• 약학회지
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• 제28권2호
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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.

• 대한화학회지
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• 제40권11호
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• pp.681-685
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• 1996

6-Cyanomethyl-1, 3, 5-triazine의 2번과 4번 위치에 amino, n-propylamino, isopropylamino, 및 anilino기가 도입된 새로운 유도체 4들의 합성은 6-chloro-1, 3, 5-triazine 유도체 2'들과 3들을 tert-butyl cyanoacetate로 반응시켜 얻었으며, 6-chloro-1, 3, 5-triazine의 2번과 4번 위치에 amino, n-propylamino, isopropylamino, 및 anilino기가 도입된 유도체 2'들과 3들은 2, 4, 6-trichloro-1, 3, 5-triazine 및 4, 6-dichloro-1, 3, 5-triazine 유도체 2들과 amine 유도체들로부터 합성되었다.

• 약학회지
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• 제29권2호
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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.

• 약학회지
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• 제26권1호
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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.

• 대한화학회지
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• 제33권4호
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• pp.419-425
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• 1989

1,2,4-Triazine 유도체들을 acetone 용매하에서 methyl iodide와 반응시켜 다양한 1-methyl-1,2,4-triazinium iodide 염을 합성하였다. 또한 이들 염을 10% NaOH 수용액 내에서 $K_3Fe(CN)_6$로 산화시킨 결과 고리 축소화반응이 일어나 1-methyl-1,2,4-triazole 유도체를 주로 얻을 수 있었으나 $C_6$에 치환기가 없을 경우는 미량이긴 하지만 1,6-dihydro-6-oxo-1,2,4-triazine 유도체도 동시에 얻을 수 있었다. 고리 축소화반응은 $OH^-$에 의해 먼저 pseudo base를 형성하고 이 Pseudo base가 1-methyl-1,2,4-triazole과 1,6-dihydro-6-oxo-1,2,4-triazine으로 진행됨을 확인할 수 있었고 또한 1,2,4-triazine의 3개의 질소원자 중 $N_1$ 원자에 quaternization됨을 확인할 수 있었다.

• Bulletin of the Korean Chemical Society
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• 제32권11호
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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.

• 대한화학회지
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• 제55권5호
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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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• 제10권1호
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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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• 제13권5호
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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.

• 한국잡초학회지
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• 제13권2호
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• pp.89-95
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• 1993

광합성 전자전달저해제의 탐색을 위한 biorational screening 방법으로 광합성 박테리아의 일종인 cyanobacteria의 표준형(wild type)과 $D_1$ 단백질의 구성 아미노산이 변환된 변이주 Di-1, G-264. Di-22 등 4종을 사용하여 신규합성 화합물에 대한 광합성 전자전달저해활성을 조사하여 구조-활성간의 특성을 검토하였고, 이들의 thermoluminescence band를 이용하여 결합부위를 비교하였다. 1. Phenol 화합물(E-series)들은 cyanobacteria를 이용한 광합성 전자전달 저해활성의 양상을 볼 때 diuron보다는 dinoseb과 비슷하였다. 2. 합성한 Phenol화합물에서 나타난 구조활성간의 특정으로는 치환기의 phenyl ring에 C1이 치환되지 않은 경우 Hill반응 저해활성이 나타나지 않았고, 화합물에 있는 두개의 ring을 연결하는 bridge의 길이가 길어질수록 Hill반응 저해활성은 약하게 나타났다. 3. Triazine 화합물(T-series)의 경우 T-27, T-28화합물은 대조약제 atrazine보다 각각 10, 30배 강한 저해활성을 나타내었고, 변이주 G-264에 대 한 저항성 비율이 atrazine보다 더욱 크게 나타나 이들 화합물들의 결합부위가 $D_1$ 단백질의 264번 위치와 깊은 관계가 있을 것으로 생각되었다. 4. Triazine 화합물에 있어서 치환기 -C-NH-는 전자전달계에 중요한 작용기로 생각되었다. 5. Thermoluninescence band를 이용하여 결합부위를 비교할 수는 있었지만, 명료하게 구분되지 않았다.