53721-41-8

Upstream product

• 100-46-9 benzylamine 
• 352031-14-2 1,3-diphenylsulfonyl-2-oxo-2-phenyl-1,3,2-diazaphospholidine 
• 74518-37-9 1,3-Dibenzyl-2-oxo-2-phenyl-2λ⁵-[1,3,2]diazaphospholidine-4,5-dione 
• 824-72-6 P,P-dichlorophenylphosphine oxide 

Downstream Products

• 74518-37-9 1,3-Dibenzyl-2-oxo-2-phenyl-2λ⁵-[1,3,2]diazaphospholidine-4,5-dione 
• 170501-70-9 C₆₇H₇N 

Relevant academic research and scientific papers

Ultrasound-promoted, rapid and green synthesis of phosphonamide derivatives under catalyst and solvent-free conditions

We report a rapid, efficient, economic, environmentally benign, and easy to scale-up method for the synthesis of phosphonamide derivatives using ultrasound irradiation, under catalyst and solvent-free conditions starting from the corresponding amine and phenyl phosphonic dichloride. The reaction was achieved in excellent isolated yield in a short reaction time at room temperature. The structures of the synthesized compounds are confirmed by elemental analysis as well as by IR and 1H, 13C, 31P NMR spectroscopic data and mass spectrometry.

Hypervalent iodine reagent mediated diamination of [60]fullerene with sulfamides or phosphoryl diamides

A hypervalent iodine-promoted intermolecular diamination reactions of C60 with sulfamides or phosphoryl diamides affords two classes of novel C60-fused cyclic sulfamide or phosphoryl diamide derivatives. The reaction between C60 and sulfamides can be effectively controlled to selectively synthesize diamination products or azafulleroids under PhIO/I2 or PhI(OAc)2/I2 conditions, respectively. Moreover, phosphoryl diamides were first used as an amine source in the diamination of alkenes.

Intramolecular catalysis of aminolysis of phosphorus heterocycles incorporating an α-aminoamide moiety. III. Synthesis of 2-oxo or 2-thioxo 1,3-disulfonyl-1,3,2-diazaphospholidines and reactions with amines and alcohols

A series of 2-oxo or 2-thioxo 1,3-disulfonyl-1,3,2-diazaphospholidines 4 was prepared by condensation of phosphonyl dichlorides 2 with bis-N,N′-sulfonylethylenediamines 1 in pyridine. Complete aminolysis or alcoholysis of heterocycles 4 took place with regeneration of sulfonyldiamines 1. These reactions are very sensitive to steric hindrance, and hydrolysis is generally favoured over aminolysis. The results are discussed in terms of mechanisms of phosphorylation.

Reagents for Bioorganic Synthesis. 2. Methyl N-(Dicarboxymethyl)methanimidate

Preparation, properties, and reactions of the reagent methyl N-(dicarbomethoxymethyl)methanimidate (1) are reported.Dropwise addition of dimethyl aminomalonate to refluxing trimethyl orthoformate/TFA afforded 1.Treatment of 1 with ammonia and various primary amines gave the corresponding unsubstituted and 1-substituted 4-carbomethoxy-5-hydroxyimidazoles 7-12, either as the parent hydroxy compounds (a) or as the (alkyl)ammonium salts (b).The reaction of 1 with water and sodium hydrosulfide provided dimethyl N-formylaminomalonate (13) and dimethyl N-(thioformyl)aminomalonate (14), respectively.The reaction of 1 with excess sodium hydrosulfide resulted in the formation of methyl N-(thioformyl)aminoacetate (17).Conversions of methylammonium 4-carbomethoxy-1-methylimidazol-5-olate (8b) and benzylammonium 4-carbomethoxy-1-benzylimidazol-5-olate (9b) into 5-(benzylamino)-4-(benzylcarbamoyl)-1-methylimidazole (18) and 1-benzyl-5-(benzylamino)-4-(benzylcarbamoyl)imidazole (19), respectively, were each accomplished in a single-pot procedure, employing phenylphosphonic dichloride as the key reagent.

SYNTHESE DE TRIOXO-2,4,5-DIAZA-1,3-PHOSPHOLIDINES-2-TRISUBSTITUTEES ET REACTIONS AVEC LES ALCOOLS ET LES AMINES

The 2,4,5-trioxo-1,3-diaza-2-phospholidene trisubstituted, 3, are synthetized in the absence of any base, by the reaction of oxalyle chloride on the primary phosphordiamides 1.The 3 cycles are opened with a Formel bond cleavage in the presence of alcohols and a Formel one in the presence of amines.It can be assumed from the results that Formel pentacoordinate X complex is formed, whose breakdown in the case of amines is slower than the attack on one or the other of the carbonyles.