Oxidative cyclization of carbonyl derivatives. 5-Imino-Δ1-1,2,4-triazolines from alkylideneimino guanidines

1978 ◽  
Vol 56 (16) ◽  
pp. 2194-2196 ◽  
Author(s):  
Lubomira M. Cabelkova-Taguchi ◽  
John Warkentin

Treatment of 2-propylideneimino guanidinium acetate with lead tetraacetate, in methylene chloride containing solid sodium carbonate, afforded the previously unknown 3,3-dimethyl-5-imino-Δ1-1,2,4-triazoline. Similarly, N,N′-diphenyl-N″-(2-propylideneimino)guanidinium acetate afforded Z-4-phenyl-5-phenylimino-Δ1-1,2,4-triazoline as the major oxidation product and the corresponding E isomer as a minor product. Stereochemistry was established spectrophotometrically and also by isomerizing the minor (E) isomer to the major (Z) isomer.

1984 ◽  
Vol 61 (6) ◽  
pp. 1024-1027 ◽  
Author(s):  
M. Hashmi ◽  
M. Khan ◽  
M. S. Ahmad ◽  
F. Ahmad ◽  
S. M. Osman

2002 ◽  
Vol 2002 (5) ◽  
pp. 205-208 ◽  
Author(s):  
A.M. Sh. El-Sharief ◽  
Y.A. Ammar ◽  
M.A. Zahran ◽  
A.H. Ali

Oxidation of 3-aminoquinazolin-4(3H)-one derivative 3c using lead tetraacetate in methylene chloride at −20°C gave aziridine 4, while reaction of 7b and 7c under similar conditions gave the oxadiazepine derivatives 7H-naphtho[2′,1′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-9(15H)-one (9) and 16H-naphtho[1′,2′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-14(8H)-one (11), respectively.


1983 ◽  
Vol 14 (51) ◽  
Author(s):  
M. HASHMI ◽  
M. KHAN ◽  
M. S. JUN. AHMAD ◽  
F. AHMAD ◽  
S. M. OSMAN ◽  
...  

1981 ◽  
Vol 59 (2) ◽  
pp. 344-355 ◽  
Author(s):  
Peter Yates ◽  
Gordon E. Langford

1-Methoxy-2-methyl-1,4-cyclohexadiene (3), 2-methoxy-1-methyl-1,3-cyclohexadiene (2), and 2-methoxy-1,5,5-trimethyl-1,3-cyclohexadiene (14) on heating with maleic anhydride give 1-methoxy-endo-7-methylbicyclo[2.2.2]oct-5-ene-syn-2,3-dicarboxylic acid anhydride (7) and its 6-methoxy-1-methyl (16a) and 6-methoxy-1,8,8-trimethyl (16b) analogues, respectively. On hydrolysis 16a and 16b give the corresponding keto dicarboxylic acids, 18a and 18b, via keto anhydrides 17a and 17b. Treatment of 18b with lead tetraacetate gives 1,8,8-trimethylbicyclo[2.2.2]oct-5-en-2-one (19) together with products in which rearrangement to a bicyclo[3.2.1]octane system has occurred. Treatment of 17b with bis(triphenylphosphino)nickel dicarbonyl gives only 19; similar treatment of 17a gives 1-methylbicyclo[2.2.2]oct-5-en-2-one (1). Reaction of bicyclo[2.2.2]octane-2,3-dione (27) with methyllithium gives 3-hydroxy-3-methylbicyclo[2.2.2]octan-2-one (28), its dimer 31, and a diol 30. Treatment of 5-exo-acetoxy-1, 5-endo-dimethyl-6-oxobicyclo[2.2.2]octane-anti-2,3-dicarboxylic acid (37) with lead tetraacetate gives 3-endo-acetoxy-1,3-exo-dimethyl-bicyclo[2.2.2]oct-5-en-2-one (33) as a minor product; the major product is derived by rearrangement to a bicyclo[3.2.1]octane system. It is proposed that this rearrangement, like that of 18b, involves oxidative decarboxylation of a single carboxylic acid group to give a carbonium ion that undergoes rearrangement via a 1,2-acyl migration.


2021 ◽  
Author(s):  
Thi Nhan Nguyen ◽  
Quoc Phung ◽  
Ziyou Yu ◽  
Lander Frederickx ◽  
Diederik Jacques ◽  
...  

Abstract Carbonation of alkali activated materials is one of the main deteriorations affecting their durability. However, current understanding in structural alteration of these materials exposed to an environment inducing carbonation at nano/micro scale remains limited. This study examined the evolution of phase assemblages of alkali activated slag mortars subjected to accelerated carbonation (1% CO2, 60% relative humidity, up to 28 day carbonation) using XRD, FTIR and 29Si, 27Al, 23Na MAS NMR. Samples with three water to binder (w/b) ratios (0.35, 0.45, and 0.55) were investigated. The results show that the phase assemblages mainly consisted of C-A-S-H, disordered remnant aluminosilicate binder, and a minor hydrotalcite as a secondary product. Upon carbonation, calcium carbonate is mainly formed as the vaterite polymorph, while no sodium carbonate is found after carbonation as commonly reported. The sodium acts primarily as a charge balancing ion without producing sodium carbonate as a final carbonation product in 28-day carbonated materials. The C-A-S-H structure becomes more cross-linked due to the decalcification of this phase evidenced by the appearance of Q4 groups, which replace the Q1 and Q2 ones as observed in the 29Si MAS NMR spectra, and the dominance of Al (IV) in 27Al MAS NMR. Especially, unlike cementitious materials, the influence of w/b ratio on the crystalline phase formation and structure of C-A-S-H in the alkali activated mortars before and after carbonation is limited.


2003 ◽  
Vol 58 (5) ◽  
pp. 489-492 ◽  
Author(s):  
Norbert W. Mitzel ◽  
Christian Lustig

Exposure of methylaluminium dichloride to air results in the formation of a crystalline hydrolysis/ oxidation product of the composition [(MeOAlCl2)3][(MeOAlCl2)2(HOAlCl2)], which is linked by a H···Cl hydrogen bond in the solid state. Oxygen is thus inserted into the carbon-aluminium bond in the primary reaction, whereas hydrolysis plays only a minor role.


1986 ◽  
Vol 156 ◽  
pp. 189-197 ◽  
Author(s):  
Tadashi Kiho ◽  
Hajime Tabata ◽  
Shigeo Ukai ◽  
Chihiro Hara

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