Tin(II)chloride Mediated Addition Reaction of Bromonitromethane to Aldehydes

2005 ◽  
Vol 60 (4) ◽  
pp. 416-418 ◽  
Author(s):  
Ali S. Mahasneh
Keyword(s):  
Mass Spectroscopy ◽  
Elemental Analysis ◽  
Addition Reaction ◽  
Aromatic Aldehydes ◽  
Aliphatic Aldehydes ◽  
Type Reaction ◽  
High Yields

Bromonitromethane adds to aliphatic aldehydes in the presence of tin(II) chloride to yield β -nitro alcohols via a Reformatsky-type reaction in high yields, while aromatic aldehydes give low yields. The products were characterized by IR, NMR, and mass spectroscopy and by elemental analysis

scholarly journals The synthesis of esters of bilirubin

1973 ◽  
Vol 133 (3) ◽  
pp. 493-498 ◽  
Author(s):  
David W. Hutchinson ◽  
Brian Johnson ◽  
Alan J. Knell
Keyword(s):  
Mass Spectroscopy ◽  
Elemental Analysis ◽  
Room Temperature ◽  
Dimethyl Ester ◽  
Chloroform Solution ◽  
Methyl Ethyl ◽  
Benzyl Esters ◽  
High Yields

1-Alkyl-3-p-tolytriazenes were used to synthesize the methyl, ethyl, isopropyl and benzyl esters of bilirubin. Treatment of a chloroform solution of bilirubin with the triazene at room temperature gave high yields of the corresponding esters. These were identified by n.m.r. and mass spectroscopy together with elemental analysis. N.m.r. studies also suggest that bilirubin dimethyl ester is in the lactam rather than the lactim form.

scholarly journals Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes

2014 ◽  
Vol 79 (9) ◽  
pp. 1051-1058 ◽  
Author(s):  
Kshama Kundu ◽  
Sandip Nayak
Keyword(s):  
Microwave Irradiation ◽  
Sulfonic Acid ◽  
Aromatic Aldehydes ◽  
Catalyst Loading ◽  
Alkyl Aryl ◽  
Aliphatic Aldehydes ◽  
Acid Catalyzed ◽  
High Yields ◽  
Low Catalyst Loading ◽  
Sole Product

(?)-Camphor-10-sulfonic acid (CSA) catalyzed condensation of 2-naphthol with both aliphatic/aromatic aldehydes at 80?C yielded 14-alkyl/aryl-dibenzoxanthenes as the sole product in high yields. However, the same condensation with benzaldehyde at 25?C afforded a mixture of intermediate 1,1-bis-(2-hydroxynaphthyl)phenylmethane and 14-phenyl-dibenzoxanthene while the condensation with aliphatic aldehydes at 25?C furnished the corresponding 14-alkyl-dibenzoxanthenes as the sole product. Moreover, condensation of 2-naphthol with aromatic/aliphatic aldehydes with low catalyst loading (2 mol%) was greatly accelerated under microwave irradiation to afford the corresponding 14-aryl/alkyl-dibenzoxanthenes as the sole product in high yields.

Synthesis of 3-(Cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8- carboxylic Acids Via an Efficient Three-component Condensation Reaction between Cyclohexylisocyanide and 2-Aminopyridine-3-carboxylic Acid in the Presence of Aromatic Aldehyde

2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi
Keyword(s):  
Biological Sciences ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
New Materials ◽  
One Pot ◽  
High Yields ◽  
Benzaldehyde Derivatives

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.

Synthesis, Characterization and Application of N,N-Dimethyl-N-Sulfoethan Ammonium tetra-Chloro Aluminate: A Novel micro-Heterogeneous Cata-lyst for Synthesis of tri-Arylmethanes

2020 ◽  
Vol 17 ◽  
Author(s):  
Saeid Azimi ◽  
Niloofar Mohamadighader
Keyword(s):  
Ionic Liquid ◽  
Heterogeneous Catalyst ◽  
Mass Spectroscopy ◽  
Aromatic Aldehydes ◽  
Solid Catalyst ◽  
Sem Images ◽  
One Pot ◽  
Acidic Catalyst ◽  
Eds Analysis ◽  
Ft Ir

Abstract: A new solid catalyst was synthesized from an ionic liquid and heterogenised by changing anion reaction. The new heterogeneous acidic catalyst was characterized by SEM images, EDS analysis, AFM images, Ft-IR, HNMR, 13CNMR and Mass Spectroscopy. It was applied to synthesis of tri-arylmethanes throughout one-pot tri-component reactions among aromatic aldehydes, N,N-dimethylaniline and other carbonic nucleophiles such as anisole and indole. Hence, synthesis of convenient and inexpensive micro-heterogeneous catalyst was introduced, the efficiency of which was confirmed. Also, various useful products were synthesized throughout this simple and clean procedure.

scholarly journals Synthesis and Antiproliferative Evaluation of 2-Deoxy-N-glycosylbenzotriazoles/imidazoles

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3742
Author(s):  
Caleigh S. Garton ◽  
Noelle K. DeRose ◽  
Dylan Dominguez ◽  
Maria L. Turbi-Henderson ◽  
Ashley L. Lehr ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Addition Reaction ◽  
Protecting Group ◽  
Human Breast ◽  
Lung Cancer Cell ◽  
Subsequent Removal ◽  
Anticancer Properties ◽  
Tributyltin Hydride ◽  
High Yields

A series of 2-deoxy-2-iodo-α-d-mannopyranosylbenzotriazoles was synthesized using the benzyl, 4,6-benzylidene and acetyl protected D-glucal in the presence of N-iodosuccinimide (NIS). Subsequent removal of the iodine at the C-2 position using tributyltin hydride under free radical conditions afforded the 2-deoxy-α-d-glucopyranosylbenzotriazoles in moderate to high yields. This method was extended to the preparation of substituted 2-deoxy-β-d-glucopyranosylimidazoles as well. The stereoselectivity of the addition reaction and the effect of the protecting group and temperature on anomer distribution of the benzotriazole series were also investigated. The anticancer properties of the newly synthesized compounds were evaluated in a series of viability studies using HeLa (human cervical adenocarcinoma), human breast and lung cancer cell lines. The N-[3,4,6-tri-O-benzyl-2-deoxy-α-d-glucopyranosyl]-1H-benzotriazole and the N-[3,4,6-tri-O-acetyl-2-deoxy-α-d-glucopyranosyl]-2H-benzotriazole were found to be the most potent cancer cell inhibitors at 20 µM concentrations across all four cell lines.

Ultrasound-assisted aqua-mediated synthesis of multi-substituted tetrahydropyridine-3-carboxylates using N-carboxymethyl-3-pyridinium hydrogensulfate ([N-CH2CO2H-3-pic]+HSO4−) as a new efficient ionic liquid catalyst

2021 ◽  
Vol 3 (6) ◽  
Author(s):  
Kobra Nikoofar ◽  
Fatemeh Shahriyari
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
H Nmr ◽  
Sonic Waves ◽  
Ft Ir ◽  
High Yields ◽  
Work Up ◽  
C Nmr

AbstractA simple, straightforward, and ultrasound-promoted method for the preparation of some highly functionalized tetrahydropyridines reported via pseudo five-component reaction of (hetero)aromatic aldehydes, different anilines, and alkyl acetoacetates in the presence of [N-CH2CO2H-3-pic]+HSO4−, as a novel ionic liquid, in green aqueous medium. The IL was synthesized utilizing simple and easily-handled substrates and characterized by FT-IR, 1H NMR, 13C NMR, GC-MASS, FESEM, EDX, and TGA/DTG techniques. The procedure contains some highlighted aspects which are: (a) performing the MCR in the presence of aqua and sonic waves, as two main important and environmentally benign indexes in green and economic chemistry, (b) high yields of products within short reaction times, (c) convenient work-up procedure, (d) preparing the new IL via simple substrates and procedure.

scholarly journals Synthesis, Characterization, and Electrochemical Behaviour of Cobalt(II) and Nickel(II) Complexes with N2O2 Chelating Ligand 4,4′-(Biphenyl-4,4′-diyldinitrilo)dipentan-2-one

2013 ◽  
Vol 2013 ◽  
pp. 1-11 ◽  
Author(s):  
Lakhdar Sibous ◽  
Embarek Bentouhami ◽  
Mustayeen Ahmed Khan
Keyword(s):  
Schiff Base ◽  
Mass Spectroscopy ◽  
Elemental Analysis ◽  
Electrochemical Behaviour ◽  
Absolute Ethanol ◽  
Molar Ratio ◽  
H Nmr ◽  
Chelating Ligand ◽  
Metal Ligand

4,4′-Diaminobiphenyl reacts with 2,4-pentanedione in absolute ethanol in a molar ratio 1 : 2 to form mainly the product of [1 + 2] condensation, 4,4′-(biphenyl-4,4′-diyldinitrilo)dipentan-2-one (H2L). The Schiff base was used as tetradentate chelating ligand to coordinate CoII and NiII chlorides leading to complexes where the ratio of metal ligand was found to be 2 : 1 or 2 : 2. All the synthesized products were characterized by elemental analysis, infrared, electronic, and mass spectroscopy, 1H NMR, and DSC. The electrochemical behaviour of the ligand and its complexes in DMF is also investigated.

Three-Component Synthesis of 4-Arylidene-3-alkylisoxazol-5(4H)-ones in the presence of potassium 2,5-dioxoimidazolidin-1-ide

2021 ◽  
Vol 25 ◽  
Author(s):  
Neda Reihani ◽  
Hamzeh Kiyani
Keyword(s):  
Ethylene Glycol ◽  
Ethyl Acetoacetate ◽  
Reaction Medium ◽  
Hydroxylamine Hydrochloride ◽  
Aromatic Aldehydes ◽  
Catalyst Loading ◽  
Efficient Synthesis ◽  
Current Process ◽  
High Yields ◽  
Low Catalyst Loading

: An efficient synthesis of 4-arylidene-3-alkylisoxazole-5(4H)-ones has been implemented via the three-component cyclocondensation of aryl(heteroaryl)aldehydes with hydroxylamine hydrochloride and β-ketoesters. The potassium 2,5-dioxoimidazolidin-1-ide has been introduced as the new organocatalyst to facilitate of this heterocyclization. In the current process, three starting materials, including substituted benzaldehydes/heterocyclic aromatic aldehydes, hydroxylamine hydrochloride, and ethyl acetoacetate/propyl acetoacetate/butyryl acetoacetate have been successfully used for the synthesize of the number of substituted isoxazole-5(4H)-ones in good to high yields in ethylene glycol as a green reaction medium at 80 ºC. The low catalyst loading is also a main advantage over the some reported catalysts.

scholarly journals A practical way to synthesize chiral fluoro-containing polyhydro-2H-chromenes from monoterpenoids

2016 ◽  
Vol 12 ◽  
pp. 648-653 ◽  
Author(s):  
Oksana S Mikhalchenko ◽  
Dina V Korchagina ◽  
Konstantin P Volcho ◽  
Nariman F Salakhutdinov
Keyword(s):  
Aromatic Aldehydes ◽  
Single Step ◽  
Preparative Synthesis ◽  
Aliphatic Aldehydes ◽  
First Time

Conditions enabling the single-step preparative synthesis of chiral 4-fluoropolyhydro-2H-chromenes in good yields through a reaction between monoterpenoid alcohols with para-menthane skeleton and aldehydes were developed for the first time. The BF3·Et2O/H2O system is used both as a catalyst and as a fluorine source. The reaction can involve aliphatic aldehydes as well as aromatic aldehydes containing various acceptor and donor substituents. 4-Hydroxyhexahydro-2H-chromenes were demonstrated to be capable of converting to 4-fluorohexahydro-2H-chromenes under the developed conditions, the reaction occurs with inversion of configuration.

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