Synthesis and properties of sym-triazine derivatives. 8. Synthesis of amino and alkoxy derivatives of sym-triazine containing fragments of a sterically-hindered phenol from 2,4-bis(trichloromethyl)-sym-triazines

The reactions of 2,4-bis(trichloromethyl)-6-substituted sym-triazines with several amino and hydroxy derivatives of 2,6-di-tert-butylphenol were studied. It is shown that, depending on the reaction conditions, one or both trichloromethyl groupings in the starting sym-triazines are replaced.See [1] for Communication 7.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 681–686, May, 1988.     

Synthesis and properties of symm-triazines. 3. Reactions of 2-alkyl-4,6-bistrichloromethyl-symm-triazines containing higher alkyl groups with ammonia and aliphatic amines

The reaction of 2-alkyl-4,6-bistrichloromethyl-symm-triazines containing higher alkyl groups with ammonia or aliphatic amines results, depending on the reaction conditions, in the replacement of one or both trichloromethyl groups. On heating these symm-triazines with aqueous ammonia or dimethylamine, 2-oxo-4-amino-6-alkyl-1(3)H-symm-triazines are obtained.For communication 2, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1557–1563, November, 1985.     

Synthesis of 2-aryloxy-4,6-bis(4-carboxyphenyl)-sym-triazines and their chlorides

The peculiarities of the reaction of some substituted (in the benzene ring) 2,4-dichloro-6-aryloxy-sym-triazines with toluene under the conditions of the Friedel-Crafts reaction were investigated. Methods for the synthesis of 2-arloxy-4,6-bis(4-carboxyphenyl)-sym-triazines and their chlorides were developed. Cleavage of the ether bond to give a dihydro-sym-triazine structure occurs in the case of 2,4-dichloro-6-benzyloxy-sym-triazine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1125–1129, August, 1983     

Synthesis and properties of derivatives of sym-triazines. 11. Synthesis of 2-amino-sym-triazines containing alkyl radicals

2-Amino-4,6-dialkyl-sym-triazenes were synthesized by the condensation of aliphatic nitriles with guanidine. 2-Amino-4-alkyl-6-substituted sym-triazines were prepared by the reaction of N-acylguanidines with nitriles or imino esters. Aminotriazines of this type are also formed in the condensation of N-imidoylguanidines with esters.For Communication 10, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1271–1276, September, 1993.     

sym-triazine derivatives. 9. Reaction of sym-triazines containing trichloromethyl and ethoxycarbonyl groups with phenylhydrazine

Using the example of the reaction of 1,3,5-triazines simultaneously containing trichloromethyl and ethoxycarbonyl substituents with phenylhydrazine, it was shown that the presence of even one ester group leads to ring transformation. Depending on the number of the ester groups in the initial 1,3,5-triazine, the reaction products are either 1,2,4-triazole or 1,2,4-triazine derivatives.For Communication 8, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1655–1664, December, 1990.     

2-(4-甲氧基苯基)-4,6-双(三氯甲基)-S-三嗪光引发剂的合成及其光聚合动力学性能研究

以对甲氧基苯甲腈和三氯乙腈为原料合成了光引发剂2-(4-甲氧基苯基)-4,6-双(三氯甲基)-S-三嗪(MBTT),通过傅里叶红外光谱仪、核磁共振仪和紫外吸收光谱对所合成的产物结构进行了表征.并利用实时红外(RT-IR)对该引发剂进行了光聚合反应动力学研究,考察了单体、引发剂浓度和光强对引发速率及单体转化率的影响.结果表明,MBTT是一种高效的紫外光引发剂,在引发剂用量为0.1%时光聚合的单体转化率就能达到90%;随着光强的增大,单体的双键转化率和最大反应速率都增大,诱导期缩短;双丙烯酸酯类单体的双键转化率比三丙烯酸酯类单体的双键转化率要高.     

Synthesis and properties of sym-triazine derivatives. 2. Synthesis of amino-sym-triazines containing fragments of sterically hindered phenol

The reaction of mono- and dichloro-sym-triazines with 4-hydroxy-3,5-di-tert-butyl-aniline was studied. N-substituted derivatives of 2,4,6-triamino-sym-triazine were synthesized, containing fragments of sterically hindered phenol.For article 1, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No.12, pp. 1678–1682, December, 1984.     

Synthesis and properties of sym-triazene derivatives 12. Synthesis of 2,4-bis(trichloromethyl)-6-substituted sym-triazenes containing a sterically hindered phenol group

6-Substituted 2,4-bis(trichloromethyl)-sym-triazet:es containing the 2,6-di-tert-butylphenol group are synthesized by simultaneous cyclotrimerization of trichloroacetonitrile with the nitrile or thiocyanate derivative of the sterically hindered phenol in the presence of gaseous HCl. Significant amounts of 2,4,6-tris(trichloromethyl)-sym-triazene are formed as a byproduct.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 240–243, February, 1994. Original article submitted January 19, 1994.     

Synthesis and properties of sym-triazine derivatives

N-Substituted 2,4-diamino-6-furyl-sym-triazines were synthesized by cyclocondensation of furancarboxylic acid esters with biguanides. 2-Amino-4,6-disubstituted sym-triazines containing furyl residues were obtained by reacting furancarboxylic acid nitriles with guanidine or furancarboxylic acid esters with N-imidoylguanidines. Aminotriazines of this type are also formed in condensation of N-acylguanidines with nitriles or imino esters.See [1] for 8.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1250–1256, September, 1992.     

Synthesis and properties of derivatives ofsym-triazine. 16. Synthesis of amine and diamine derivatives ofsym-triazine containing sterically hindered phenol groups from 6-alkyl(aryl)thio-2,4-bis(trichloromethyl)-sym-triazine

The reaction of 6-alkyl(aryl)thio-2,4-bis(trichloromethyl)-sym-triazines with ammonia and primary and secondary amines is studies. It is shown that, depending on the reaction conditions, the replacement of either one or both of the trichloromethyl groups takes place. 6-alkyl(aryl)thio-2,4-diamono-sym-triazines containing sterically hindered phenol groups are synthesized.I. M. Gubkin State Petroleum and Gas Academy, Moscow, 117917. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 224–231., Ferbruary, 1995. Original article submitted December 21, 1994.     

Synthesis and properties of derivatives of sym-triazine. 5. Synthesis and mass spectrometric study of carbamide derivatives of sym-triazine

The reaction of 2-amino- and 2,4-diamino-sym-triazines with nitrourea and phenyl isocyanate was studied; it gives N-mono- and N,N-disubstituted ureas that contain sym-triazine segments. General features were established for the decomposition of carbamide derivatives of sym-triazine under electron impact.For communication 4, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 356–362, March, 1987.     

Synthesis and properties of sym-triazine derivatives. 6. Synthesis of 2-amino- and 2,4-diamino-sym-triazines containing sterically hindered phenol segments

2-Amino-4,6-disubstituted-sym-triazines containing sterically hindered phenol segments were synthesized by cyclocondensation of N-acrylguanidines with nitriles or thiocyanates. The same compounds can be obtained by condensation of N-acylguanidine with iminoester hydrochlorides. The reaction of methyl -(4-hydroxy-3,5-di-tert-butylphenyl)propionate with biguanides gives N-substituted 2,4-diamino-6-R-sym-triazines that contain a shielded phenol residue.For Communication 5, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1392–1397, October, 1987.     

Synthesis and properties of sym-triazine derivatives. 7. Synthesis of pyridyl-substituted 2-amino- and 2,4-diamino-sym-triazines

N-Substituted 2,4-diamino-6-pyridyl-sym-triazines were synthesized by cyclocondensation of pyridinecarboxylic acid esters with biguanides. 4,6-Disubstituted 2-amino-sym-triazines containing pyridyl residues were obtained by the reaction of pyridinecarboxylic acid nitriles with guanidine or of pyridinecarboxylic acid esters with N-imidoylguanidines. Aminotriazines of this type are also formed in the condensation of N-acylguanidines with nitriles or imino esters. The general principles of the fragmentation of 2-amino-4-dialkylamino-6-pyridyl-sym-triazines under the influence of electron impact were established.See [1] for Communication 6.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 674–680, May, 1988.     

Synthesis and properties of derivatives of symtriazine. 17. Synthesis of 2-methyl-4,6-disubstituted and 2,4-dimethyl-6-substituted sym-triazines by reduction of the corresponding trichloromethyl derivatives

The reduction of trichloromethyl groups in sym-triazine derivatives to methyl groups is studied. It is shown that 2-R-4, 6-bis (trichloromethyl)-sym-triazines can be reduced to 2-R-4, 6-dirnethyl-sym-triazines with zinc dust in ethanol or with lithium aluminum hydride in THF. 2-Amino, N-substituted 2-amino-, and 2-alkoxy-4-trichloromethyl-6-R-sym-triazines are reduced to the corresponding methyl derivatives by boiling with lithium aluminum hydride in dibutyl ether.I. M. Gubkin State Petroleum and Gas Academy, Moscow 117917. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 667–673, May, 1995. Original article submitted March 23, 1995.     

1-烷基-4,6-二芳基四氢三嗪硫酮化合物的合成及其氧化反应

三芳基缩二胺与烷基硫脲在二氧六环回流条件下反应, 可生成1-烷基-4,6-二芳基四氢三嗪硫酮化合物3。利用芳香醛, 烷基硫脲和醋酸铵一锅法也能得到3, 而三芳基缩二胺与芳基硫脲反应, 则生成了咪唑啉的硫氰酸盐。室温下,在相转移催化剂TEBA存在时, 3可被高锰酸钾氧化, 得到1-烷基-4,6-二芳基-2(1H)三嗪酮化合物。     

Synthesis of substituted 2-amino-4,6-bis(nonafluoro-tert-butyl)-1,3,5-triazines

A procedure was developed for the synthesis of substituted 2-amino-4,6-bis(nonafluoro-tert-butyl)-1,3,5-triazines from 2-chloro-4,6-bis(nonafluoro-tert-butyl)-1,3,5-triazine and aliphatic and aromatic amines. The data of¹⁹F NMR spectroscopy are indicative of the presence of a barrier to internal rotation. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1568–1572, August, 1999.     

Synthesis and thermal decomposition of halogenoalkoxy-, halogenoalkylthio-, and halogenoalkoxyamino-sym-triazines 13. Synthesis and thermolysis of 4,6-disubstituted 2-(2-chloroethoxy)- and 2-(2-chloroethylamino)-sym-triazines

4-Amino-, 4-methoxy-, 4-methylthio-, 4-alkylamina-, and 4-dialkylamino-6-alkyl(dialkyl)amino-2-(2-chloro-ethoxy)-sym-triazines and the corresponding 2-(2-chloroethylamino)-sym-triazines were obtained. Their cyclization led to the sym-triazinium chlorides or imidazo-sym-triazines.For Communication 12, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 228–230, February, 1992.     

Synthesis and mesomorphic properties of cyano derivatives of 2-(4-carbohydroxy-3-halogenphenyl)-5-alkyl-1,3,2-dioxaborinanes

Cyano derivatives of 2-(4-carbohydroxy-3-halogenphenyl)-5-alkyl-1,3,2-dioxaborinane have been synthesized. These compounds are characterized by low nematic-isotropic transition temperatures and a high positive dielectric anisotropy; they are promising for use in liquid-crystalline mixtures intended for high information electrooptic display devices.