18197-26-7

Usage

Uses

Used in Pharmaceutical Industry:
DIFORMYLIMIDE SODIUM SALT is used as a reactant for the preparation of functionalized condensed benzazoles, which are significant in the development of α-ketoheterocycles. These heterocycles act as inhibitors of Leishmania mexicana cysteine protease CPB, a crucial enzyme in the survival and pathogenesis of Leishmania parasites.
Used in Chemical Synthesis:
DIFORMYLIMIDE SODIUM SALT is utilized as a key intermediate in the synthesis of BINOLand H8-BINOL-based aryl phosphites. These phosphites serve as efficient ligands in palladium-catalyzed asymmetric allylation and amination reactions, which are essential processes in the production of various pharmaceuticals and agrochemicals.
Used in Antibiotic Resistance:
In the field of antibiotic resistance, DIFORMYLIMIDE SODIUM SALT is used as a precursor for the development of β-lactamase AmpC inhibitor analogues. These analogues exhibit improved cell permeability properties, enhancing their effectiveness in combating antibiotic-resistant bacteria.
Used in Enzyme Inhibition:
DIFORMYLIMIDE SODIUM SALT is employed in the synthesis of inhibitors targeting PHA-399733 via the Bucherer-Bergs hydantoin synthesis method. These inhibitors play a vital role in regulating enzyme activity, which can be beneficial in various therapeutic applications.
Used in Biochemical Research:
As a precursor, DIFORMYLIMIDE SODIUM SALT is used in the development of αVβ3 integrin antagonists. These antagonists are crucial in studying and understanding the role of integrins in various biological processes, including cell adhesion, migration, and angiogenesis.

Purification Methods

Grind the amide under dry tetrahydrofuran (fumehood), filter and wash it with this solvent, then dry it in vacuo. It is soluble in EtOH and H2O but insoluble in Et2O and pet ether. [IR and preparation: Rakshit J Chem Soc 103 1557 1913, Yinglin & Hongwen Synthesis 122 1990, Allenstein & Beyl Chem Ber 100 355 1967, Allenstein et al. Chem Ber 102 4089 1969, Beilstein 2 II 22.]

InChI:InChI=1/C2H3NO2.Na/c4-1-3-2-5;/h1-2H,(H,3,4,5);/q;+1/p-1

Upstream product

• 77287-34-4 formamide 
• 18197-22-3 N-formylformamide 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 18197-25-6 N-methyl-N-formylformamide 
• 114049-70-6 N-Formyl-N-<2-oxo-3-(triphenylphosphoranyliden)propyl>formamid 
• 129972-99-2 N-[2-(3,4-Dimethyl-phenyl)-2-oxo-ethyl]-formamide 
• 129972-95-8 C₁₂H₁₃NO₃ 
• 90874-60-5 ω-Amino-3,4-dimethyl-acetophenon 
• 129972-98-1 N-(2-(2,4-dimethylphenyl)-2-oxoethyl)formamide 
• 129972-94-7 C₁₂H₁₃NO₃ 
• 129973-01-9 2-Amino-1-(2,4-dimethyl-phenyl)-ethanone; hydrochloride 
• 141816-24-2 3-<3-(diformylamino)propoxy>-2-nitrotoluene 
• 71350-68-0 2-Amino-1-biphenyl-4-yl-ethanone; hydrochloride 
• 73286-37-0 N-(2-oxo-2-phenylethyl)formamide 
• 127118-86-9 2-diformylamino-1-phenylethanone 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 127118-89-2 C₁₁H₁₁NO₃ 

Relevant academic research and scientific papers

Simple and Efficient Process for the Large-Scale Preparation of Agomelatine: An Antidepressant Drug

A simple and efficient process for the large-scale preparation of agomelatine (1), an antidepressant drug is, described. Agomelatine was prepared in a linear manner starting from readily available, inexpensive 2-naphthol. Key steps in the synthesis are Friedel-Crafts acylation of 2-naphthyl acetate with chloroacetyl chloride, reduction of keto intermediate, and nucleophilic displacement of chloro intermediate with sodium diformylamide. A systemic approach was described to streamline the process into a robust scalable process by controlling the impurities.

Processes for the preparation of agomelatine and its intermediates

Aspects of the present application relate to processes for the preparation of agomelatine and its intermediates which are used in manufacturing process of agomelatine.

Salts and ionic liquids of resonance stabilized amides

The synthesis, structure, and bonding of alkali salts of resonance stabilized amides, such as diformylamide (dfa), formylcyanoamide (fca), nitrocyanoamide (nca), and for comparision, the well-known dicyanoamide (dca), are discussed on the basis of experim

Methods for the synthesis of 5,6,7,8-tetrahydro-1,8-naphthyridine fragments for αvβ3 integrin antagonists

The preparation of 3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propan-1- amine 2a and 3-[(7R)-7-methyl-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl]propan-1- amine 2b, key intermediates in the synthesis of αvβ 3 antagonists, is described. The syntheses rely on the efficient double Sonogashira reactions of 2,5-dibromopyridine 3 with acetylenic alcohols 4a/4b and protected propargylamines 10a-e followed by Chichibabin cyclizations of 3,3′-pyridine-2,5-diyldipropan-1-amines 9a/9b.

Process for the preparation of alkali metal salts of diformylamide

The present invention relates to a novel process for preparing alkali metal salts of diformylamide and a novel crystalline form of sodium diformylamide.

Process for the preparation of (E)-1-amino-2-(fluoromethylene)-4-(p-fluorophenyl)butane, novel processes for preparing an intermediate thereof, and novel intermediates thereof

The present invention relates to a novel process for preparing (E)-1-amino-2-(fluoromethylene)-4-(p-fluorophenyl)butane, also known in the art as (E)-(p-fluorophenethyl)-3-fluoroallylamine, novel intermediates thereof, a novel process for the preparing (E

Preparation of 2-(2-thienyl) ethylamine and synthesis of thieno [3,2-C] pyridine derivatives therefrom

Compounds of the formulae:and wherein:, R1, R2, R3 and R4 are independently hydrogen, lower alkyl of one to six carbon atoms, aryl or substituted aryl;, are advantageously converted to isocyanurate compounds, 2-(2-thienyl)ethylamine compounds and thieno[3,2-c]pyridine derivatives and the pharmaceutically acceptable salts thereof, particularly ticlopidine hydrochloride.

A Convenient Synthesis of Primary Amines Using Sodium Diformylamide as A Modified Gabriel Reagent

Sodium diformylamide (1) was used as a convenient substitute for phthalimide in the Gabriel synthesis of primary amines.Reagent 1 undergoes smooth N-alkylation with alkyl halides or p-toluenesulfonates 2 in acetonitrile or dimethylformamide to give the corresponding N,N-diformylalkylamines 3 in good yields, except with alkylating agents which are susceptible to base-catalyzed elimination.The formyl group of 3 can be easily removed by hydrochloric acid to give the corresponding alkylamine hydrochlorides 5 or free alkylamines 4.