• YAKHAK HOEJI
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• v.28 no.2
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• pp.97-100
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• 1984

We have investigated the feasibility of using cyclic ambident nucleophiles in s-triazine ring transformation reaction and found that they can replace the $N_{1}-C_{2-N_{3}$ fragment of s-triazine directly in basic conditions, yielding the corresponding bicyclic products. In this paper, we described the reaction and mechanistic aspects of s-triazine to pyrimidopyrimidine transformation by 6-aminouracil derivatives. This type of ring transformation is supposed to be first attempt that deals with the successful s-triazine to bicyclic heterocycle transformation.

• Journal of the Korean Chemical Society
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• v.40 no.11
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• pp.681-685
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• 1996

New 6-cyanomethyl-1,3,5-triazine derivatives 4 containing amino, n-propylamino, isopropylamino and anilino groups at 2-and 4-position on the 6-cyanomethyl-1,3,5-triazine ring were prepared from 6-chloro-l,3,5-triazine derivatives 2' and 3 with tert-butyl cyanoacetate. The derivatives of 6-chloro-l,3,5-triazine 2' and 3 containing amino, n-propylamino, isopropylamino and anilino groups at 2- and 4-position on the 6-chloro-1,3,5-triazine ring were prepared from 2,4,6-trichloro-1,3,5-triazine as well as 4,6-dichloro-1,3,5-triazine derivatives 2 with amine derivatives.

• YAKHAK HOEJI
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• v.29 no.2
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• pp.107-109
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• 1985

A novel synthesis of 7-membered 1,3,5-benzotriazepine (IV) from 1,3-Dimethyl-5-azauracil in one step by s-Triazine ring transformation is reported.

• YAKHAK HOEJI
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• v.26 no.1
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• pp.25-27
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• 1982

We had reported that s-triazine can readily be converted into the corresponding 5-substituted pyrimide. In order to develop new synthetic method of 5-fluorouracil, we tried to replace eliminating fragment, 1, 3-dimethylurea, by fluoroacetamide, which was expected to undergo nucleophilic attack by proton extraction of both .alpha.-hydrogen and aminohydrogen by lithium diisopropylamide (LDA). We found that 5-fluorouracil could be transformed from s-triazine under strong base condition like LDA as well as other 5-substituted pyrimidines.

• Journal of the Korean Chemical Society
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• v.33 no.4
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• pp.419-425
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• 1989

Various 1-methyl-1,2,4-triazinium iodides were easily synthesized by the reaction of various 1,2,4-triazines and methyl iodide in acetone. When methyl iodide salts of 1,2,4-triazine derivatives were treated with $K_3Fd(CN)_6$ in 10% NaOH solution, 1-methyl-1,2,4-triazole derivatives as the main products were obtained by ring contraction. In addition to 1-methyl-1,2,4-triazole derivatives, 1,6-dihydro-6-oxo-1,2,4-triazine derivatives as the minor products were also obtained when there were no substitutents in $C_6$-position of 1,2,4-triazines. The formation of pseudo base by $OH^-$ and then oxidation to either 1,6-dihydro-6-oxo-1,2,4-triazines or 1-methyl-1,2,4-triazoles were suggested as the mechanism of the ring contraction. This mechanism also verified that the position of quaternization was neither $N_2$ nor $N_4$ but 1-nitrogen of 1,2,4-triazine.

• Bulletin of the Korean Chemical Society
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• v.32 no.11
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• pp.3914-3922
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• 2011

3-Chloro-1-benzothiophene-2-carbonyl chloride 1 was reacted with glycine in acetone to give 3-chloro-1-benzothiophen-2-yl-carbonylaminoacetic acid 2. Various aldehydes on treatment with compound 2 in acetic anhydride to gave 1,3-oxazol-5-ones 3a-d. These oxazolones was treated with aromatic amines or hydrazides to get various imidazol-4-ones 4a-t or 5a-l. Oxazolones 3a-d was also treated with aromatic hydrazines, expansion of five member oxazole ring to six member triazine ring occurs to yield 1,2,4-triazin-6-ones 6a-h. The structures of all the synthesized compounds were confirmed by spectral data and had been screened for antibacterial activity.

• Journal of the Korean Chemical Society
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• v.55 no.5
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• pp.794-804
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• 2011

3-Chloro-1-benzothiophene-2-carbonylchloride (1) was allowed to react with glycine to give 3-chloro-1-benzothiophen-2-yl-carbonylaminoacetic acid (2). Various aldehydes were treated with compound (2) in acetic anhydride to get 1,3-oxazol-5-ones (3a-d). These oxazolones were treated with aromatic amines or hydrazides to get various imidazol-4-ones (4a-h or 5al) separately. Oxazolones was also treated with aromatic hydrazine, through which expansion of five membered oxazole ring to six member triazine ring occurs to yield 1,2,4-triazin-6-ones (6a-h). The structures of all the synthesized compounds were confirmed by spectral data and were screened for antibacterial and antifungal activities.

• Bulletin of the Korean Chemical Society
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• v.10 no.1
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• pp.15-19
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• 1989

Mass spectral fragmentations of some s-triazine herbicides have been investigated using tandem mass spectrometry. Major pathways driven by the side chains have been confirmed. However, most of the previously proposed pathways which were thought to be characteristic of the ring have been found unlikely. A class of ring cleavage reactions characteristic of s-triazine rings with alkylamino side chains has been found and the mechanism has been proposed. In addition, tandem mass spectrometry has been utilized to differentiate tautomeric structures and to analyze the fragmentation reactions occurring from the mixture of isobaric ions.

• Macromolecular Research
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• v.13 no.5
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• pp.373-384
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• 2005

Novel pH-sensitive moieties containing an s-triazine ring were synthesized with sulfonamide and secondary amino groups. The synthesized pH-sensitive moieties were used for the synthesis of a pH-sensitive amphiphilic ABA triblock copolymer. The pH-sensitive triblock copolymer was composed of diblock copolymers, methoxy poly(ethylene glycol)-poly ($\varepsilon$-caprolactone-co-D,L-lactide) (MPEG-PCLA), and pH-sensitive moiety. These copolymers could be dissolved molecularly in both acidic and basic aqueous media at room temperature due to secondary amino and sulfonamide groups. The synthesized s-triazine rings containing pH-sensitive compounds were characterized by ${^1}H-NMR,\;{^13}C-NMR$, and LC/MSD spectral data. The synthesized diblock and triblock copolymers were also characterized by ${^1}H-NMR$ and GPC analyses. The critical micelle concentrations at various pH conditions were determined by fluorescence technique using pyrene as a probe. Furthermore, the micellization and demicellization study of the triblock copolymer was done with pH-sensitive groups. The sensitivity towards pH change was further established by acid-base titration.

• Korean Journal of Weed Science
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• v.13 no.2
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• pp.89-95
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• 1993

The Inhibiting activity of newly synthesized phenol (E-series) and triazine (T-series) derivatives was evaluated by using thylakoid membranes extracted from cyanobacteria (Anacystis nidulans $R_2$). There were no significant differences between phenol derivatives and dinoseb to the thylakoid membrane extracted from wild type in the Hill reaction. However, a phenol derivative, E-24 which has no -Cl at phenyl ring, did not show any activity. The longer the length of R substituents was in phenol derivatives, the lower inhibiting activity was in the Hill reaction. Triazine derivatives, T-27, T-28, T-40, T-41, T-47 and T-48 were also compared with diuron and atrazine. Among triazine compounds, T-27 and T-28 showed 10 and 30 times activity as high as atrazine to wild type, respectively. Other triazine derivatives, T-40, T-41, T-47 and T-48 showed low inhibiting activity to wild and mutant type. A structural difference of T-27 and T-28 from T-40, T-41, T-47 and T-48 was the presented of -C-NH-. Both T-27 and T-28 were very closely associated with serine, an amino acid located at the 264th position of D1 protein because of the resistant ratio(R/S) to mutant G-264 were higher than that of atrazine.