• Archives of Pharmacal Research
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• 제28권11호
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• pp.1205-1212
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• 2005

2-Thiouracil-5-sulphonic acid N-(4-acetylphenyl) Amide (1) was reacted with a series of aromatic aldehydes giving chalcones 2 (Claisen-Schemidt reaction), some of these chalcones were reacted with urea and thiourea giving pyrimidine-2-one and pyrimidine-2 thione derivatives respectively of the type 3a,b and 4a,b. In addition many chalcones were reacted with hydroxylamine hydrochloride giving isoxazoline derivatives 5a,b. They could also reacted with phenylhydrazine to give pyrazoline derivatives 5a,b, chalcones also were reacted withethylcyano acetate and/or malononitryl in pyridine giving pyran derivatives 7a,c and 8a,c. In another pathway chalcones were epoxidised by $H_{2}O_{2}$ giving epoxides 9a,c which in turn were reacted with phenylhydrazine giving 4-hydroxypyrazoline derivatives 10a,c. In another reaction chalcones were reacted with ethylcyanoacetate in presence of amm.acetate giving pyridone derivatives 11a,d which could be prepared also in exellent yield from compound 1 by its reaction with certain aromatic aldehydes and ethylcyanoacetate in presence of ammonium acetate. Finally, compound 1 was reacted with semicarbazide giving semicarbazone intermediate 12 which in turn was reacted with thionyl chloride giving thiadiazole derivative 13. The biological effects of some of the new synthesized compounds were also investigated.

• 대한화학회지
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• 제41권10호
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• pp.541-546
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• 1997

이산화망간 존재하에서 사염화규소는 1차, 2차, 3차 및 벤질알코올 유도체 뿐 만 아니라 시클로헥산올과 같은 고리형 알코올, 알릴 알코올 등의 염소화반응을 정량적으로 수행할 수 있음을 발견하였다. 먼저 이산화망간이 사염화규소의 반응성이 큰 규소-염소 결합에 삽입되어 불안정한 중간체인 Manganese(IV) oxodichloride를 생성하고 이 중간체는 계속하여 사염화규소와 반응하여 최종적으로 사염화망간을 생성하리라 예상된다. 이렇게 생성되리라 예상되는 화학종들은 모두 반응메카니즘적으로 알코올의 염소화반응에 관여할 수 있음을 알았다. 이 반응은 Thionyl chloride나 삼염화인등을 사용한 고전적인 알코올의 염소화반응에 비하여 많은 장점을 가짐을 알 수 있었다.

• Carbon letters
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• 제27권
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• pp.81-89
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• 2018

The present study aimed to prepare a novel efficient flame retardant additive for polypropylene. The new flame retardant was prepared by chemical grafting of melamine to graphene oxide with the aid of thionyl chloride. Fourier-transform infrared spectroscopy and thermogravimetric analysis proved that melamine had been successfully grafted to the graphene oxide. The modified graphene oxide was incorporated into polypropylene via solution mixing followed by anti-solvent precipitatio. Homogeneous distribution as well as exfoliation of the nanoplatelets in the polymer matrix was observed using transmission electron microscopy. Thermogravimetric analysis showed a significant improvement in the thermo-oxidative stability of the polymer after incorporating 2 wt% of the modified graphene oxide. The modified graphene oxide also enhanced the limiting oxygen index of the polymer. However, the amount of improvement was not enough for the polymer to be ranked as a self-extinguishing material. Cone calorimetry showed that incorporating 2 wt% of the modified graphene oxide lowered total heat release and the average production rate of carbon monoxide during burning of the polymer by as much as 40 and 35%, respectively. Hence, it was concluded that the new flame retardant can retard burning of the polymer efficiently and profoundly reduce suffocation risk of exposure to burning polymer byproducts.

• 대한화학회지
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• 제43권6호
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• pp.670-675
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• 1999

Methanopterin의 pteridine부분과 관련있는 구조를 가지는 6-[1-(4-ribityl-anilino)ethyl]-1,3,7-trimethyllumazine (2)를 합성하였다. 4-Ribitylaniline 유도체는 D-ribose와 N-benzoyl-4-bromoaniIine (7)을출발 물질로 하여 여러 단계를 거쳐 합성되었다. 6-Acetyl-1,3,7-trimethyllumazine (4)는 Timmis 반응을 이용하여 4-amino-1,3-dimethyl-5-nitrosouracil (3)과 2,4-pentanedione을 반응시켜 얻을 수 있었다. 화합물 4는 $NaBH_4$에 의한 환원반응과 뒤이은 $SOCl_2$에 의한 염소화반응으로 6-(1-chloroethyl)-1,3,7-trimethyllumazine (6)으로 변환되었다. 화합물 6과 4-(2,3:4,5-di-O-isopropylidene-D-ribityl)aniline (13)의 친핵성 치환반응으로 6-[1-{4-(2,3:4,5-di-O-isopropylidene-D-ribityl)anilino}ethyl]-1,3,7-trimethyllumazine (14)가 합성되었다 목표 화합물 2는 산 촉매하에서 화합물 14를 가수분해하여 얻어졌다.

• Archives of Pharmacal Research
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• 제23권4호
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• pp.315-323
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• 2000

Syntheses of new analogues of oxathiin carboxanilide (UC84) and their antiviral activities were described. The heterocyclic carboxylic acids including oxathiins (4), thiazines (9) and dithiins (13) in which the methyl was replaced either by lipophilic trifluoromethyl- or bulky phenylgroup were synthesized starting from $\beta$-keto esters (5). Reaction of 4, 9 and 13 with thionyl chloride followed by treatment of the substituted aniline 22 gave the corresponding carboxanilides (24a~24f). The carboxanilides were subjected to Laweson's reagent the corresponding thiocarboxanilides (24g~24k). The antiviral activities of the synthesized compounds against human immunodeficiency virus type 1 (HIV-1), poliovirus type 1 (PV-1 ), coxsackie B virus type 3 (CoxB-3), vesicular stomatitis virus (VSV) and herpes simplex virus type 1 (HSV-1) were presented. The antiviral activity against HIV-1 of dithiin carboxanilide (24e) was similar with that of UC84 (24a). The corresponding thiocarboxanilides (24g~24k) showed higher inhibitory activity against HIV-1 than the carboxanilides (24a, 24b, 24d, 24e). The compounds in which ether the lipophilic trifluorormethyl substituents (24d, 24f, 24i ,24k) or bulky phenyl substituent is present in the heterocyclic compounds showed lower inhibitory activity than that of the methyl substituents is present in the compounds against the HIV-1. But the trifluoromethylated dithiin (24f) showed higher inhibitory activity against PV-1 and CoxB-3 virus than commercial antiviral agents, ribavirin (RV).

• 폴리머
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• 제39권2호
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• pp.329-337
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• 2015

본 연구에서는 다중벽 탄소나노튜브(MWCNTs)를 질산과 황산의 혼산으로 산화시켜 표면에 카르복시기를 도입 후, $SOCl_2$와 1,4-butanediol을 사용하여 MWCNT-OH를 제조하였다. 제조된 MWCNT-OH는 3-methacryloxypropyltrimethoxylsilane(MPTMS)와 실란화 반응으로 methacrylate기가 도입된 MWCNT-MPTMS를 제조하였다. MWCNT-MPTMS와 methyl methacrylate(MMA)를 사용하여 유화중합법으로 MWCNT-MPTMS/PMMA 복합 입자를 제조하였다. 음이온 계면 활성제인 sodium dodecylbenzene sulfonate(SDBS)를 사용하여 유화중합한 MWCNT-MPTMS/PMMA는 균일한 입도, 좁은 입도분포 및 계면에서의 화학결합으로 인하여 $T_g$가 순수 MWCNT를 사용하여 중합한 시료보다 $3.4^{\circ}C$ 높아짐을 확인하였다.