91325-46-1

Basic information

• Product Name: Ethanediamide, N,N'-bis(2,4,6-trimethylphenyl)-
• CAS NO: 91325-46-1
• Molecular Formula: C20H24N2O2
• Molecular Weight: 324.423
• Mol File: 91325-46-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Ethanediamide, N,N'-bis(2,4,6-trimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanediamide, N,N'-bis(2,4,6-trimethylphenyl)-(91325-46-1)
• EPA Substance Registry System: Ethanediamide, N,N'-bis(2,4,6-trimethylphenyl)-(91325-46-1)

Safety Data

• Hazardous Substances Data: 91325-46-1(Hazardous Substances Data)

Upstream product

• 79-37-8 oxalyl dichloride 
• 88-05-1 2,4,6-trimethylaniline 
• 79354-30-6 2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester 

Downstream Products

• 134030-21-0 N,N'-dimesityl-1,2-ethanediamine 
• 173035-10-4 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride 
• 286476-84-4 tetra(mesityl)oxalic amidine 
• 91357-93-6 2,2-dimethyl-3-(2,4,6-trimethylphenyl)-5-[(2,4,6-trimethylphenyl)amino]-1-oxonia-3-aza-2-boratacyclopentan-4-one 

Relevant articles and documents

Highly productive α-alkylation of ketones with alcohols mediated by an Ir-oxalamidato/solid base catalyst system

An Ir-oxalamidato complex in combination with a solid base (e.g., magnesium aluminometasilicate/Ca(OH)2) significantly improved the catalyst productivity in α-alkylation of methyl ketones with primary alcohols. Optimization through systematic variation of the oxalamidato ligand led to a practical turnover number (TON) of 10 000.40 000.

Rhodium(I) Complexes of N-Aryl-Substituted Mono- and Bis(amidinates) Derived from Their Alkali Metal Salts

The synthesis and characterization of several rhodium(I) complexes of amidinate and linker-bridged bis(amidinate) ligands are presented. The amidinate ligands for the mononuclear complexes CH3{C(NMes)2Rh(cod)} (1), CH3{C(NDipp)2Rh(cod)} (2), and HCC{C(NDipp)2Rh(cod)} (3) (cod = 1,5-cyclooctadiene) were synthesized by reacting the corresponding organometallic precursor [Rh(cod)Cl]2 with the alkali metal amidinates CH3{C(NR)2Li} L1Li (R = Mes = 2,4,6-Me3C6H2) and L2Li (R = Dipp = 2,6-iPr2C6H3). Analogously, the alkynyl-functionalized sodium amidinate (HCC{C(NDipp)2Na}·2DME, L3Na) could be further deprotonated and reacted with carbodiimine to form the alkyne-bridged bis(amidinate) CC{C(NDipp)2Na(thf)}2 (L4Na), which serves as suitable starting material for the synthesis of CC{C(NDipp)2Rh(cod)}2 (4). The bis(amidinate) ligands for the corresponding para- (5) and meta- (6) phenylene-bridged complexes p-/m-C6H4{C(NMes)2Rh(cod)}2 were accessible through the reaction of phthalic acids with trimethylsilyl polyphosphate and mesitylamine and subsequent deprotonation of the obtained amidines. Tetramesityl oxalamidinate was used to synthesize the dinuclear complex {C(NMes)2Rh(cod)}2 (7) and its carbonylation product {C(NMes)2Rh(CO)2}2 (8). All compounds under study were fully characterized by various spectroscopic methods. In particular the alkali metal salt of the linker-bridged bis(amidinate) L5Na forms a one-dimensional coordination polymer in the solid state. Reaction of L5Na and L6Na with [Rh(cod)Cl]2 leads to dinuclear complexes in which the metal–metal distance can be adjusted, enabling us to study their reactivity, including possible cooperative effects in catalysis.

Copper(I) Oxide/N,N′-Bis[(2-furyl)methyl]oxalamide-Catalyzed Coupling of (Hetero)aryl Halides and Nitrogen Heterocycles at Low Catalytic Loading

An easily prepared oxalic diamide is a powerful ligand for the copper-catalyzed coupling of aryl halides with nitrogen heterocycles. Only 1–2 mol% each of copper(I) oxide and N,N′-bis[(2-furyl)methyl]oxalamide (BFMO) are needed to form N-arylation products under mild conditions. More than 10 different types of nitrogen heterocycles are compatible with these conditions, thereby giving the corresponding N-arylation products. (Figure presented.).