18197-26-7

Basic information

• Product Name: DIFORMYLIMIDE SODIUM SALT
• Synonyms: SODIUM DIFORMAMIDE;SODIUM DIFORMYLAMIDE;DIFORMYLAMIDE SODIUM SALT;DIFORMYLIMIDE SODIUM SALT;Sodium diformamide,98%;SodiuM diforMaMide, 98% 5GR;N-ForMylforMaMide, sodiuM salt;18197-26-7
• CAS NO: 18197-26-7
• Molecular Formula: C₂H₂NO₂*Na
• Molecular Weight: 95.03255
• Product Categories: Amination;Classes of Metal Compounds;Na (Sodium) Compounds (excluding simple sodium salts);Synthetic Organic Chemistry;Typical Metal Compounds;CHIRAL CHEMICALS
• Mol File: 18197-26-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 205°C
• Boiling Point: 206.8°C at 760 mmHg
• Flash Point: 78.9℃
• Appearance: Slightly beige/Powder
• Vapor Pressure: 0.0548mmHg at 25°C
• Storage Temp.: 0-10°C
• Water Solubility: Soluble in water
• BRN: 3567185
• CAS DataBase Reference: DIFORMYLIMIDE SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: DIFORMYLIMIDE SODIUM SALT(18197-26-7)
• EPA Substance Registry System: DIFORMYLIMIDE SODIUM SALT(18197-26-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-9-34
• Hazardous Substances Data: 18197-26-7(Hazardous Substances Data)

Usage

Chemical Properties

Slightly beige powder

Uses

Reactant for preparation of:Functionalized condensed benzazolesα-ketoheterocycles as inhibitors of Leishmania mexicana cysteine protease CPBINOS inhibitor PHA-399733 via Bucherer-Bergs hydantoin synthesisAntibiotic resistance (C β-lactamase AmpC ) inhibitor analogues, with improved cell permeability propertiesBINOL- and H8-BINOL-based aryl phosphites as ligands in palladium-catalyzed asymmetric allylation and amination reactionsPrecursors of αVβ3 integrin antagonists

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

• 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 
• 73286-37-0 N-(2-oxo-2-phenylethyl)formamide 
• 127118-86-9 2-diformylamino-1-phenylethanone 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 127118-91-6 N-(2-(4-bromophenyl)-2-oxoethyl)formamide 
• 127118-88-1 C₁₀H₈BrNO₃ 
• 5467-72-1 α-amino-4-bromoacetophenone hydrochloride 
• 332047-72-0 tris(diformylamino)methane 
• 863225-69-8 (S)-N,N-diformyl-1,3-diphenylprop-2-en-1-ylamide 
• 855300-90-2 C₁₀H₈ClNO₃ 
• 875306-84-6 C₁₀H₈FNO₃ 
• 16735-19-6 2-amino-1-phenylpropan-1-one hydrochloride 

Relevant articles and documents

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.

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

Highly regio- and enantioselective palladium-catalyzed allylic amination with sodium diformylamide

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