• Journal of the Korean Chemical Society
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• v.55 no.2
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• pp.230-234
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• 2011

The present study describes the synthesis of 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone derivatives. The synthesis of the first target compound, 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone (1), was achieved by Friedel-Crafts acylation of o-cresyl methyl ether with succinic anhydride and subsequent cyclization of the intermediary g-keto acid with hydrazine hydrate. Condensation of compound 1 with aromatic aldehydes in the presence of sodium ethoxide affords the corresponding 4-substituted benzyl pyridazinones (3a-d). The dihydropyridazinone 1 underwent dehydrogenation upon treatment with bromine/acetic acid mixture to give (4). Pyridazine (5) has been synthesized upon the reaction of pyridazinone (1) with 1,3-diphenyl-2-propen-1-one under the Michael addition reaction. N-dialkylaminomethyl derivatives 6a-b have been obtained from the reaction of pyridazinone 1 with formaldehyde and secondary amine, whereas reaction of 1 with formaldehyde gives N-hydroxymethyl derivative (7). This study also includes the synthesis of the 3-chloropyridazine derivative 8 in excellent yield by heating pyridazinone 3b in phosphorus oxychloride. The behaviour of the chloro derivative toward sodium azide, benzyl amine and anthranilic acid was also studied. The proposed structures of the products were confirmed by elemental analysis, spectral data and chemical evidence.

• Bulletin of the Korean Chemical Society
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• v.34 no.9
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• pp.2604-2608
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• 2013

An efficient synthesis of 2,2'-dipyrryl ketones has been carried out from pyrrole-2-carboxylic acids using trifluoroacetic anhydride (TFAA). Simultaneous generation of both mixed anhydride and 2-unsubstituted pyrrole, via facile decarboxylation with in-situ generated TFA, made their cross reaction (intermolecular Friedel-Crafts acylation) possible and efficient.

• YAKHAK HOEJI
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• v.45 no.6
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• pp.582-587
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• 2001

(S)-5-iodo-2-aminoindan.HCI (7) was synthesized for developing a serotonergic agent. (S)- Phenylalanine was protected with trifuoroacetyl group and compound 2 was prepared by direct iodination in acetic acid and in the presence of I$_2$, KIO$_4$, and sulfuric acid. Compound 3 was cyclized by Friedel-Crafts reaction and reduced with NaBH$_4$ to form 5-iodo-2-(N-trifluoroacetyl)aminoindan-1-ol (4) . This compound was reduced to indan derivative 5 using the triethylsilane and BF$_3$ . Et$_2$O. It was basified with $K_2$CO$_3$ solution and treated with saturated HCl in ethyl ether to isolate compound 7.

• Proceedings of the Membrane Society of Korea Conference
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• 1993.04a
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• pp.28-29
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• 1993

최근에 들어 고분자막을 이용하는 분리공정이 다양한 분야에 걸쳐 중요한 역할을 하고 있으나 적용공정에 따라 개선해야 할 점들을 가지고 있다. 역삼투공정의 수행에 있어 폴리아미드막(PA)은 투과유량이 CA막보다 3-5배 정도이며 기계적 강도에서도 우수한 성능을 발휘하지만 CA막을 완전히 대체하지 못하고 있는 실정이다. 이 이유는 아미드결합이 공정상에 포함되는 염소에 대해 저항성을 가지고 있지 못한 때문이다. 이런 문제들은 물질의 구조에 지배적인 영향을 받는다. 본 연구에서는 Friedel-Crafts reaction을 이용하여 합성된 술폰기를 단량체와 기존의 입체장애를 가지는 단량체를 가지고 고분자를 중합하고 비용매 중에 침적시켜 술폰기를 갖는 폴리아미드를 제조하였다. 침적시 비용매로는 아세톤, 에탄올, 물등이 좋은 경향을 보였다. 얻어진 고분자를 열분석을 통해 열적특징을 살펴보았으며, 또한 이들에 대한 염소저항성을 타진하여 역삼투 공정막으로서의 사용가능성을 살펴 보았다.

• YAKHAK HOEJI
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• v.30 no.6
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• pp.311-316
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• 1986

A new UV labeling reagent was developed and used in HPLC for the determination of prostaglandin $E_2$ which have weak UV light-absorbing property. This reagent, 2-bromoacetyltriphenylene, was synthesized by the bromination of 2-acetyltriphenylene which was obtained from triphenylene by Friedel-Crafts reaction. The wave length maximum (${\lambda}_{max}^{CH_3CN}$ of this reagent was 268nm. Prostaglandin E$_2$ was extracted from prostaglandin E$_2$-$\beta$-cyclodextrin using a Sep-pak $C_{18}$ cartridge. The prostaglandin E$_2$ was labeled with 2-bromoacetyl-triphenylene in aectonitrite using 18-crown-6-ether as catalyst. Derivatized prostaglandins were separated on a reversed-phase column (Radial-pak) $\mu$-Bondapak $C_{18}$ using acetonitrile: water=60:40 as mobile phase. The effluent was monitored by UV detector at 254nm filter kit. Linearity of calibration curve was obtained between 30ng and 140ng, and the lower limit of detection was 5ng.