• Bulletin of the Korean Chemical Society
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• 제29권5호
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• pp.1025-1032
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• 2008

(4,5-Dichloro-6-oxo-6H-pyridazin-1-yl)phosphoric acid diethyl ester (3a) are efficient and selective coupling agents for the amidation of carboxylic acids. Amidation of aliphatic and aromatic carboxylic acids with aliphatic and aromatic amines using 3a under mild condition gave chemoselectively the corresponding amides in good to excellent yield. Three protected-dipeptides were also synthesized from N-BOC-Phe and O-Me-amino acid hydrochlorides using 3a under mild condition.

• Bulletin of the Korean Chemical Society
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• 제15권10호
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• pp.881-888
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• 1994

The approximate rates and stoichiometry of the reaction of excess sodium tris(diethylamino)aluminum hydride (ST-DEA) with selected organic compounds containing representative functional groups under standardized conditions(tetrahydrofuran, $0{\circ}$) were studied in order to characterize the reducing characteristics of the reagent for selective reductions. The reducing ability of STDEA was also compared with those of the parent sodium aluminum hydride (SAH) and lithium tris(diethylamino)aluminum hydride (LTDEA). The reagent appears to be milder than LTDEA. Nevertheless, the reducing action of STDEA is very similar to that observed previously for LTDEA, as is the case of the corresponding parent sodium and lithium aluminum hydrides. STDEA shows a unique reducing characteristics. Thus, benzyl alcohol, phenol and 1-hexanol evolved hydrogen slowly, whereas 3-hexanol and 3-ethyl-3-pentanol, secondary and tertiary alcohols, were essentially inert to STDEA. Primary amine, such as n-hexylamine, evolved only 1 equivalent of hydrogen slowly. On the other hand, thiols examined were absolutely stable. STDEA reduced aidehydes and ketones rapidly to the corresponding alcohols. The stereoselectivity in the reduction of cyclic ketones by STDEA was similar to that by LTDEA. Quinones, such as p-benzoquinone and anthraquinone, were reduced to the corresponding 1,4-dihydroxycyclohexadienes without evolution of hydrogen. Carboxylic acids and anhydrides were reduced very slowly, whereas acid chlorides were reduced to the corresponding alcohols readily. Esters and epoxides were also reduced readily. Primary carboxamides consumed hydrides for reduction slowly with concurrent hydrogen evolution, but tertiary amides were readily reduced to the corresponding tertiary amines. The rate of reduction of aromatic nitriles was much faster than that of aliphatic nitriles. Nitrogen compounds examined were also reduced slowly. Finally, disulfide, sulfoxide, sulfone, and cyclohexyl tosylate were readily reduced without evolution of hydrogen. In addition to that, the reagent appears to be an excellent partial reducing agent: like LTDEA, STDEA converted ester and primary carboxamides to the corresponding aldehydes in good yields. Furthermore, the reagent reduced aromatic nitriles to the corresponding aldehydes chemoselectively in the presence of aliphatic nitriles. Consequently, STDEA can replace LTDEA effectively, with a higher selectivity, in most organic reductions.

• 대한화학회지
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• 제37권11호
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• pp.967-973
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• 1993

1,6-헥산디올과 1,7-헵탄디올과 같은 ${\alpha},{\omega}$-디올은 180$^{\circ}$C, 24시간, 촉매량의 루테늄 착물존재하에서 이차아민과 반응하여 좋은 수득율로 대응하는 생성물인 디아미노화합물이 얻어졌다. 디아미노화합물의 수득률은 ${\alpha},{\omega}$-디올과 이차아민의 몰비에 의해 영향을 받았으며, 또한 반응은 채택한 포스핀 배위자의 성질에의해 영향을 받았다. 한편으로 디옥산 용매내에서 루테늄-포스핀 촉매와 방향족 일차아민 및 1,2,6-헥산트리올을 180$^{\circ}$C, 3시간 반응시키면 선택적으로 1-치환-2-히드록시 과수소아제핀이 좋은 수득율로 주어졌다. 이 생성물의 선택적 합성은 두 개의 일차히드록시기가 보다 우선적으로 산화함을 보여주고 있다. 수득율은 방향족 아민의 파라-, 메타- 및 오르토 치환기의 순서에 따라 감소하였다.

• 한국축산식품학회지
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• 제29권6호
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• pp.719-725
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• 2009

헤테로고리 아민은 높은 돌연변이성과 발암 가능성을 가진 물질로, 단백질이 높게 함유된 식품의 가열 중 발생한다. 본 실험에서는 $220^{\circ}C$에서 양면을 10분씩 가열 조리한 쇠고기 패티를 microwave를 이용하여 예열처리를 하였을 때 나타나는 HCAs의 생성량에 대한 영향을 분석하였다. 헤테로고리 화합물의 분석을 위해 전처리 과정에서 solidphase extraction 방법을 이용하였고, LC/MS로 정량과 정성분석을 하였다. 시료에서는 9개의 HCAs(Trp-P-2, Trp-P-1, Glu-P-1, Glu-P-2, Norharman, Harman, $A{\alpha}C$, MeIQx, PhIP)가 검출되었으며 이 중 Norharman, Harman, PhIP가 상대적으로 높은 함량이었다. 1분 동안의 microwave 예열 처리는 검출된 대부분의 HCAs 생성을 무처리 대조군에 비해 90% 이상 감소시켰다. Amino-carbolines류의 HCAs 경우, 1분의 microwave preheating 처리가 가장 효과적이었고 PhIP가 대부분의 함량을 차지하는 amino-imidazoazaarens류는 microwave preheating 시간이 증가할수록 뛰어난 HCAs 감소효과를 나타내었다.

• 한국식품위생안전성학회지
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• 제36권3호
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• pp.213-219
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• 2021

식품의 제조, 가공, 조리 및 저장 중 많은 유해물질이 발생하며 이들은 소량이지만 장기간 노출되면 식품안전에 위협이 될 수 있다. 본 연구에서는 식품의약품안전처에서 수행한 총 식이조사(TDS) 자료를 기반으로 우리나라에서 식품섭취를 통한 이들 주요 유해물질에 대한 노출 및 위해평가 상황을 파악하고 소비자 및 기업으로 하여금 관련 위험을 저감하는 방안을 제시하고자 하는 것이다. 식품의 제조, 가공, 조리 및 저장 중 생성 유해물질 중 대표적인 아크릴아미드, 퓨란, 에틸 카바메이트, 3-MCPD, 바이오제닉 아민류, 니트로아민류 화합물, 다환 방향족화합물, 벤젠 등에 대한 식이를 통한 노출량을 조사하고 위해평가를 수행한 바, 아크릴아미드 및 퓨란의 경우 노출안전역(MOE) 10,000이하로 저감화 우선 물질로 판단되며, 나머지 물질 등의 경우 모두 노출안전역이 10,000 또는 100,000 이상으로 안전한 수준에 있는 것으로 나타났음. 그러나 향후 지속적으로 모니터링을 수행하고 ALARA 원칙에 따라 가능한 노출 저감화를 위해 노력을 기울여야한다.

• Archives of Pharmacal Research
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• 제15권3호
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• pp.263-268
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• 1992

In order to evaluate the antimicrobial effect of 2, 3-disubstitued-1, 4-naphtoquinone derivatives we newly synthesized several 2-bromo-3-(substituted)-1, 4 naphthoquninones. Amination reaction of 2, 3-dihalo-1, 4 naphthoquinones with aryl and aliphatic amines in ethanol gave 2-halo-3-(N-alkyl or N-aryl)1, 4-naphtoquinone derivatives (1a, b-10a, b) i 60% 90%) yield. These derivatives subjected to antibacterial and antifungal activities. in vitro, against Bacilllus subtilis ATCC 6633 Candida albicans 10231 and local, Psudomonas aeruginosa NCTC10490, Staphylococcus aureus ATCC 6538p. Escherichia coli NIHJ Aspergillus niger KCTC 1231, Tricophyton mentagrophytes KCTC 6085. Among these derivatives 1b, 6b and 7a showed the potent antibacterial activities 1b, 8b and 9b have derivatives, 1b, 6b and 7a showed the potent antibacterial activities. 1b, 8b and 9b have the antifungal activities. 1b is most effective in preventing the growth of Bacillus subtilis and Psudomonas aeruginosa. Candida albicans. Aspergillus niger. Tricophyton mentagrophytes. The several of these compounds demonstrated a broad spectrum of activities in vitro.

• Asian Pacific Journal of Cancer Prevention
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• 제14권3호
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• pp.1565-1570
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• 2013

Relationships between diet and health have attracted attention for centuries; but links between diet and cancer have been a focus only in recent decades. The consumption of diet-containing carcinogens, including polycyclic aromatic hydrocarbons and heterocyclic amines is most closely correlated with increasing cancer risk. Epidemiological evidence strongly suggests that consumption of dietary phytochemicals found in vegetables and fruit can decrease cancer incidence. Among the various vegetables, broccoli and other cruciferous species appear most closely associated with reduced cancer risk in organs such as the colorectum, lung, prostate and breast. The protecting effects against cancer risk have been attributed, at least partly, due to their comparatively high amounts of glucosinolates, which differentiate them from other vegetables. Glucosinolates, a class of sulphur-containing glycosides, present at substantial amounts in cruciferous vegetables, and their breakdown products such as the isothiocyanates, are believed to be responsible for their health benefits. However, the underlying mechanisms responsible for the chemopreventive effect of these compounds are likely to be manifold, possibly concerning very complex interactions, and thus difficult to fully understand. Therefore, this article provides a brief overview about the mechanism of such compounds involved in modulation of carcinogen metabolising enzyme systems.

• Bulletin of the Korean Chemical Society
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• 제32권7호
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• pp.2385-2390
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• 2011

Preparation of ammonium dihydrogenphosphate supported on alumina ($NH_4H_2PO_4/Al_2O_3$) and its primary application as a solid acid supported heterogeneous catalyst to the synthesis of 1,2,4,5-tetrasubstituted imidazoles by a one-pot, four-component condensation of benzil, aromatic aldehydes, primary amines, and ammonium acetate under thermal solvent-free conditions were described. The results showed that the novel catalyst has high activity and the desired products were obtained in high yields. Furthermore, the products could be separated simply from the catalyst, and the catalyst could be recycled and reused with only slight reduction in its catalytic activity. Characterization of the catalyst was performed by FT-IR spectroscopy, the $N_2$ adsorption/desorption analysis (BET), thermal analysis (TG/DTG), and X-ray diffraction (XRD) techniques.

• 한국진공학회:학술대회논문집
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• 한국진공학회 2011년도 제41회 하계 정기 학술대회 초록집
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• pp.207-207
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• 2011

Aromatic nitriles possess versatile utilities and are indispensible not only in organic synthesis but also in chemical industry. In fact, the nitrile group is an important precursor for various functional groups such as aldehydes, amines, amidines, tetrazoles, amides, and their carboxyl derivatives. Representative methods for the preparation of organonitriles with cyanide-containing reagents are the Sandmeyer and Rosenmund-von Braun reactions. Recently, a catalytic route to aryl nitriles has been reported on the basis of the chelation-assisted C-H bond activation or metal-catalyzed cyanation of haloarenes. In those cyanation protocols, the "CN" unit is provided from metal-bound precursors of MCN (M=Cu, K, Na, Zn), TMSCN, or K3Fe(CN)6. Additionally, it can be generated in situ from nitromethane or acetone cyanohydrin. Herein, we report the first example of generating "CN" from two different, readily available precursors, ammonia and N,N-dimethylformamide (DMF). In addition, its synthetic utility is demonstrated through the Pd-catalyzed cyanation of arene C-H bonds.

• Bulletin of the Korean Chemical Society
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• 제35권2호
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• pp.617-621
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• 2014

An efficient and selective method for the synthesis of ethyl 2-amino/aryloxy-3-aryl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carboxylate derivatives has been developed. The main process involved the reaction of diethyl 1-phenyl-3-((triphenylphosphoranylidene)amino)-1H-pyrrole-2,4-dicarboxylate and aromatic isocyanates, followed by addition of amines/phenols in the presence of catalytic amount of sodium ethoxide or solid potassium carbonate.