Friedel–Crafts acylation of anisole and toluene with acetic anhydride over nano-sized Beta zeolites

Friedel-Craft acylation of veratrole using homogeneous acid catalysts such as AlCl3, FeCl3, ZnCl2, and HF etc. produces acetoveratrone, (3’,4’-dimethoxyacetophenone), which is the intermediate for synthesis of papavarine alkaloids. The problems associated with these homogeneous catalysts can be overcome by using heterogeneous solid catalysts. Since acetoveratrone is a larger molecule, large pore Beta zeolites with smaller particle sizes are beneficial for the liquid-phase acylation of veratrole, for easy diffusion of reactants and products. The present study aims in the acylation of veratrole with acetic anhydride using nanocrystalline Beta Zeolite catalyst. A systematic investigation of the effects of various reaction parameters was done. The catalysts were characterized for their structural features by using XRD, TEM and DLS analyses. The catalytic activity of nanocrystalline Beta zeolite was compared with commercial Beta zeolite for the acylation and was found that nanocrystalline Beta zeolite possessed superior activity.

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DETERMINATION OF ALDOSTERONE AND DEOXYCORTICOSTERONE IN PLASMA USING 3H-ACETIC ANHYDRIDE AND VAPOUR PHASE ACETYLATION

Acta Endocrinologica ◽

10.1530/acta.0.061s012 ◽

1969 ◽

Vol 61 (1_Suppl) ◽

pp. S12 ◽

Cited By ~ 1

Author(s):

V. H. T. James ◽

A. E. Rippon ◽

M. L. Arnold

Keyword(s):

Acetic Anhydride ◽

Vapour Phase

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Rapid, Non-Toxic Synthesis of Beta Zeolites

10.26434/chemrxiv.6432155 ◽

2018 ◽

Author(s):

Felix Hemmann ◽

Jonathan Hackebeil ◽

Andreas Lißner ◽

Florian Mertens

Keyword(s):

Hydrofluoric Acid ◽

Molecular Sieves ◽

Toxic Chemicals ◽

Lewis Acidity ◽

Beta Zeolite ◽

Seeded Growth ◽

Related Research ◽

Beta Zeolites ◽

Growth Method ◽

Fast Synthesis

Molecular sieves with beta zeolite topology are promising catalysts for various reactions as they exhibits extraordinary Lewis acidity. However, their industrial application and related research in academica is hindered because their synthesis is time consuming and typically involves toxic chemicals as hydrofluoric acid. Therefore, tetraethylammonium fluorid was tested as a non-toxic fluotide source for the synthesis of beta zeolites. In combination with the previously reported nano-seeded growth method, a fast synthesis of beta zeolites only involving non-toxic chemicals was possible. Synthesized zeolites show comparable selectivity in the Bayer-Villinger oxidation as conventional zeolites synthesized with hydrofluoric acid.<br>

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Syntheses and Cytotoxicity Screening of some Novel 1,2,4-Triazine Derivatives against Liver Carcinoma Cell Lines

Letters in Organic Chemistry ◽

10.2174/1570178617666200224104740 ◽

2020 ◽

Vol 17 ◽

Author(s):

W. Abd El-Fattah

Keyword(s):

Acetic Anhydride ◽

Cell Lines ◽

Carcinoma Cell ◽

Aromatic Aldehydes ◽

Liver Carcinoma ◽

Anticancer Activities ◽

Carcinoma Cell Lines ◽

Elemental Analyses ◽

Triazine Derivatives ◽

C Nmr

: In this work, 1,2,4-triazine derivatives were synthesized and evaluated for anticancer activities. Series of 1,2,4-triazine derivatives (4a, b) were prepared via the reaction of N-benzoyl glycine (1) with aromatic aldehydes in presence of fused sodium acetate and acetic anhydride to give 1,3-oxazolinone derivatives (2a, b), followed by condensation with 1-(ethoxycarbonyl) hydrazine (3) in glacial acetic acid. Compounds (4a, b) then reacted with acetic anhydride, ethyl chloroacetate and 2,4-dinitrophenyl hydrazine yielded the corresponding to N-acetyl derivatives (5a, b), N-(ethoxycarbonyl) methyl derivative (6) and 1,2-disubstituted hydrazine (7), respectively. The structures of the 1,2,4-triazine derivatives were confirmed by IR, 1H, 13C NMR, MS and elemental analyses. Anticancer activity of some 1,2,4-triazine derivatives (4-7) have been investigated. The results revealed that compounds 4a (IC50= 2.7μM), 5a (IC50= 1.5μM), and 5b (IC50= 3.9μM) show promising inhibitory growth efficacy compared to a standard antitumor drug (IC50= 4.6μM). These three compounds can be considered as potential agents against human hepatocellular carcinoma cell lines (HepG-2).

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Vapor-liquid equilibria in mixtures containing an associating substance. III. Binary and ternary systems of water, acetic acid and acetic anhydride at 400 mm Hg

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19560269 ◽

1956 ◽

Vol 21 (2) ◽

pp. 269-280 ◽

Cited By ~ 8

Author(s):

J. Marek

Keyword(s):

Acetic Acid ◽

Acetic Anhydride ◽

Ternary Systems ◽

Vapor Liquid Equilibria ◽

Binary And Ternary Systems ◽

Vapor Liquid

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Synthesis of conjugates of 1-(carboxymethyl)cytosine and 1-(5-O-carboxymethyl-β-D-arabinofuranosyl)cytosine with proteins

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19793023 ◽

1979 ◽

Vol 44 (10) ◽

pp. 3023-3032 ◽

Cited By ~ 1

Author(s):

Helmut Pischel ◽

Antonín Holý ◽

Günther Wagner

Keyword(s):

Human Serum Albumin ◽

Acetic Anhydride ◽

Serum Albumin ◽

Human Serum ◽

Activated Esters ◽

Hydrolysis Of

1-(Carboxymethyl)cytosine (Ia), 1-(5-O-carboxymethyl-β-D-arabinofuranosyl)cytosine (IIa) and 5'-O-carboxylmethylcytidine (IIIa) were transformed by treatment with acetic anhydride and 4-dimethylaminopyridine to the peracetyl derivatives Ib-IIIb. These products reacted with p-nitrophenol in the presence of N, N'-dicyclohexylcarbodiimide to give the activated esters Ic-IIIc which on reaction with ammonia, dimethylamine or 2-aminoethanol afforded the corresponding carboxamides Id-IIId, IIe,f. Reactions of Ic and IIc with human serum albumin and bovine γ-globulin at pH 9.2, followed by hydrolysis of the N- or O-acetyl groups at pH 9.5, gave 50% up to 64% yields of the respective conjugates Ig, IIg and Ih, IIh.

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An unusual reaction of a bridged triterpenoid α-diketone with acetic anhydride

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19912917 ◽

1991 ◽

Vol 56 (12) ◽

pp. 2917-2935 ◽

Cited By ~ 1

Author(s):

Eva Klinotová ◽

Václav Křeček ◽

Jiří Klinot ◽

Miloš Buděšínský ◽

Jaroslav Podlaha ◽

...

Keyword(s):

Acetic Acid ◽

Nmr Spectroscopy ◽

Acetic Anhydride ◽

Spectral Methods ◽

X Ray Diffraction ◽

X Ray ◽

Mild Conditions ◽

Condensation Products ◽

Unsaturated Lactones ◽

C Nmr

3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide (IIIa) reacts with acetic anhydride in pyridine under very mild conditions affording β-lactone IVa and γ-lactones Va and VIIa as condensation products. On reaction with pyridine, lactones Va and VIIa undergo elimination of acetic acid to give unsaturated lactones VIIIa and IXa, respectively. Similarly, the condensation of 20β,28-epoxy-21,22-dioxo-18α,19βH-ursan-3β-yl acetate (IIIb) with acetic anhydride leads to β-lactone IVb and γ-lactone Vb; the latter on heating with pyridine affords unsaturated lactone VIIIb and 21-methylene-22-ketone Xb. The structure of the obtained compounds was derived using spectral methods, particularly 1H and 13C NMR spectroscopy; structure of lactone IVa was confirmed by X-ray diffraction.

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Microporous Membranes from an Insoluble Polyimide

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19951741 ◽

1995 ◽

Vol 60 (10) ◽

pp. 1741-1746

Author(s):

Jan Schauer ◽

Miroslav Marek

Keyword(s):

Acetic Anhydride ◽

Phase Inversion ◽

Amic Acid ◽

Microporous Membranes ◽

Inversion Process ◽

Phase Inversion Process ◽

Ultrafiltration Process

Poly(amic acid) prepared from 3,3',4,4'-benzophenonetetracarboxylic dianhydride and bis(4-aminophenyl) ether was used for preparation of microporous membranes by the phase inversion process. Membranes coagulated in acetic anhydride were brittle but usable for ultrafiltration. Coagulation of the poly(amic acid) in water or lower alcohols and subsequent thermal cyclocondensation led to extremely brittle polyimides, which limits their use for ultrafiltration process.

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