• Title/Summary/Keyword: Diazotization

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Development of Reactive Blue Dyestuffs with Bi-functional Reactivity (이종이관능형(異種二官能形) 반응성 Blue 염료의 개발)

  • Kim, Woon-Tai;Park, Jae-Young;Kim, Byoung-Moo;Nam, Won-Woo;Sohn, Byoung-Chung
    • Journal of the Korean Applied Science and Technology
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    • v.13 no.2
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    • pp.21-28
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    • 1996
  • Diazotization of STA synthesized by the indirect diazotization method. The effect of catalyst and agitation (rpm) about STA and H-acid reaction were examined and the optimum conditions were investigated experimentally. The yields and characteristics of $1^{.st}$ coupling and diazotization synthesis were identified by HPLC and FT-IR analysis. $1^{.st}$ condensation of CNC and mPDSA were synthesized at $5^{\circ}C$ and pH=6.5. The conditions of alkaly coupling of H-acid were synthesized at $5^{\circ}C$ and pH=8. The condensation of products was identified by U. V. analysis. From this results, It was obtained to reactive dyestuffs of bi-functional reactivity with high fastness and high adsorption.

Fe(HSO4)3 as an Efficient Catalyst for Diazotization and Diazo Coupling Reactions

  • Rahimizadeh, Mohammad;Eshghi, Hossein;Shiri, Ali;Ghadamyari, Zohreh;Matin, Maryam M.;Oroojalian, Fatemeh;Pordeli, Parvaneh
    • Journal of the Korean Chemical Society
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    • v.56 no.6
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    • pp.716-719
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    • 2012
  • Diazo coupling reactions of aromatic amines with 2-naphthol in a green, efficient and easy procedure is described. Ferric hydrogensulfate catalyses this reaction in water at room temperature and short reaction time with high yields. The antibacterial activities of the synthesized compounds against four pathogenic bacteria are also investigated.

Diazotiation of Aminopyridines (아미노피리딘의 디아조화 반응)

  • Chung, Yeong-Jin
    • Journal of the Korean Applied Science and Technology
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    • v.21 no.3
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    • pp.246-251
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    • 2004
  • Diazotization of three aminopyridine such as 3-amino-2-chloropyridine, 5-amino-2-chloropyridine, and 3-aminopyridine were investigated. Preparation of pyridinediazonium tetrafluoroborates were carried out employing two different methods. Diazotization of aminopyridines with a chlorine substituent in the pyridine ring were conducted in acidic aqueous solution with sodium nitrite in 70% and 74% yields respectively. 3-Pyridinediazonium tetrafluoroborate without any ring subsituent was unstable in an aquous solution and the diazotiation of 3-aminopyridine was proceded in an anhydrous methylene chloride-etherial $BF_3$ solution with tert-butyl nitrite in 40% yield.

Development of Metal Complex Dyestuffs with High Fastness and High Adsorption (고견뢰도 및 고흡진율 특성의 금속 착염 염료의 개발)

  • Kim, Woon-Tai;Nam, Won-Woo;Sohn, Byoung-Chung
    • Journal of the Korean Applied Science and Technology
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    • v.12 no.2
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    • pp.115-120
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    • 1995
  • Diazotization of 2-Amino-5-nitrophenol was Synthesized by the direct diazotization method. The diazonium salts are usually stabilized in the from of double salts. The double salts of zinc chloride are the Commonest, and the double salt method is Specially applicable to the yield-up of coupling. The azo dye(2-naphthol-1-(2'-diazo-5'-nitrophenol)) is Converted into a chromium Complex by heating($100^{\circ}C$) with chromic formate, and DMF. The removal of inorganic salts from dyestuffs was performed in DMF solvent. This effect was more pronounced. From these results, It was obtained to liquid dyestuffs of metal complex with High fastness and high adsorption.

New Fused Quinoxalines : Synthesis and Reactions of Pyrimidothienoquinoxaline and Oxadizolylthienoquinoxalines

  • Moustafa, Osama S.;Badr, Mahmoud Z.A.;El-Emary, Talaat I.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.4
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    • pp.567-570
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    • 2002
  • Diazotization of 3-amino-2-ethoxycarbonylthieno[2,3-b]quinoxaline 1 gave the diazonium salt 2 which was reacted with SO2 and N-methylaniline to give sulfamoylquinoxaline derivatives 3-5. Imidazothienoquinoxaline 8 was obtained from the reaction of carboxylic acid hydrazide 6 with nitrous acid and followed by boilling the carboazide 7 in dry xylene. Also, compound 6 react with CH(OEt)3 to give aminopyrimidine 9 which was reacted with arylidene malonodinitrile, furfural and/or dimethoxy-tetrahydrofuran to afford compounds 10, 11 and/or 12 respectively. Refluxing of 6 with CS2 gave oxadiazolylthienoquinoxaline 13, reaction of 13 with hyrazine hydrate, CH(OEt)3, nitrous acid, CS2 and a-halocompounds to give 14-19.

Diazotization and Coupling Reactions of Ethyl 3-amino-1H-pyrazole-4-carboxylate;Synthesis of some Pyrazolozaines (3-아미노-1H-피라졸-4-카르복실산 에틸의 디아조화와 결합반응;피라졸로아진의 합성)

  • Youssef, Ayman M.S.;Faty, Rasha A.M.;Youssef, Mohamed M.
    • Journal of the Korean Chemical Society
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    • v.45 no.5
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    • pp.448-453
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    • 2001
  • Pyrazoloazines are extremely useful in agriculture and medicine. The main objective of this article is to synthesize some new pyrazoloazines. Ethyl 3-amino-1H-pyrazole-4-carboxylate undergoes diazotization, couples with activated methylene compounds and cyclizes to form pyrazolo[5,1-c][1,2,4]tri-azine derivatives. The title compound also reacts with $\alpha$-substituted cinnamonitriles to produce pyrazolo[1,5-a]pyrimidine derivatives. Structures of newly synthesized compounds are established via chemical and spectral methods.

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Synthesis of Some Biologically Active Halogenopurines (생물 활성이 있는 Halogenopurines의 합성)

  • Hu, Yu Lin;Liu, Xiang;Lu, Ming;Ge, Qiang;Liu, Xiao Bin
    • Journal of the Korean Chemical Society
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    • v.54 no.4
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    • pp.429-436
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    • 2010
  • A series of some biologically active halogenopurines were synthesized from commercially available guanine (1). The reaction of guanine with acetic anhydride yielded 2,9-diacetylguanine (2-1) by acetylation reaction. Further treatment of 2-1 with $POCl_3$ by PEG-2000 phase transfer catalysis furnished the important compound 3a, then 2-amino-6-halogenopurines (3b-d) were obtained through chlorine-exchange halogenations between KX and 3a by TPPB phase transfer catalyst. Further, 2-halogenopurines (2-2a-d, 4-2a-d, 5a-d) were efficiently prepared from 2-amino-6-substituted purines (1, 3a, 4-1) via a diazotization catalyzed by their corresponding CuX, and some new compounds 2-2a, 2-2c, 2-2d, 4-2c, 4-2d, 5b, 5c and 5d have been discovered. The structures of synthesized compounds were mainly established on the basis of their elemental analysis, $^1H$ NMR, as well as their mass spectral data. All the title compounds were screened for their antifungal activities, and some of the compounds showed promising activity.

Thiazole Based Disperse Dyes for Nylon and Polyester Fibers

  • Maradiya, Hari-Raghav;Patel, Vithal-Soma
    • Fibers and Polymers
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    • v.2 no.3
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    • pp.153-158
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    • 2001
  • Nine disperse dyes have been synthesized by diazotization of 2-amino-4-(p-nitrophenyl)-5-nitrothiazole and coupled to substituted N-alkylanilines. Spectral properties in the IR and visible range of the dyes obtained were investigated. The dyeing performance of these dyes was assessed on nylon and polyester fibers. These dyes were found to give reddish brown to bluish violet shades on dyeing with very good depth, brightness and levelness on nylon and polyester fibers. The dyed fibers showed fairly good light fastness, very good to excellent fastness to wash, rubbing, perspiration and excellent fastness to sublimation. The dyebath exhaustion and fixation on the fiber were found to be very good.

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Synthesis of Some New Condensed Pyrimidine Derivatives

  • Mohamed, Enaiat K.;Shehab, Wesam S.
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.988-993
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    • 2011
  • Cyclodehydration of 6-amino-5-cyano pyrimidine derivative (2) afforded pyrimidoisoindole derivatives (3). Compound (3) reacted with carbethoxymethylene derivative to give pyridopyrimidine derivatives (5a,b). Compound (3) was also reacted with formamide to give the corresponding pyrimidopyrimdine derivatives (6) that condensed with benzaldehyde to give Schiff's base (7). Refluxing of compound (3) with triethyl orthoformate afforded compound (8) that cyclized with ammonium hydroxide giving the same compound (6). Compound (8) cyclized with hydrazine hydrate giving compound (9) which also cyclized with triethyl orthoformate affording compound (10). Diazotization of compound (3) led to the formation of triazinopyrimidine derivative (11). Cyclization of compound (11) upon treatment with hydrazine hydrate afforded compound (12). Compound (15) was prepared from reaction of compound (3) and ethylenediamine in presence of carbon disulfide. The behaviour of compound (15) toward benzoyl chloride, triethyl orthoformate, nitrous acid and/or carbon disulfide was also described. All proposed structures were supported by elemental analyses, spectroscopic data and some of the new products showed antimicrobial activity.