Synthesis of Cyclic Nitramines From Products of the Cyclocondensation Reaction of Guanidine With 2,3,5,6-Tetrahydroxypiperazine-1,4-dicarbaldehyde

1994 ◽  
Vol 47 (11) ◽  
pp. 2033 ◽  
Author(s):  
IJ Dagley ◽  
JL Flippenanderson
Keyword(s):  
Nitric Acid ◽  
Hydrochloric Acid ◽  
Acetic Anhydride ◽  
Formic Acid ◽  
Guanidine Hydrochloride ◽  
Chloride Ion ◽  
Trifluoroacetic Anhydride ◽  
Cyclocondensation Reaction ◽  
Cyclic Nitramines ◽  
Cis Isomer

The reaction of 2,3,5,6-tetrahydroxypiperazine-1,4-dicarbaldehyde (1) with guanidine hydrochloride in hydrochloric acid can be controlled to give 2,6-diiminododecahydrodiimidazo[4,5-b:4′,5′-e] pyrazine (2a) or the cis isomer of 4,5-diamino-2-iminoimidazolidine (4). Compound (4) reacts with formaldehyde, or formic acid followed by reduction, to give 2-iminooctahydroimidazo[4,5-d] imidazole (7). Treatment of (2a) or (7) with nitric acid gives dinitro derivatives that were isolated as nitric acid salts of the cyclic guanidines. Reaction of the dinitro derivatives with nitric acid/acetic anhydride in the presence of chloride ion gives 4,8-dinitro-2,6-bis( nitroimino ) dodecahydrodiimidazo -[4,5-b:4′,5′-e] pyrazine (3a) and 1,3-dinitro-5-( nitroimino ) octahydroimidazo [4,5-d] imidazole (9). The reaction of (7) with nitric acid/ trifluoroacetic anhydride was controlled to give either the tetranitro or a dinitro bis ( trifluoroacetyl ) derivative of the corresponding bicyclic urea.

Reactions of phenyl-substituted heterocyclic compounds. VII. Reagent-dependent orientation in the nitration of 4-phenylpyrimidine

1967 ◽  
Vol 45 (13) ◽  
pp. 1431-1437 ◽  
Author(s):  
Brian M. Lynch ◽  
Lizzie Poon
Keyword(s):  
Nitric Acid ◽  
Acetic Anhydride ◽  
Nucleophilic Addition ◽  
Heterocyclic Compounds ◽  
Trifluoroacetic Anhydride ◽  
Reaction Products ◽  
Heterocyclic Nitrogen

In the nitration of 4-phenylpyrimidine, the nature of the reaction products is strongly dependent upon the nitrating reagent. Mixed nitric and sulfuric acids yield 4-o- and 4-m-nitrophenylpyrimidines in the ratio 2:3, whereas nitric acid – trifluoroacetic anhydride yields 4-o-, 4-m-, and 4-p-nitrophenylpyrimidines in the ratio 45:29:26, and nitric acid – acetic anhydride yields 2,4-diacetoxy-1,3,5-trinitro-6-phenyl-1,2,3,4-tetrahydropyrimidine.An explanation of these findings involves the possibility of the addition of nitronium ion at the heterocyclic nitrogen, followed in some circumstances by nucleophilic addition.

Ipso nitration. XIX. Formation of cyclohexadiene adducts from nitration of 4-ethyltoluene and 1,4-diethylbenzene in nitric acid and acetic anhydride

1978 ◽  
Vol 31 (6) ◽  
pp. 1241 ◽  
Author(s):  
A Fischer ◽  
GN Henderson ◽  
RJ Thompson
Keyword(s):  
Nitric Acid ◽  
Acetic Anhydride ◽  
Trifluoroacetic Acid ◽  
Trifluoroacetic Anhydride ◽  
Phenyl Acetate ◽  
Aqueous Methanol ◽  
Methyl Phenyl

Nitration of 4-ethyltoluene in acetic anhydride at -20° gives the diastereoisomers of 1-ethyl-4-methyl-4-nitrocyclohexa-2,5-dienyl acetate and of 4-ethyl-1-methyl-4-nitrocyclohexa-2,5-dienyl acetate. Similar nitration of 1,4-diethylbenzene gives the diastereoisomers of 1,4-diethyl-4-nitro-cyclohexa-2,5-dienyl acetate. Rearomatization of the adducts of p-ethyltoluene in trifluoroacetic acid-trifluoroacetic anhydride gives 4-ethyl-2-nitrotoluene from the 1-ethyl-4-methyl-4- nitro isomers and 4-ethyl-3-nitrotoluene from the 4-ethyl-1-methyl-4-nitro isomers. In aqueous methanol 2-ethyl- 5-methylphenyl acetate is obtained from the 1-ethyl-4-methyl-4-nitro isomers and 5-ethyl-2- methyl-phenyl acetate from the 4-ethyl-1-methyl-4-nitro isomers.

An Addition Reaction of Indane with Nitric Acid in Acetic Anhydride

1972 ◽  
Vol 50 (14) ◽  
pp. 2211-2216 ◽  
Author(s):  
A. Fischer ◽  
C. C. Greig ◽  
A. L. Wilkinson ◽  
D. R. A. Leonard
Keyword(s):  
Nitric Acid ◽  
Acetic Anhydride ◽  
Nitrous Acid ◽  
Addition Reaction ◽  
Cis And Trans ◽  
Cis Isomer

cis- and trans-5-Acetoxy-7a-nitro-5,7-dihydroindane are formed as well as the 4- and 5-nitroindanes when indane is reacted with nitric acid and acetic anhydride. These adducts both decompose on standing by loss of nitrous acid forming 5-acetoxyindane. The cis isomer is obtained in greater amount and it undergoes elimination less readily than the trans.

Extraction of iron, cobalt, nickel and copper with dibenzyl sulfoxide solution in toluene

1979 ◽  
Vol 44 (7) ◽  
pp. 2024-2031 ◽  
Author(s):  
František Vláčil ◽  
Huynh Dang Khanh
Keyword(s):  
Nitric Acid ◽  
Hydrochloric Acid ◽  
Distribution Ratio ◽  
Separation Factor ◽  
Chromatographic Separation ◽  
The Other ◽  
Iron Cobalt ◽  
Cobalt Nickel ◽  
Factor Α

The dependence of the distribution ratio of the metal on the concentration of hydrochloric of nitric acid was examined for Fe, Co, Ni and Cu extraction with 0.05M solution of dibenzylsulfoxide in toluene. Iron is extracted considerably more than the other metals, and is better extracted from hydrochloric acid than from nitric acid. The separation factor αFe/M (for 8M-HCl) is of the order of 104; this is not sufficient for a separation of trace quantities of iron from Co, Ni and Cu, but even at lower concentrations of HCl (e.g., 5M) the values is high enough for extraction chromatographic separation. The composition of the iron solvate extracted from HCl or LiCl medium was determined to be HFeCl4.2 B (B = dibenzyl sulfoxide).

DETERMINATION OF TRACE AMOUNTS OF SILVER IN GALENA ORES

1960 ◽  
Vol 38 (9) ◽  
pp. 1488-1494 ◽  
Author(s):  
E. J. Bounsall ◽  
W. A. E. McBryde
Keyword(s):  
Aqueous Solution ◽  
Nitric Acid ◽  
Sodium Chloride ◽  
Hydrochloric Acid ◽  
Chloride Solution ◽  
Sodium Chloride Solution ◽  
Silver Content ◽  
Aqueous Sodium Chloride Solution ◽  
Aqueous Sodium

An analytical method is described for the determination of microgram amounts of silver in galena ores, based on the "reversion" of silver dithizonate. Silver is separated from relatively large amounts of lead by extraction as dithizonate into chloroform from an aqueous 1:99 nitric acid solution. Separation from mercury, which is also extracted under these conditions and would, if present, interfere in the analysis, is achieved by reverting the dithizonate solution with a 5% aqueous sodium chloride solution which is also 0.015 molar in hydrochloric acid. Following dilution of this aqueous solution and adjustment of pH, silver is again extracted into chloroform as the dithizonate, and determined absorptiometrically. Analyses of a number of galena ore samples showed a precision of within 3% for a silver content ranging from 0.03 to 0.4%.Some other methods for isolating silver from these samples, which were tried but found unsatisfactory, are discussed.

Pre-Treatment Experimental Study of Organic Acid: An Alternative Means to Overcome Inorganic Scale Build-Up Problem in Deep Well

2021 ◽  
Author(s):  
Bagus Muliadi Nasution ◽  
Andrew Yonathan ◽  
Muthi Abdillah ◽  
Wang Zhen
Keyword(s):  
Hydrochloric Acid ◽  
Formic Acid ◽  
Organic Acid ◽  
Corrosion Inhibitor ◽  
Corrosion Test ◽  
Oil And Gas ◽  
Experimental Studies ◽  
Oil And Gas Industry ◽  
Scale Inhibitor ◽  
Pre Treatment

Abstract Organic acid has been widely applied for inorganic scale treatment in oil and gas industry including well stimulation and scale inhibitor. Thanks to its low corrosivity and slower reaction rate with rock, organic acid is considered to offer better performance comparing to strong acid - Hydrochloric Acid (HCl). Yet, proper treatment requires vigorous analysis and experiment in order to meet foremost expectations. Besides, mistreatment of scale could result in formation damage including clay precipitation. Pre-treatment experiments were performed on Zelda field at South East Sumatera block, that has faced with scale problem for ages. Water sample was taken from flowing Zelda A-08 well to be analyzed for mineral's saturation level. Scale was extracted from three sources including tubing, sand bailer, and Electrical Submersible Pump (ESP) of Zelda A-08. Those scale were treated in X-Ray Powder Diffraction (XRD) for mineral composition, and solubility test that utilized two types of acid system - formic acid (HCOOH) and hydrochloric acid (HCl) for comparison. Anti-swelling test and corrosion test were performed to examine the effectiveness of clay stabilizer and corrosion inhibitor. As for carbonate analysis, both formic acid 9% and HCl 15% have comparable solubility (98.17% vs 98% for tubing's scale, 91.86% vs 82.79% for ESP's scale, and 70.30% vs 68.07% for sand bailer's scale). Yet, longer reaction is carried out by formic acid 9% (1 hour) comparing to HCl 15% (18 minutes). For silicate analysis, HF-formic acid provided the higher solubility than HF-HCl (8.34% vs 5.67% for ESP's scale and 30.48% vs 25.68% for sand bailer's scale). On anti-swelling test, by reducing swelling tendency up to 62.6%, it proves that examined clay stabilizer works perfectly against swelling potential of clay, despite of high swelling tendency of sand bailer's scale (25.8%). On corrosion test, adding on corrosion inhibitor (pyridine-based) into solution results in regular HCl 15% has corrosion rate 26.279 g/m2.h which is much higher (300%) than HF-HCl (7.977 g/m2.h) and HF-formic acid (8.229 g/m2.h). Based on pre-treatment test, formic acid 9% together with examined corrosion inhibitor and clay stabilizer, can be used as an alternative to regular HCl 15% for stimulation purpose where more areas will be covered that previously left unreachable by regular acid 15%. In addition, potentially more effective squeezed scale inhibitor using organic acid can also be achieved by performing further experiments. The method presented in this paper for pre-treatment experimental studies of organic acid can provide engineers with intensive guide to meet the best result of organic acid treatment.

scholarly journals Microwave-assisted Depolymerization of Lignin with Metal Chloride in a Hydrochloric Acid and Formic Acid System

BioResources ◽  
2018 ◽  
Vol 13 (2) ◽  
Author(s):  
Rongge Zou ◽  
Yunfeng Zhao ◽  
Yunpu Wang ◽  
Dengle Duan ◽  
Liangliang Fan ◽  
...  
Keyword(s):  
Hydrochloric Acid ◽  
Formic Acid ◽  
Metal Chloride ◽  
Acid System ◽  
Microwave Assisted
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