Author Topic: 2009 Reference and Translation Requests  (Read 3039 times)

java

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Re: Reference request thread
« Reply #40 on: September 30, 2009, 03:54:22 PM »
Notes - Nitrosodecarboxylation
Ronald Henry
J. Org. Chem., 1958, 23 (4), pp 648–650


Abstract
The addition of sodium nitrite to an aqueous ethanolic solution of salicylic acid causes an immediate and rapid evolution of carbon dioxide; some 2-nitrophenol can be distilled from the resulting solution. This decarboxylation could conceivably occur by either of the following reaction paths:


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java

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Re: Reference request thread
« Reply #41 on: September 30, 2009, 03:59:12 PM »
Rearrangements During Nitrosodecarboxylation of Isomeric Dibromohydroxybenzoic Acids. (p )
V. N. Shishkin, M. V. Fadin
ChemInform Abstract: Published Online: Dec 4 2008 6:07AM

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heisenberg

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Re: Request
« Reply #42 on: October 05, 2009, 01:31:24 AM »
Attachment 1:

Synthetic Oxytocics. I. Synthesis and Reactions of 3-Indolyl-2'-pyridylcarbinols and of 2,3-(2',3'-Indolo)-hexahydroquinolizines
Henry Bader, William Oroshnik
J. Am. Chem. Soc., 1957, 79 (21), pp 5686–5689
DOI: 10.1021/ja01578a027
Publication Date: November 1957

Attachment 2:

Arylethylamine psychotropic recreational drugs: a chemical perspective
Sally Freeman and John F. Alderb
doi:10.1016/S0223-5234(02)01382-X   
European Journal of Medicinal Chemistry
Volume 37, Issue 7, July 2002, Pages 527-539
I spent all my money on booze and hookers, the rest I wasted - Charles Bukowski

Mr.Murphy

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Re: Reference request thread
« Reply #43 on: October 05, 2009, 03:33:23 PM »
...for no1uno

@Alchemyst: Sorry, but no access for me to this journal. I doubt that you will find somebody with access, as "Future Medicine" is really not well known resp. reputated.

- Murphy

Schiff bases. Part I. Thermal decarboxylation of -amino-acids in the presence of ketones
A. F. Al-Sayyab and Alexander Lawson
J. Chem. Soc. C, 1968, 406 - 410,


Abstract
A number of Schiff bases derived from -amino-acids and hydroxy-substituted aromatic ketones have been prepared. Their infrared spectra suggest that their relative stability to hydrolysis as compared with those from ketones with no hydroxy-groups is due to hydrogen bonding. The thermal decomposition of -amino-acids in the presence of ketones, followed by hydrolysis, produces the amines corresponding to the amino-acids or the ketones (transamination) or both, depending on the nature of the amino-acid and the ketone used and also on the method of hydrolysis. In the case of amino-acids with a quaternary -carbon atom, transamination is the principal reaction. The preparation of tyramine, tryptamine, and histamine in good yield from the corresponding amino-acids is described.


Schiff bases. Part II. Some ketimines prepared by decarboxylation of -amino-acids in the presence of ketones and their reaction and that of aldimines with phenyl isocyanate
A. F. Al-Sayyab, A. Lawson and J. O. Stevens
J. Chem. Soc. C, 1968, 411 - 415,



Abstract
Some ketimines prepared by thermal decarboxylation of amino-acids in the presence of aromatic ketones, or directly from the corresponding amines, are described. In the case of -hydroxy-amines, ring closure takes place to give oxazolidines. Aromatic ketimines derived from o-hydroxyacetophenone react with phenyl isocyanate to give coumarin derivatives. Aldimines prepared from o-and p-hydroxy- and -methoxy-substituted benzaldehydes react with phenyl isocyanate to give s-triazine derivatives.
« Last Edit: October 05, 2009, 05:45:48 PM by java »

java

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Re: Reference request thread
« Reply #44 on: October 05, 2009, 06:03:35 PM »
Future of minimizing opioid adverse effects while maintaining or improving opioid-related analgesia
Howard S Smith
Therapy September 2009, Vol. 6, No. 5, Pages 667-683





Abstract
Opioids are potent broad-spectrum analgesics that may provide significant relief from severe pain and suffering. However, unfortunately, opioids possess certain qualities and adverse effects that may detract from their potential benefits or even contribute to patients discontinuing chronic opioid therapy despite obtaining significant opioid-induced analgesia. Opioid-induced adverse effects represent a significant obstacle in achieving appropriate analgesia and/or patient comfort. Investigators continue major efforts to develop novel opioids and other analgesics and strategies, as well as efforts to improve existing analgesics such as opioids. Multiple efforts to modify opioid analgesic agents aiming to improve analgesia and/or minimize unwanted effects are ongoing. These strategies include the development of combination opioid analgesics, ‘alternative opioids’ and peripherally acting opioids.
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java

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Re: Reference request thread
« Reply #45 on: October 06, 2009, 12:56:33 PM »

Chlorobenzyl Alcohols from Chlorobenzyl Chlorides via Corresponding Benzoate Esters:  Process Development Aspects
S. R. Joshi and S. B. Sawant*
Org. Proc. Res. Dev. 2000, 4 (1), pp 23–29



Abstract
Kinetic studies in conversion of benzyl chlorides to corresponding alcohols via the benzoates are presented in this paper. The esterification reaction of 2-chlorobenzyl chloride, 4-chlorobenzyl chloride, 2,4-dichlorobenzyl chloride and benzyl chloride with aqueous sodium benzoate in the presence of phase transfer catalysts was investigated. The parameters studied are stirring speed, catalysts, the catalyst loading, temperature and the concentration of aqueous phase. The esterification reaction follows pseudo-first-order kinetics. The esters, were hydrolysed with and without a phase transfer catalyst to give corresponding benzyl alcohols without involving respective dibenzyl ethers. Material balance for the laboratory batch process of each chlorobenzyl alcohol has also been presented. A recycle strategy presented is shown to be effective in terms of alkali and benzoic acid consumption as the reactants are consumed to near stoichiometric levels.
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java

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Re: Reference request thread
« Reply #46 on: October 07, 2009, 04:30:11 PM »
Synthesis of Indoleacetic Acid from Glutamic Acid and a Proposed Mechanism for the Conversion
Sidney W. Fox, Milon W. Bullock
J. Am. Chem. Soc. 1951, 73 (6), pp 2754–2755
DOI: 10.1021/ja01150a094

Abstract
An economical method for converting glutamic acid to indoleacetic acid, through the intermediate succinaldehydic acid phenylhydrazone, has been developed. a-Ketoglutaric acid has been found as a by-product in the preparation of the succinaldehydic acid. For the decomposition of the intermediate a-N-chloroaminoglutaric acid there is a proposed mechanism which explains the formation of all the products isolated from the reaction mixture
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java

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Re: Request
« Reply #47 on: October 07, 2009, 04:45:28 PM »
The forensic analysis of clandestine drug records
Carl J. Jensen III
Forensic Science InternationalVolume 66, Issue 1, 25 May 1994, Pages 33-40


Abstract
The Racketeering Records Analysis Unit (RRAU) of the Federal Bureau of Investigation (FBI) Laboratory has developed a protocol for the analysis of suspected clandestine and/or coded drug records. Utilizing this procedure, RRAU personnel have been successful in determining (i) whether the records in question are or are not drug records; and (ii) the scope and extent of the illicit drug business as identified in the records.

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java

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Re: Reference request thread
« Reply #48 on: October 08, 2009, 12:31:47 PM »

The Hofmann Rearrangement Using Household Bleach: Synthesis of 3-Nitroaniline
Monk, Keith A.; Mohan, Ram S.
Journal of Chemical Educationvol. 76, Issue 12, p.1717

Abstract
The Hofmann rearrangement is an important example of a rearrangement reaction that is discussed in most sophomore organic chemistry texts. Yet very few examples of this reaction can be found in lab texts. We have developed a simple experiment that involves the Hofmann rearrangement of 3-nitrobenzamide to give 3-nitroaniline using household bleach. The synthesis of 3-nitrobenzamide by nitration of benzamide and the subsequent Hofmann rearrangement can be carried out in two-and-a-half hours, making this a new and simple two-step reaction sequence for the organic laboratory.[/b]

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POSEIDON

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Re: Request
« Reply #49 on: October 09, 2009, 02:31:39 PM »
please help swip with this references, thanks

The Analgesic Activity of Some Benzoxazolone Derivatives
W. J. Close, Burris D. Tiffany, M. A. Spielman
J. Am. Chem. Soc., 1949, 71 (4), pp 1265–1268
DOI: 10.1021/ja01172a036


THE CONFORMATION OF THE EPHEDRINES
W. J. CLOSE
J. Org. Chem., 1950, 15 (5), pp 1131–1134
DOI: 10.1021/jo01151a034


cis- and trans-3-Methyl-2-phenylmorpholine
Frank H. Clarke
J. Org. Chem., 1962, 27 (9), pp 3251–3253
DOI: 10.1021/jo01056a063
The chemists are a strange class of mortals, impelled by an almost insane impulse to seek their pleasures amid smoke and vapour, soot and flame, poisons and poverty; yet among all these evils I seem to live so sweetly that may I die if I were to change places with the Persian king.
— Johann Joachim

heisenberg

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Re: Request
« Reply #50 on: October 09, 2009, 02:52:48 PM »
Poseidon, the articles you have requested are in the attached .rar.
I spent all my money on booze and hookers, the rest I wasted - Charles Bukowski

no1uno

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Re: Reference request thread
« Reply #51 on: October 09, 2009, 08:46:18 PM »
Synthesis of Tritium-labelled Tyrosine, 3,5-Diiodotyrosine and Thyroxine
J. R. Tata & A. D. Brownstone
Nature 185, 34 - 35 (02 January 1960); doi:10.1038/185034a0

Abstract

ALTHOUGH much of the progress in thyroid hormone biochemistry is due to the use of thyroxine and 3,5 : 3'-triiodothyronine labelled with iodine-131, the high metabolic lability of the iodine atoms makes it impossible to follow the fate of these substances beyond the stage of enzymic deiodination1. The low specific activity of thyroxine labelled with carbon-142 has ruled out its use under physiological conditions. Hence, with the availability of pure tritium gas and methods for its measurement, it was decided to prepare tritium-labelled thyroxine. The commonly used methods of exchange could not be used because of the danger of reductive deiodination by tritium gas. The procedure summarized below, and which involved the synthesis of N-acetyl-tyrosine and N-acetyl-3 : 5-diiodotyrosine as intermediates, was finally adopted. All compounds were hence labelled in 2 carbon atoms of their alanine side-chain. [/quote]
« Last Edit: June 20, 2011, 08:02:27 AM by Enkidu »
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java

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Re: Reference request thread
« Reply #52 on: October 11, 2009, 03:15:03 PM »
A practical synthesis of codeine from dihydrothebainone
Dwight D. Weller, Henry Rapoport
J. Med. Chem. 1976, 19 (10), pp 1171–1175


Abstract
The conversion of dihydrothebaine to codeine or thebaine has been acheived in high yield. Bromination and dehydrobromination constructs the 4,5-oxide bridge to give 1-bromo- and 1,7-dibromodihydrocodeinone which yield dihydrocodeinone practically quantitively after catalytic debromination. Ketalization and acid-catalyzed elimination of methanol give excellent yields of Delta-6-dihydrothebaine to which  is added methyl hypobromite using N-bromoacetamide in methanol. The action of potassium tert-butoxide in Me2SO on the resulting 7-bromodihydrocodeinone dimethyl ketal gives codeinone dimethyl ketal selectively at 60'C while at 120'C thebaine is the exclusive product. Hydrolysis to codeinone and borohydride reduction give codeine in 70% overall yield. The bromo intermediates in the formation of the 4,5-oxide bridge have been examined. 1,5B,7a-tribromodihydrothebainone has been identified as the main product in the tribromination of dihydrothebainone
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no1uno

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Re: Reference request thread
« Reply #53 on: October 11, 2009, 08:02:09 PM »
Investigations on the biosynthesis of morphine alkaloids

D. H. R. Barton, G. W. Kirby, W. Steglich, G. M. Thomas, A. R. Battersby, T. A. Dobson and H. Ramuz
J. Chem. Soc. 1965, 2423 - 2438,

Abstract

The conversion of a quintuply labelled reticuline into thebaine in the opium poppy has proved that demethylation of reticuline does not precede its further transformation in the plant into the morphine skeleton. The partial synthesis of the postulated initial dienone cyclisation product of reticuline has been accornplishcd from thebaine. This dienone is identical with the natural alkaloid salutaridine isolated by Professor K. A. Barnes. Salutaridine has been reduced to two epimeric salutaridinols. By appropriate tritium labelling the incorporation of salutaridine and of the salutaridinols into thebaine and morphine has been studied. Salutaridine and one of the salutaridinols are transformed by the plant into morphine alkaloids in remarkably high yield and without scrambling of the labels. Several of the final stages of the biosynthesis of morphine alkaloids are thus clearly defined and in accord with carlier hypotheses. Part of this work has been reported in preliminary form.

« Last Edit: February 02, 2010, 09:34:42 PM by no1uno »
"...     "A little learning is a dang'rous thing;
    Drink deep, or taste not the Pierian spring:
    There shallow draughts intoxicate the brain,
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java

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Re: Reference request thread
« Reply #54 on: October 12, 2009, 01:28:36 AM »
Synthesis of the salutaridine and aporphine skeleton via palladium(0) catalyzed cyclization and SRN1 reaction of 2-bromoreticulines
Stefan Wiegand and Hans J. Schäfer
TetrahedronVolume 51, Issue 18, 1 May 1995, Pages 5341-5350



Abstract
Two intramolecular aryl-aryl-coupling reactions of 2-bromoreticulines are described. Their regioselectivity depends on the cyclization method. The palladium(0) catalyzed reaction of 22 leads preferentially to the salutaridine derivative 27, whilst via the photochemically induced SRN1 reaction of 22 the aporphine skeleton 24 is obtained.
¡Prefiero morir de pie que vivir siempre arrodillado!.Emiliano ZapataIt is better to die on your feet than to live on your knees!.......

java

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Re: Reference request thread
« Reply #55 on: October 12, 2009, 01:36:55 AM »
The Discovery-Oriented Approach to Organic Chemistry. 1. Nitration of Unknown Organic Compounds. An Exercise in 1H NMR and 13C NMR Spectrosopy for Sophomore Organic Laboratories
Sonia R. McElveen, Kostas Gavardinas, Jean A. Stamberger, and Ram S. Mohan
J. Chem. Educ. 1999  (76) 535.


Abstract
Nitration is one of the most fundamental reactions in organic chemistry. However, the majority of the nitration experiments found in the standard lab textbooks are of the "cookbook" variety and convey none of the excitement associated with discovery in experimental chemistry. We have developed two simple nitration experiments that present the student with a puzzle and are a good exercise in 1H NMR and 13C NMR spectroscopy. 13 C NMR spectroscopy is a powerful structure elucidation tool and yet not many examples of the use of 13C NMR spectroscopy in organic lab experiments can be found. The experiment involves nitration of unknown organic compounds and product analysis by 1H NMR and 13C NMR spectroscopy, which enables the student to determine the identity of the unknown. In spite of the simplicity of the experiment, the element of discovery ensures that student interest and enthusiasm are retained.



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no1uno

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Re: Reference request thread
« Reply #56 on: October 12, 2009, 01:46:11 AM »
On-line synthesis of [11C]nitroalkanes.
Schoeps KO, Stone-Elander S, and Halldin C
International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes, Volume 40, Issue 3, 1989, Pages 261-262 doi:10.1016/0883-2889(89)90159-7
PMID: 2541110

Quote
Abstract

The on-line synthesis of 1-11C-labelled nitroalkanes [nitromethane (I), nitroethane (II) and nitropropane (III)], from their corresponding 1-11C-labelled alkyl iodides, by use of a heated silver nitrite column is described. The radiochemical yields of I, II and III were of the order of 40-70%, based on the corresponding [1-11C]alkyl iodides. The total radiochemical yields, starting from [11C]carbon dioxide, were of the order of 25-55% with an overall synthesis time of 8-15 min.

« Last Edit: June 20, 2011, 08:04:25 AM by Enkidu »
"...     "A little learning is a dang'rous thing;
    Drink deep, or taste not the Pierian spring:
    There shallow draughts intoxicate the brain,
    And drinking largely sobers us again.
..."

java

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Re: Reference request thread
« Reply #57 on: October 12, 2009, 04:56:50 PM »
Synthesis of racemic [-11C]amphetamine and [-11C]phenethylamine from [11C]nitroalkanes
Karl-Olof Schoeps 1 2, Christer Halldin
Journal of Labelled Compounds and Radiopharmaceuticals Volume 31 Issue 11, Pages 891 - 901


Abstract
The synthesis of racemic [-11C]amphetamine and [-11C]-phenethylamine from on-line produced [11C]nitroethane and [11C]nitromethane, respectively, is described. The condensations of nocarrier-added [11C]nitroalkanes with benzaldehyde to form [-11C]-nitrostyrenes were investigated under basic and acidic conditions. The [-11C]-nitrostyrenes were reduced with lithium aluminium hydride to produce the corresponding saturated amines. Purification was performed with semi-preparative reversed-phase HPLC using a Suplex pKb-100 column. The total radiochemical yields were 7-20% (from EOB and decaycorrected) and 24-35% (based on [11C]nitroalkanes and decay-corrected) with a total synthesis time of 40-55 min. The specific radioactivity of [-11C]amphetamine and [-11C]phenethylamine at EOS was 200-1000 Ci/mmol (7.4-37 GBq/mol) with a radiochemical purity >99%.
¡Prefiero morir de pie que vivir siempre arrodillado!.Emiliano ZapataIt is better to die on your feet than to live on your knees!.......

heisenberg

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Re: Reference request thread
« Reply #58 on: October 15, 2009, 08:44:22 PM »
From Poster: Here is some that are very interesting to me. Anyone that may have text that could also show simular reactions with Glycine or other amino acids in SN2 reactions feel free to post them please. Im looking to substitute Bromine with Glycine.

Synthesis of a-heterosubstituted glycine derivatives from dihaloethanamides

Patrick D. Bailey, S. Richard Baker, Andrew N. Boa, Joanne Clayson and Georgina M. Rosair
Tetrahedron Letters
Volume 39(42) 1998, Pages 7755-7758
DOI: 10.1016/S0040-4039(98)01658-X

Abstract

A range of protected a-heterosubstituted analogues of glycine were synthesised from starting materials of the type CHFX-CONHR [X = Cl, Br, I; R = CH2Ph, (S)-CHMePh]; the final products included derivatives of glycine possessing N, O, F or S in the ?-position, and the first example of a free ?-fluoro-?-amino acid (?-fluorobetaine) whose structure was confirmed by X-ray crystal structure determination.


Steric Effects in SN2 Reactions. The Influence of Microsolvation

Adel Ahmed Mohamed and Frank Jensen

J. Phys. Chem. A
2001, 105 (13), pp 3259–3268
DOI:10.1021/jp002802m

Abstract:

Ab initio molecular orbital calculations at the B3LYP/6-31+G* and MP2/6-31+G* levels have been performed to study the effect of microsolvation on the SN2 reaction profile for Cl- + RCl (R = methyl, ethyl, i-propyl, and tert-butyl). Microsolvation corresponding to 0?4 water molecules, and 0?2 molecules of methanol, acetonitrile, acetone, dimethyl ether and propane has been investigated. The polarizable continuum solvent model has been used to investigate the effect of bulk solvation. The calculated barrier heights increase with the number of solvent molecules and the size of the R group. Microsolvation causes only small changes in the TS geometries for the methyl, ethyl, and i-propyl systems, whereas the tert-butyl TS becomes significantly looser. Microsolvation decreases the steric effect, with the modulation depending on the dielectric constant of the solvent. For water, the decrease in steric effect is shown to be due to an increased solvation of the TS, mediated by the electron donating effect of the methyl group. The polarizable continuum solvent model in general underestimates changes in steric effects due to solvation. [/quote]
« Last Edit: February 02, 2010, 09:29:28 PM by no1uno »
I spent all my money on booze and hookers, the rest I wasted - Charles Bukowski

java

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Re: Reference request thread
« Reply #59 on: October 17, 2009, 12:54:08 PM »
Production of 2-phenylacetic acid and phenylacetaldehyde by oxidation of 2-phenylethanol with free immobilized cells of Acetobacter aceti
Raffaella Gandolfi a, Kristin Cavenago a, Roberto Gualandris a, Josè Vicente Sinisterra Gagob, Francesco Molinari
Process Biochemistry Volume 39, Issue 6, 25 February 2004, Pages 749-753


Abstract
Acetobacter aceti MIM 2000/28 was employed for the oxidation of 2-phenyl-1-ethanol. Oxidation in aqueous systems gave phenylacetic
acid with high yields, while the use of a two-liquid phase system (composed of water and isooctane) allowed for the production of the
corresponding aldehyde. Free cells showed poor operational stability and were immobilized in calcium alginate; immobilized cells had
specific activity, substrate tolerance and stability higher than that obtained with free cells. Simple fed-batch operation with immobilized cells
in an air-lift reactor allowed for the production of 23 g l?1 phenylacetic acid in 9 days without foam formation.
¡Prefiero morir de pie que vivir siempre arrodillado!.Emiliano ZapataIt is better to die on your feet than to live on your knees!.......