Tetracycle Formation from the Reaction of Acetophenones with 1-Aminoanthraquinone, and Further Annulation of Pyridine and Diazepine Rings

2003 ◽  
Vol 56 (12) ◽  
pp. 1219 ◽  
Author(s):  
Leslie W. Deady ◽  
Clare L. Smith
Keyword(s):  
Acetic Acid ◽  
Nucleophilic Substitution ◽  
Sodium Hydroxide ◽  
Hydrazine Hydrate ◽  
Ammonium Acetate

Acetophenones (H, o-, m-, p-Cl, o-aza) react with aminoanthraquinone in pyridine containing solid sodium hydroxide to form 6-(arylcarbonyl)methyl-2-aryl-7H-naphtho[1,2,3-de]quinolin-7-ones (with the 4-(arylcarbonyl)methyl isomer as minor product). Preformed 7H-benzo[e]perimidin-7-one with acetophenone underwent the second part of this process, i.e. nucleophilic substitution to form 6-phenacyl-7H-benzo-[e]perimidin-7-one. Further reactions are described, including cyclization with ammonium acetate/acetic acid to 2,7-diphenyl-1,6-diazabenzo[e]pyrene and 7-phenyl-1,3,8-triazabenzo[e]pyrene, respectively, and with hydrazine hydrate to 3,8-diphenyl-4H-[1,2]diazepino[3,4-4′,3′ : 4,5-f]naphtho[1,2,3-de]quinoline and 3-phenyl-4H-benzo[e][1,2]diazepino[3,4,5-gh]perimidine.

Production of monosaccharides from poplar by a two-step hydrogen peroxide-acetic acid and sodium hydroxide pretreatment

2021 ◽  
Vol 170 ◽  
pp. 113820
Author(s):  
Hong Liao ◽  
Jiaxin You ◽  
Peiyao Wen ◽  
Wenjun Ying ◽  
Qianqian Yang ◽  
...  
Keyword(s):  
Hydrogen Peroxide ◽  
Acetic Acid ◽  
Sodium Hydroxide

scholarly journals Kinetics and Mechanism of the Change of the 4-Nitrobenzylthio-System into 4,4′-Diformylazoxybenzene in Alkaline Dioxane-Water Media

1985 ◽  
Vol 40 (11) ◽  
pp. 1128-1132
Author(s):  
Y. Riad ◽  
Adel N. Asaad ◽  
G.-A. S. Gohar ◽  
A. A. Abdallah
Keyword(s):  
Acetic Acid ◽  
Sodium Hydroxide ◽  
Rate Constants ◽  
Main Product ◽  
Reaction Medium ◽  
Aqueous Dioxane ◽  
Proton Abstraction ◽  
First Order ◽  
Water Media ◽  
Different Temperatures

Sodium hydroxide reacts with α -(4-nitrobenzylthio)-acetic acid in aqueous-dioxane media to give 4,4'-diformylazoxybenzene as the main product besides 4,4'-dicarboxyazoxybenzene and a nitrone acid. This reaction was kinetically studied in presence of excess of alkali in different dioxane-water media at different temperatures. It started by a fast reversible a-proton abstraction step followed by two consecutive irreversible first-order steps forming two intermediates (α -hydroxy, 4-nitrosobenzylthio)-acetic acid and 4-nitrosobenzaldehyde. The latter underwent a Cannizzaro's reaction, the products of which changed in the reaction medium into 4,4'-diformylazoxybenzene and 4,4'-dicarboxyazoxybenzene. The rate constants and the thermodynamic parameters of the two consecutive steps were calculated and discussed. A mechanism was put forward for the formation of the nitrone acid.Other six 4-nitrobenzyl, aryl sulphides were qualitatively studied and they gave mainly 4,4'-diformylazoxybenzene beside 4,4'-dicarboxyazoxybenzene or its corresponding azo acid.

scholarly journals 6-[1-Acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-3-yl]-2(3H)-benzoxazolone

Molbank ◽  
10.3390/m1021 ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. M1021
Author(s):  
Yordanka Ivanova ◽  
Antonya Todorova ◽  
Christo Chanev ◽  
Ognyan Petrov
Keyword(s):  
Acetic Acid ◽  
Hydrazine Hydrate ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Title Compound ◽  
Target Compound

The title compound, 6-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]-2(3H)-benzoxazolone, was synthesized by condensation of 6-[3-(4-methoxyphenyl)-2-propenoyl]-2(3H)-benzoxazolone (1) and hydrazine hydrate in acetic acid in 84% yield. The structure of the target compound was confirmed using 1H-NMR, 13C-NMR, IR, MS, and elemental analysis.

Thermochemical Ablation in an Ex-vivo Porcine Liver Model Using Acetic Acid and Sodium Hydroxide: Proof of Concept

2010 ◽  
Vol 21 (10) ◽  
pp. 1573-1578 ◽  
Author(s):  
Joseph L. Farnam ◽  
Benjamin C. Smith ◽  
Brandon R. Johnson ◽  
Rodolfo Estrada ◽  
Theresa L. Edelman ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Sodium Hydroxide ◽  
Ex Vivo ◽  
Proof Of Concept ◽  
Porcine Liver ◽  
Liver Model

Carbonyl-Containing Spirodihydrofurans in Reactions with Ammonium Acetate and Hydrazine Hydrate.

ChemInform ◽  
2006 ◽  
Vol 37 (32) ◽  
Author(s):  
O. V. Fedotova ◽  
M. I. Skuratova ◽  
P. V. Reshetov ◽  
M. A. Panov
Keyword(s):  
Hydrazine Hydrate ◽  
Ammonium Acetate

Studies on Ylides: Reactions of N -Pyridinium Phenancylides with α,β-Unsaturated Ketones, I

1974 ◽  
Vol 29 (7-8) ◽  
pp. 552-555 ◽  
Author(s):  
Purshottam S. Kendurkar ◽  
Ram S. Tewari
Keyword(s):  
Acetic Acid ◽  
Nmr Spectra ◽  
Ammonium Acetate ◽  
Ir And Nmr Spectra ◽  
Unsaturated Ketones

Reactions of N-pyridinium phenancylides with different a, β-unsaturated ketones give 2,4,6-triarylsubstituted pyridines, 2,6-diphenyl-4-(2-pyridyl) pyridines, 2-benzylidene-4,6-diphenyl pyridines and 2,4,6-triphenyl-3-bromopyridine. Ammonium acetate in acetic acid was used as cyclization agent. The structure of the products are supported by IR and NMR spectra.

Enaminones as Building Blocks In Heterocyclic Synthesis: A New One Pot Synthesis of Polyfunctional Substituted Pyridines

2001 ◽  
Vol 56 (10) ◽  
pp. 1074-1078 ◽  
Author(s):  
Samia Michel Agamy ◽  
Mervat Mohammed Abdel-Khalik ◽  
Mona Hassan Mohamed ◽  
Mohammed Hilmy Elnagdi
Keyword(s):  
Acetic Acid ◽  
Double Bond ◽  
Aromatic Aldehyde ◽  
Michael Addition ◽  
Ammonium Acetate ◽  
Building Blocks ◽  
Heterocyclic Synthesis ◽  
One Pot ◽  
Active Methyl ◽  
Substituted Pyridines

Enaminones react with a variety of active methyl and methylene reagents in presence of ammonium acetate to yield functionally substituted pyridines in good yields. The reaction proceeded via initial Michael addition across the double bond followed by cyclization. The reaction of enaminone with aromatic aldehyde in acetic acid/ammonium acetate afforded the dihydropyridine that was oxidized to the corresponding pyridine.

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