7309-47-9

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 91, p. 5663, 1969 DOI: 10.1021/ja01048a053

Upstream product

• 123-75-1 pyrrolidine 
• 50-00-0 formaldehyd 
• 274-09-9 Methylenedioxybenzene 
• 274-26-0 1,3-benzoxathiole 
• 75-09-2 dichloromethane 
• 61324-75-2 1,1'-methylenebis-2-pyrrolidinone 
• 156101-33-6 (chloromethyl)trimethoxygermane 
• 77269-17-1 dichlorhydrate de la L methylene bis N-(amino-5 pyrrolidinone-2) 
• 77269-14-8 diazide de l'acide L methylene bis N-(oxo-5 pyrrolidine carboxylique-2) 
• 77269-15-9 L methylene bis N-(oxo-5 pyrrolidine-2 isocyanate) 
• 56747-10-5 chlorure de l'acide L methylene bis N-(oxo-5 pyrrolidine carboxylique-2) 
• 343778-28-9 methylene bis N-(hydroxy-5 pyrrolidinone-2) 
• 77269-20-6 perhydrodipyrrolo(2,1-b:1',2'-e)(1,3,5)oxadiazine-4,8-dione 
• 77269-11-5 L methylene bis N-(oxo-5 pyrrolidine carboxylate-2 de methyle) 

Downstream Products

• 668418-41-5 2-[N-Methyl-N-(1-pyrrolidinylmethyl)hydrazono]acetanilid 
• 4096-21-3 N-phenylpyrrolidine 
• 1370700-68-7 4-{5,7-dihydroxy-4-oxo-6,8-bis[(pyrrolidin-1-yl)methyl]-4H-chromen-3-yl}phenyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

FACILE ONE-STEP SYNTHESIS OF PYRROLIDINYLMETHYLFERROCENE

A convenient one-step method for the preparation of pyrrolidinylmethylferrocene has been developed.By treatment of ferrocene with formaldehyde, pyrrolidine, and phosphoric acid in acetic acid, pyrrolidinylmethylferrocene was obtained in 50percent overall yield.The formation of pyrrolidinylmethylferrocene is mainly by the reaction of ferrocene with an iminium ion.

Method for preparing kakonein derivatives

The invention discloses a puerarin derivative preparation method. Puerarin derivative has the structural formula as shown in the specification, and the puerarin derivative is obtained by that puerarin reacts with CH2(R)2, wherein R is a tertiary amine gene. The puerarin derivative preparation method is characterized in that reaction is carried out under hydrochloric acid catalysis. Compared with the prior art, the puerarin derivative preparation method is characterized in that the yield of a puerarin derivative product can be obviously improved after the class of reaction adopts hydrochloric acid catalysis.

Syntheses and Structures of [CH2(NCnH2n)2]Mo(CO)4 (n = 4,5) Complexes with Bis(cycloamine) Ligands Easily Prepared from CH2Cl2

Dipyrrolidylmethane, CH2(pyr)2, and dipiperidylmethane, CH2(pip)2, are synthesized via the condensation of their respective secondary amine precursors and dichloromethane at room temperature in the absence of light. Their use as chelating ligands is shown by the isolation and complete characterization of [CH2(pyr)2]Mo(CO)4 and [CH2(pip)2]Mo(CO)4 complexes. X-ray analysis reveals the methylene bis(cycloamines) to possess a sharp bite angle between 61° and 63° and a strong steric impact on the surrounding carbonyl ligands as a result of their ring conformations. (Chemical Equation Presented).

Substituted Sulfonamide Compounds

Substituted sulfonamide compounds corresponding to the formula I wherein m, n, p, Q, R1, R2, R3, R4, X, Y and Z have the respective meanings defined herein, pharmaceutical compositions containing such compounds, a process for their preparation, and the use of such compounds for the treatment and/or inhibition of pain and other conditions mediated by bradykinin receptor 1 (B1R) and/or bradykinin receptor 2 (B2R).

SUBSTITUTED SULFONAMIDE DERIVATIVES

The invention relates to substituted sulfonamide derivatives of the general formula (I'); processes for their preparation, medicaments containing these compounds, and the use of substituted sulfonamide derivatives for the preparation of medicaments

Synthesis, characterization, and anti-amoebic screening of core-modified 5,20-bis{2-{[(alkyl)(alkyl′)amino]methyl}ferrocen-1-yl}-10,15-diphenyl-21, 23-dithiaporphyrin (=1,1″-(10,15-diphenyl-21,23-dithiaporphine-5,20-diyl) bis[2-{[(alkyl)(alkyl′)amino]methyl}ferrocene]) derivatives

The synthesis of the first bis-ferrocenyl-substituted core-modified porphyrins, 5,20-bis{2-{[(alkyl)-(alkyl′)amino]methyl}ferrocen-1-yl}-10, 15-diphenyl-21,23-dithiaporphyrin derivatives 6a - 6j, via a multistep route is reported (Schemes 1, 2, and 4). The synthesis was carried out through acid-catalyzed (BF3 ? Et2O) condensation of 1,1″- [thiophene-2,5-diylbis(hydroxymethyl)]bis[2-{[(alkyl)(alkyl′)amino]methyl} ferrocenes] 4a - 4j with 2,2′-[thiophene-2,5-diylbis(phenylmethylene)] bis[1H-pyrrole] (5b) in presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (=4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile; DDQ). Characterization of the compounds was done at each step by means of various spectroscopic techniques. The final compounds were screened for in vitro anti-amoebic activity against the strain HM1:IMSS of E. histolytica (Table 2).

The generation of iminium ions using chlorosilanes and their reactions with electron rich aromatic heterocycles

Dichlorodimethylsilane and trichloromethylsilane have been used to generate iminium ions from aminals and aminol ethers derived from secondary alkylamines, including glycine derivatives, in aprotic media which were shown to undergo reactions with electron rich aromatic heterocycles, including furan, to give mono-aminoalkylation products in good yields. Whereas chlorotrimethylsilane has been shown to generate iminium ions from aminol ethers, no evidence was adduced for the involvement of iminium ions using aminals. 2,5-Disubstitution of N-methylpyrrole was the major result in reactions of N-methylpyrrole with aminals in the presence of chlorotrimethylsilane where no build up of hydrogen chloride occurs and where chlorotrimethylsilane can function catalytically. Experimental results, including the use of bis(trimethylsilyl)acetamide as a proton scavenger, and some relative rate data, are presented that allow possible mechanisms to be evaluated.

Bis(pyrrolidinomethyl)germanate-Tetartoacetonitrile, the First Zwitterionic λ5-Germanate: Synthesis and Crystal Structure Analysis

The zwitterionic spirocyclic λ5-germanate bis(pyrrolidinomethyl)germanate (8) was synthesized and the crystal structure of its tetartoacetonitrile solvate 8*1/4 CH3CN studied by single-crystal X-ray diffraction.Compound 8 was prepared by reaction of (MeO)3GeCH2NC4H8 (11; NC4H8 = pyrrolidino) with two equivalents of 2,3-naphthalenediol (isolated as 8*1/4 CH3CN; yield 92percent).The coordination polyhedron around the pentacoordinate germanium atom of 8*1/4 CH3CN can be described as a strongly distorted trigonal bipyramid (the structure is displaced by 38.9percent from the ideal trigonal bipyramid towards the ideal square pyramid), the carbon atom occupying an equatorial position.In the crystal lattice of 8*1/4 CH3CN, the zwitterions form intermolecular N-H***O hydrogen bonds leading to the formation of dimers. 1H- and 13C-NMR studies revealed that 8 also exists in solution (DMSO). - Key Words: λ5-Germanate, zwitterionic / Germanium, pentacoordinate

CONSECUTIVE MENSCHUTKIN REACTION OF CYCLIC AMINES WITH DICHLOROMETHANE UNDER HIGH PRESSURE: SYNTHESIS OF METHYLENEBISAMINES

The reaction of heterocyclic amines such as pyrrolidine, piperidines, and morpholines with dichloromethane in methanol in the kilo bar region affording the corresponding methylenebisamines is described.