79202-03-2

Upstream product

• 504-29-0 2-aminopyridine 
• 123-11-5 4-methoxy-benzaldehyde 
• 868-85-9 Dimethyl phosphite 
• 96-36-6 methyl phosphite 
• 121-45-9 phosphorous acid trimethyl ester 

Relevant academic research and scientific papers

Dicationic ionic liquids as recyclable catalysts for one-pot solvent-free synthesis of α-aminophosphonates

Some task-specific ionic liquids N,N,N′, N′-tetramethyl-N, N′-dipropanesulfonic acid ethylenediammonium hydrogen sulfate, N,N,N′,N′-tetramethyl-N,N′-dipropanesulfonic acid-1,3-propanediammonium hydrogen sulfate, N,N,N′,N- tetramethyl-N, N′- dipropanesulfonic acid-1,6-hexanediammonium hydrogen sulfate were prepared. These ionic liquids could be used as efficient and recyclable catalysts for the synthesis of α-aminophosphonates at room temperature via an one-pot three-component reaction under organic solvent-free conditions with good yields of 83-96%. The postprocessing was simple, and the catalysts could be reused at least six times without noticeably decreasing the catalytic activity. The novel clean procedure offers the advantages including short reaction time, good yields, operational simplicity, and environmentally benign.

One-pot, three-component synthesis of α-aminophosphonates catalyzed by acyclic acidic ionic liquids

Some acyclic acidic ionic liquids were prepared and used as the catalysts for the one-pot, three-component synthesis of α-aminophosphonates from aldehydes, amines, and trimethylphosphite at room temperature in water. The products could simply be separated from the system of catalyst/water, and the catalysts could be reused at least six times without noticeably decreasing the catalytic activity. Taylor & Francis Group, LLC.

Zirconium(IV) compounds as efficient catalysts for synthesis of α-aminophosphonates

(Chemical Equation Presented) Zirconium(IV) compounds are reported as excellent catalysts for a three-component one-pot reaction of an amine, an aldehyde or a ketone, and a di/trialkyl/aryl phosphite to form α-aminophosphonates under solvent-free conditions at rt. Among the various zirconium compounds, ZrOCl2?8H2O and ZrO(ClO 4)2?6H2O were most effective. The reactions were faster with dialkyl/diaryl phosphites than with trialkyl/triaryl phosphites. No O-Me cleavage occurs with aryl methyl ether and methyl ester groups. α/β-Unsaturated carbonyl moiety does not undergo conjugate addition with the phorphorous moiety.

An extremely efficient three-component reaction of aldehydes/ketones, amines, and phosphites (Kabachnik-Fields reaction) for the synthesis of α-aminophosphonates catalyzed by magnesium perchlorate

(Chemical Equation Presented) Commercially available magnesium perchlorate is reported as an extremely efficient catalyst for the synthesis of α-aminophosphonates. A three-component reaction (3-CR) of an amine, an aldehyde or a ketone, and a di-/trialkyl phosphite (Kabachnik-Fields reaction) took place in one pot under solvent-free conditions to afford the corresponding α-aminophosphonates in high yields and short times. The use of solvent retards the rate of the reaction and requires a much longer reaction time than that for neat conditions. The reactions involving an aldehyde, an aromatic amine without any electron-withdrawing substituent, and a phosphite are carried out at rt. The reactions involving cyclic ketones, aromatic amines with an electron-withdrawing substituent, and aryl alkyl ketone (e.g., acetophenone) require longer reaction times at rt or heating. Magnesium perchlorate was found to be superior to other metal perchlorates and metal triflates during the reaction of 4-methoxybenzaldehyde, 2,4-dinitroaniline, and dimethyl phosphite. The catalytic activity of various magnesium compounds was influenced by the counteranion, and magnesium perchlorate was found to be the most effective. The reaction was found to be general with di-/trialkyl phosphites and diaryl phosphite. The Mg(ClO4)2-catalyzed α- aminophosphonate synthesis in the present study perhaps represents a true three-component reaction as no intermediate formation of either an imine or α-hydroxy phosphonate was observed that indicated the simultaneous involvement of the carbonyl compound, the amine, and the phosphite in the transition state.

One-pot synthesis of α-aminophosphonates: An inexpensive approach

A one-pot synthesis of the α-aminophosphonates from aldehydes and amines using trimethyl phosphite catalyzed by aluminum chloride at ambient temperature is reported.