-46-9 benzylamine 
• 300687-33-6 N-benzyl-1H-benzo[d][1,2,3]triazole-1-carboxamide 
• 70-55-3 toluene-4-sulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 941-55-9 4-toluenesulfonyl azide 
• 201230-82-2 carbon monoxide 
• 22003-17-4 O-phenyl N-benzylcarbamate 
• 622-78-6 Benzyl isothiocyanate 

Downstream Products

• 1038081-81-0 ethyl (Z)-(1-benzyl-2,5-dioxo-3-tosylimidazolidin-4-ylidene)acetate 

Relevant academic research and scientific papers

Synthesis method of substituted urea compound

The invention discloses a synthesis method of a substituted urea compound, which comprises the following steps: stirring aldehyde, N-aryl urea, trichlorosilane and Lewis base in an organic solvent ata temperature range of -20 DEG C to room temperature for

Protonation and anion-binding properties of aromatic sulfonylurea derivatives

In this work the anion-binding properties of three aromatic sulfonylurea derivatives in acetonitrile and dimethyl sulfoxide were explored by means of NMR titrations. It was found that the studied receptors effectively bind anions of low basicity (Cl?, Br?, I?, NO3?and HSO4?). The stoichiometry of the complexes with receptors containing one binding site was 1?:?1 exclusively, whereas in the case of the receptor containing two sulfonylurea groups 1?:?2 (receptor?:?anion) complexes were also detected in some cases. The presence of strongly basic anions (acetate and dihydrogen phosphate) led to the deprotonation of the sulfonylurea moiety. This completely hindered its anion-binding properties in DMSO and only proton transfer occurred upon the addition of basic anions to the studied receptors. In MeCN, a complex system of equilibria including both ligand deprotonation and anion binding was established. Since ionisation of receptors was proven to be a decisive factor defining the behaviour of the sulfonylurea receptors, their pKavalues were determined using several deprotonation agents in both solvents. The results were interpreted in the context of receptor structures and solvent properties and applied for the identification of the interactions with basic anions.

A sulfonyl urea, sulfonamide ethyl ester preparation method of compound (by machine translation)

The description relates to a compound of formula (I) compound of the preparation method, wherein formula (II) with a compound represented by formula (III) as shown in the catalysis of palladium catalyst, under a carbon monoxide atmosphere, reacts in a solvent to obtain the compound. The invention related to the method of the reaction do not require strict-free conditions, does not need a high pressure carbon monoxide atmosphere, convenient and simple to operate, to a functional group and has very high power density and universality, the catalyst consumption is very small, the cost of reaction is very low, and can be widely used for preparing sulfonyl urea compound. R1 - SO2 - NH - CO - X (R3 )n - R2 (I) R1 - SO2 - R4 (II) HX (R3 )n - R2 (III) wherein X is O or N; n is 0 or 1; when X is when O, n=0; when X is when N, n=1; R1 Selected from aryl, heteroaryl, alkyl, alkenyl or alkynyl; R2 Selected from aryl, heteroaryl, alkyl, alkenyl or alkynyl; R3 Is selected from H, R2 , Or R3 And R2 A ring of connection; R4 For N3 Or a halogen atom; when R4 For nails halogen original, system also comprises a sodium azide. (by machine translation)

A facile synthesis of sulfonylureas: Via water assisted preparation of carbamates

A novel and simple approach to the synthesis of sulfonylureas has been reported. It involved the reaction of various amines with diphenyl carbonate to yield the corresponding carbamates, which subsequently reacted with different sulphonamides to produce different sulfonylureas in excellent yields. The first reaction of diphenyl carbonate with amines was carried out in aqueous:organic (H2O:THF, 90:10) medium at room temperature to produce carbamates that paved a straightforward route to sulfonylureas after reaction with sulfonamides. The above process avoided traditional multistep protocols and the use of hazardous, irritant, toxic and moisture sensitive reagents such as phosgene, isocyanates and/or chloroformates.

Product-Derived Bimetallic Palladium Complex Catalyzes Direct Carbonylation of Sulfonylazides

A novel product-derived bimetallic palladium complex catalyzes a sulfonylazide-transfer reaction with the σ-donor/π-acceptor ligand CO, and is advantageous given its broad substrate scope, high efficiency, and mild reaction conditions (atmospheric pressure of CO at room temperature). This methodology provides a new approach to sulfonylureas, which are present in both pharmaceuticals and agrochemicals. The synthesis of Glibenclamide on a gram scale further revealed the practical utility of this procedure. Mechanistically, the generation of a bridged bimetallic palladium species derived from the product sulfonylurea is disclosed as the crucial step for this catalytic cycle.

Optimization of methods for the generation of carbodiimides for zwitterionic 1,3-diaza-Claisen rearrangements

Strained, tertiary, allylic, amine 2-benzyl-2-azabicyclo[2.2.1]hept-5-ene reacts with in situ generated carbodiimides in a 1,3-diaza-Claisen rearrangement to afford structurally interesting bicyclic guanidines. Use of more electron deficient carbodiimides makes these rearrangements more facile; however, there are not sufficient methods for the synthesis of highly electron deficient carbodiimides. Herein reported is the exploration of the synthesis of such carbodiimides from parent ureas and isothioureas and their use in 1,3-diaza-Claisen rearrangements.

Facile one-pot synthesis of carbamoylbenzotriazoles directly from CO Synthesis of tolbutamide

COgas trapped with a primary or secondary amine as a carbamate salt in the presence of DBU reacts with triphenylphosphine and 1-chlorobenzotriazole (BtCl) to form a carbamoylbenzotriazole urea, which reacts with para-toluenesulfonamide under solvent-free conditions to produce N-sulfonyl ureas such as tolbutamide. Georg Thieme Verlag Stuttgart - New York.

Stereospecific synthesis of functionalized C5-unsaturated hydantoin derivatives via a three-component reaction

An effective route to functionalized C5-unsaturated hydantoin derivatives is described. This involves the reaction of a urea derivative, derived from the addition of a primary amine to an aryl-sulfonyl isocyanate, and a dialkyl acetylenedicarboxylate in the presence of isoquinoline. Georg Thieme Verlag Stuttgart.

Scavenge-ROMP-filter: a facile strategy for soluble scavenging via norbornenyl tagging of electrophilic Reagents.

[reaction: see text] A new "chemical tagging" method for homogeneous electrophilic scavenging is described. The method utilizes 5-norbornene-2-methanol to scavenge/tag a variety of electrophiles that are present in excess. Once tagging is complete, the crude reaction mixture is subjected to a rapid ROM polymerization event utilizing the second generation Grubbs catalyst. This process yields a polymer that can be precipitated with methanol or ether/hexane, leaving products in excellent yield and purity.

Thermosensitive recording material

A thermosensitive recording material having a high whiteness and capable of forming clear colored images with an excellent resistance to oil and plasticizers is provided with a thermosensitive colored image-forming layer formed on a substrate sheet and comprising a substantially colorless dye precursor, a binder and a color-developing agent comprising at least one aromatic compound having, per molecule thereof, at least two functional sulfonylamino(thio)carbonylamino groups of the formula (I): wherein X is an oxygen or sulfur atom.