The hydrolytic stability of some cyclourea compounds

Hu, Rong‐Zu; Yanjun, Liang; Yingao, Fang; Wang, Jinsheng; Yi, Xie

doi:10.1007/bf01979242

Journal of Thermal Analysis

1996

DOI: 10.1007/bf01979242

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The hydrolytic stability of some cyclourea compounds

Rong‐Zu Hu¹,

Liang Yanjun²,

Fang Yingao³

et al.

Abstract: The hydrolytic behavior of some eyclourca compounds was studied in a Calvet microealorimeter and a hydrolytic testing apparatus. Information was obtained on their hydrolytic stabilities.

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Cited by 6 publications

(1 citation statement)

References 2 publications

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“…The processes of chlorination [17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32] and nitration [33][34][35] have been known for a long time and mostly reported in the patent literature [17, 19, 22-32, 34, 35]. It is known that the synthesis of N-hydroxymethyl derivatives of glycolurils occurs by treatment of glycolurils with formaldehyde [36][37][38][39][40][41][42][43][44][45]. This reaction is only known in some detail for glycoluril.…”

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confidence: 99%

Reaction of N-alkylglycolurils with electrophilic reagents

Кравченко¹,

Sigachev²,

Газиева³

et al. 2006

Chem Heterocycl Compd

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The N-hydroxymethylation, N-acetylation, and N-acetoxymethylation of mono-, di-, and trialkylglycolurils by reaction with the electrophilic reagents formaldehyde and acetaldehyde have been studied. General methods have been developed for the preparation of mono-, di-, and tri-Nhydroxymethylglycolurils by treatment of differently substituted N-alkylglycolurils with formaldehyde (as hemiformal in methanol) and the synthesis of di-N-and tri-N-acetyl-or N-acetoxymethylglycolurils via the electrophilic substitution of hydrogen atoms for an acetyl group at the nitrogen or oxygen atoms in the hydroxymethyl groups of glycolurils using acetic anhydride. The regioselectivity of the reaction of the 2-t-Bu-and 2-c-C 6 H 11 -glycolurils with formaldehyde has been shown to yield a 4,6-di(hydroxymethyl) derivative. It was found that the hydroxymethylation of 2,4-and 2,6-dialkylglycolurils occurs regioselectively with a stoichiometric ratio of glycoluril to hemiformal and permits preparation of their mono-and dihydroxymethyl derivatives. The enantiomeric analysis of the obtained compounds has been carried out for the first time using HPLC on chiral phases. X-ray analysis has been carried out on the previously unreported racemic 2, 6-diacetoxymethyl-4,8-dimethylglycoluril.

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mentioning

confidence: 99%

Reaction of N-alkylglycolurils with electrophilic reagents

Кравченко¹,

Sigachev²,

Газиева³

et al. 2006

Chem Heterocycl Compd

View full text Add to dashboard Cite

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Kinetic study on the exothermic first‐stage decomposition reaction of 2,4,8,10‐tetranitro‐2,4,8,10‐tetraazaspiro[5,5]undecane‐3,9‐dione

Zhao

Wang

et al. 2004

Chin. J. Chem.

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Under linear temperature increase condition the thermal behavior and kinetic parameters of the exothermic fmt-stage decomposition reaction of the title compound were studied by means of DSC and TG-DTG. The empirical kinetic model function in differential form, apparent activation energy and pre-exponential constant of this reaction are aO.''*(l -CI)~.~'*, 216.4 kJ*mol-' and 1020.51 s-', respectively. The critical temperature of thermal explosion of the compound is 222.25 %. The values of A'S, AfH , and AfC and of this reaction are 108.3 J*mol-'= K-', 205.1 kl-mol-' and 151.4 kJ=mol-', respectively.

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Kinetic study on the exothermic decomposition reaction of 2,4,6,8‐tetranitro‐2,4,6,8‐tetraazabicyclo[3,3,1]onan‐3,7‐dione

Song

Zhao

et al. 2004

Chin. J. Chem.

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The kinetic parameters of the exothermic decomposition reaction of the title compound in a temperature‐programmed mode have been studied by means of DSC. The empirical kinetic model function in differential form, apparent activation energy (Ea) and pre‐exponential factor (A) of this reaction are (1−α)0.222, 225.8 kJ·mol−1 and 1020.21 s−1, respectively. The critical temperature of thermal explosion of the compound is 224.9°C.

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The hydrolytic stability of some cyclourea compounds

Abstract: The hydrolytic behavior of some eyclourca compounds was studied in a Calvet microealorimeter and a hydrolytic testing apparatus. Information was obtained on their hydrolytic stabilities.

Cited by 6 publications

References 2 publications

Reaction of N-alkylglycolurils with electrophilic reagents

Reaction of N-alkylglycolurils with electrophilic reagents

Kinetic study on the exothermic first‐stage decomposition reaction of 2,4,8,10‐tetranitro‐2,4,8,10‐tetraazaspiro[5,5]undecane‐3,9‐dione

Kinetic study on the exothermic decomposition reaction of 2,4,6,8‐tetranitro‐2,4,6,8‐tetraazabicyclo[3,3,1]onan‐3,7‐dione

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