86386-66-5

Upstream product

• 100747-87-3 5-methyl-2-thioxo-1,3,4-thiadiazole-3(2H)-carbaldehyde 
• 89-97-4 2-CHLOROBENZYLAMINE 
• 124-38-9 carbon dioxide 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 201230-82-2 carbon monoxide 
• 89-98-5 2-chloro-benzaldehyde 
• 77287-34-4 formamide 
• 64-18-6 formic acid 

Downstream Products

• 1259119-19-1 N-(2-chlorobenzyl)-N-(2-oxo-2-phenylethyl)-O₁₈-pivalamide 
• 1259118-12-1 N-(2-chlorobenzyl)-N-(2,2-dibromovinyl)pivalamide 
• 1259119-13-5 N-(2-chlorobenzyl)-N-(2-oxo-2-phenylethyl)pivalamide 
• 1259119-48-6 N-(2-chlorobenzyl)-N-formylpivalamide 
• 1414962-78-9 N-(2-chlorobenzyl)-3,3,3-trifluoro-2-hydroxy-2-phenylpropanamide 

Relevant academic research and scientific papers

Hydrophosphination of CO2 and Subsequent Formate Transfer in the 1,3,2-Diazaphospholene-Catalyzed N-Formylation of Amines

Hydrophosphination of CO2 with 1,3,2-Diazaphospholene (NHP-H; 1) afforded phosphorus formate (NHP-OCOH; 2) through the formation of a bond between the electrophilic phosphorus atom in 1 and the oxygen atom from CO2, along with hydride transfer to the carbon atom of CO2. Transfer of the formate from 2 to Ph2SiH2 produced Ph2Si(OCHO)2 (3) in a reaction that could be carried out in a catalytic manner by using 5 mol % of 1. These elementary reactions were applied to the metal-free catalytic N-formylation of amine derivatives with CO2 in one pot under ambient conditions.

A NHC-silyliumylidene cation for catalytic N?formylation of amines using carbon dioxide

This study describes the use of a silicon(II) complex, namely, the NHC-silyliumylidene cation complex [(IMe)2SiH]I (1, IMe =:C{N(Me)C(Me)}2), to catalyze the chemoselective N-formylation of primary and secondary amines using CO2 and PhSiH3 under mild conditions to afford the corresponding formamides as a sole product (average reaction time: 4.5 h; primary amines, average yield: 95%, average TOF: 8 h?1; secondary amines, average yield: 98%, average TOF: 17 h?1). The activity of 1 and product yields outperform the currently available non-transition-metal catalysts used for this catalysis. Mechanistic studies show that the silicon(II) center in complex 1 catalyzes the C?N bond formation via a different pathway in comparison with non-transition-metal catalysts. It sequentially activates CO2, PhSiH3, and amines, which proceeds via a dihydrogen elimination mechanism, to form formamides, siloxanes, and dihydrogen gas.

Enantioselective Synthesis of Quaternary Δ4- and Δ5-Dehydroprolines Based on a Two-Step Formal [3+2] Cycloaddition of α-Aryl and α-Alkyl Isocyano(thio)acetates with Vinyl Ketones

A divergent synthesis of optically active quaternary Δ4- and Δ5-dehydro prolines is developed based on the first catalytic enantioselective conjugate addition of α-substituted isocyano(thio)acetates to vinyl ketones that is general for both α-aryl and α-alkyl isocyano(thio)acetates. The new tetrasubstituted C?N stereocenter is formed without the need of any metal salt due to a bifunctional tertiary amine/squaramide catalyst, featuring a bulky polyaryl sidearm and an unusually short squaramide diamide H???H interatomic distance in the solid state.

Preparation method of the formamide

The invention relates to a preparation method of methanamide. The method uses formamide or its derivative and amine (primary or secondary amine) as reactants, which are subjected to amidomethylation in the presence of a catalyst to prepare methanamide. The method is characterized in that solid acidic metal oxide or precious metal loaded acidic metal oxide is used as the catalyst and the reaction is carried out efficiently under mild conditions. The reaction process is as follows: mixing formamide with certain concentration or its derivatives with primary or secondary amine and a certain amount of catalyst, placing the mixture into pressure vessel without adding or additionally adding other solvent, sealing, stirring at a temperature no less than 60 DEG C, and reacting for no less than 0.5 h to obtain the reaction product methanamide. The method has the advantages of simple preparation of the catalyst, easy separation process of the catalyst and product, repeated usage of the catalyst, high controllability of the reaction process, and yield of the product formamide reaching more than 95%.

Preparation method for methanamide

The invention relates to a method for preparing methanamide compounds through carbonylation of amine. The method employs primary amine or secondary amine and carbon monoxide (CO) as reactants and prepares the methanamide compounds through a CO-inserted carbonylation reaction under the catalysis of ruthenium-loaded hydroxyapatite (Ru/HAP). Reaction conditions are that the reaction is carried out in a tank reactor under stirring; CO pouring pressure is 0.5 to 5.0 MPa; and reaction temperature is 100 to 200 DEG C. The method has the characteristics that (1) the reaction has 100% atom economy and is free of generation of any by-product; (2) the ruthenium-loaded hydroxyapatite is used as a catalyst, the catalyst is simple to prepare and efficiently catalyzes the reaction, and the yield of the methanamide compounds can reach 80% or above; and (3) the catalyst has good stability and can be cyclically used four times or more.

Leuckart-Wallach Route Toward Isocyanides and Some Applications

Isocyanide-based multicomponent reactions (IMCR) are among the most important chemical reactions to efficiently generate molecular diversity and have found widespread use in industry and academia. Generally, isocyanides are synthesized in 1-2 steps starting from primary amines. Here, we provide experimental detail on an alternative approach toward formamides and, thus, isocyanides via the Leuckart-Wallach reaction in an improved variation. The resulting >50 synthesized and characterized formamides are useful starting materials for IMCR, as well as other chemistries. The advantage of using the Leuckart-Wallach pathway to formamides and isocyanides is the lower price, on average, of the starting materials, as well as their differential and complementary structural diversity, as compared to the primary amine pathway.

A novel and simple transamidation of carboxamides in 1,4-dioxane without a catalyst

An easy acylation and formylation of amines has been achieved via transamidation using 1,4-dioxane. The investigation works efficiently without an added catalyst and completes within short time under microwave irradiation.

Synthesis of 2-oxazolones and α-aminoketones via palladium-catalyzed reaction of β,β-dibromoenamides

β,β-Dibromoenamides show two different interesting reactivities based on the choice of R group under the reaction conditions. On the basis of mechanistic studies, both reactions proceed via an intermolecular Suzuki-Miyaura C-C coupling and an intramolecular C-O coupling.

A NEW FORMYLATION REAGENT: 4-FORMYL-2-METHYL-1,3,4-THIADIAZOLIN-5-THIONE

4-Formyl-2-methyl-1,3,4-thiadiazolin-5-thione, prepared from acetic formic anhydride, is found to act as a selective formylation reagent under mild conditions.The synthesis of some N-formyl antibiotics with this reagent is reported.