A new method for preparation of 1-(4-substituted phenyl)-6-phenyl-2-thiouracils via cyclization of N-(4-substituted phenyl)-N'-3-phenylpropenoylthioureas and Dimroth rearrangement of 2-(4-substituted phenylimino)-6-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones

1987 ◽  
Vol 52 (9) ◽  
pp. 2260-2265 ◽  
Author(s):  
Milan Dzurilla ◽  
Peter Kutschy ◽  
Dušan Koščík

N-(4-Substituted phenyl)-N'-3-phenylpropenoylthioureas treated with lithium hydride afforded 1-(4-substituted phenyl)-6-phenyl-2-thiouracils; these could also be obtained by Dimroth rearrangement of 2-(4-substituted phenylimino)-6-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones under the same reaction conditions. 2-(4-Substituted phenylimino)-6-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones were synthesized from the corresponding thioureas under catalysis of boron trifluoride in chloroform.

2019 ◽  
Vol 41 (6) ◽  
pp. 1039-1039
Author(s):  
Yingguo Fang and Jie Yan Yingguo Fang and Jie Yan

A novel and efficient alkoxylselenenylation from alkenes, diselenides, and alcohols mediated by iodine is developed, with which a series of β-alkoxy selenides are synthesized. In this procedure, firstly, I2 reacts with diselenide to form in situ the active electrophilic selenium species RSeI, then following an electrophilic addition of it to alkenes provides β-alkoxy selenides with high regioselectivity and in good yields. This new method for achieving β-alkoxy selenides has some advantages over other methods such as using available and cheap iodine as the oxidizing species at room temperature, which makes this reaction has milder reaction conditions and simpler procedure.


1984 ◽  
Vol 39 (10) ◽  
pp. 1368-1374 ◽  
Author(s):  
Peter Jutzi ◽  
Gabriele Berg ◽  
Cornelius Otto ◽  
Thomas Wippermann

In the system 1-sila-2,4-cyclohexadiene (l)/tert-butyllithium/trimethylchlorosilane the following reaction types have been observed: nucleophilic substitution, metallation, addition of tert-butyllithium to the diene fragment, addition of lithium hydride to the diene fragment, silicon-carbon bond cleavage, and transmetallation. The resulting products 2-11 have been characterised by their 1H and 13C NMR data; the compounds 2, 3, 6, 8 and 10 could be isolated in a pure form. The relative quantities obtained of the compounds 2-11 depend on the reaction conditions (solvent, temperature, order of addition).


1986 ◽  
Vol 32 (1) ◽  
pp. 194-197 ◽  
Author(s):  
M H Abernethy ◽  
P M George ◽  
J L Herron ◽  
R T Evans

Abstract A method that overcomes the difficulties of the 240-nm benzoylcholine method for phenotyping plasma cholinesterases has been developed. After a timed reaction, under the same reaction conditions as in the classic procedure, choline is detected at 500 nm by use of choline oxidase coupled with the peroxidase/phenol/aminoantipyrine system. Cholinesterase activity measurements, calibrated by use of choline iodide as standard, are linearly related to results obtained with propionylthiocholine as substrate at 25 degrees C (y = 0.14x + 0.17, n = 30, r = 0.98). Results of differential inhibition with dibucaine and fluoride are virtually identical with those obtained by the ultraviolet method (y = 0.97x + 4.3, r = 0.995, and y = 0.93x - 0.5, r = 0.987, respectively) and give the same classification of homo- and heterozygotes for the usual, atypical, and fluoride-resistant variants. The new method has substantial advantages in that it eliminates the difficulties associated with measuring small changes in high absorbances at a suboptimal wavelength on a steep portion of the absorption curve.


2014 ◽  
Vol 52 (5) ◽  
pp. 1411-1414 ◽  
Author(s):  
B. E. Ezema ◽  
L. E. S. Akpanisi ◽  
C. G. Ezema ◽  
A. E. Onoabedje

ChemInform ◽  
2004 ◽  
Vol 35 (1) ◽  
Author(s):  
Alexander O. Terent'ev ◽  
Alexander V. Kutkin ◽  
Maxim M. Platonov ◽  
Yuri N. Ogibin ◽  
Gennady I. Nikishin

2011 ◽  
Vol 89 (11) ◽  
pp. 1319-1324 ◽  
Author(s):  
Gennady Shustov ◽  
Vladimir Khlebnikov

A new method for synthesizing chiral 3,3′-bis(N,N-dialkylaminomethyl)-1,1′-bi-2-naphthols with high enantiomeric excess is described. The procedure consists of bis-lithiation of diprotected (S)- or (R)-1,1′-bis(2-naphthol) followed by treatment of the intermediate with methyleneiminium salts. Mild reaction conditions prevent racemization and provide 3,3′-bis(N,N-dialkylaminomethyl)-1,1′-bi-2-naphthols or 3-(N,N-dialkylaminomethyl)-1,1′-bi-2-naphthols with an enantiomeric excess >99%.


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