78504-35-5

Upstream product

• 89792-75-6 o-tolyl-amidophosphoryl chloride 
• 4828-91-5 triethyl N-(o-tolyl)phosphorimidate 
• 94-69-9 2'-methylformanilide 
• 762-04-9 phosphonic acid diethyl ester 
• 37394-93-7 2-chloro-N-(2-methylphenyl)acetamide 
• 88-72-2 1-methyl-2-nitrobenzene 
• 122-52-1 triethyl phosphite 
• 31656-92-5 1-azido-2-methyl-benzene 
• 95-53-4 o-toluidine 
• 762-04-9 Diethyl phosphonate 
• 636-21-5 o-toluidine hydrochloride 

Downstream Products

• 86-28-2 N-ethylcarbazole 
• 1266570-33-5 diethyl 2-methyl-4-(1,3,3-triphenylpropa-1,2-dienyl)phenylphosphoramidate 
• 286435-31-2 C₁₂H₁₇N 

Relevant academic research and scientific papers

Electrochemical phosphorylation of arenols and anilines leading to organophosphates and phosphoramidates

A practical phosphorylation for generating organophosphates and phosphoramidatesviaelectrochemical dehydrogenative cross-coupling of P(O)H compounds with arenols and anilines is disclosed. This method involves using inorganic iodide salts as both redox catalysts and electrolytes in an undivided cell without the addition of oxidants or bases. A preliminary mechanistic study suggests that radicals are not involved in this process. This method is green and eco-friendly and has good functional group tolerance, high yields and broad substrate scope, with the potential for practical synthesis.

Reinvestigation of the iodine-mediated phosphoramidation reaction of amines and P(OR)3 and its synthetic applications

A systematic study on the iodine-mediated phosphoramidation reaction of amines and trialkyl phosphites was conducted, which not only disclosed the factors affecting the reaction but also revealed that it could proceed smoothly in CH2Cl2 at room temperature in open air. Using this method, various phosphoramidates with different aliphatic amines and aromatic amines were synthesized in good to excellent yields. Our present investigation shows that this underused method is actually a mild, practical and general way to synthesize phosphoramidates and will have wide applications.

Organophotocatalytic Synthesis of Phosphoramidates

We describe the use of visible light in conjunction with an organic dye for the synthesis of phosphoramidates. Cross dehydrogenative coupling reactions between phosphites and amines are reported using organic dyes and light as catalysts for the first time. It is not only a novel application of organic dyes but also fulfils the requirement of sustainability and green chemistry avoiding the use of chromatographic purification techniques. The product was simply isolated from the reaction mixture via an acid-base work-up procedure, rendering the pure product in good yields.

Fe3O4@MgO nanoparticles as an efficient recyclable catalyst for the synthesis of phosphoroamidates via the Atherton-Todd reaction Dedicated to Professor Tsutomu Yokomatsu from Tokyo University of Pharmacy and Life Sciences on the occasion of his 65th birthday

A simple and efficient method is presented for the synthesis of phosphoroamidates in moderate to good yield via the Atherton-Todd coupling of primary amines with H-dialkyl phosphites using Fe3O4@MgO nanoparticles as a recyclable catalyst.

Iodine catalyzed solvent-free cross-dehydrogenative coupling of arylamines and H-phosphonates for the synthesis of N-arylphosphoramidates under atmospheric conditions

Aerobic oxidative coupling of various arylamines and H-phosphonates to the corresponding N-arylphosphoramidates has been achieved under solvent-free conditions using molecular iodine. This protocol works at room temperature furnishing the corresponding P-

Practical and reliable synthesis of dialkyl N-arylphosphoramidates with nitroarenes as substrates

A new single-step transformation of readily available nitroarenes with trialkyl phosphites, which can be performed both under thermal and microwave conditions, delivers dialkyl N-arylphosphoramidates in good yields and short reaction times.

A New Approach to the Atherton-Todd Reaction

N-Arylphosphoramidates 4 are prepared by reacting formanilides 1 and chloroacetanilides 1' with diethyl phosphite under phase-transfer conditions.

The Chemistry of Carbazole. VI. On the Formation of N-Ethylcarbazoles in the Cadogan Reaction

Reaction of 2',6-dimethyl-2-nitrobiphenyl with triethyl phosphite gave 4,5-dimethyl-9-ethylcarbazole besides 4,5-dimethylcarbazole.In this reaction, 4,5-dimethylcarbazole was ethylated by triethyl N-(2',6-dimethylbiphenyl-2-yl)phosphorimidate and diethyl N-(2',6-dimethylbiphenyl-2-yl)phosphoramidate, which arose from a nitrene-intermediate and triethyl phosphite.Analogous ethylations of carbazole with other phosphorimidate and phosphoramidates were investigated.