• Title/Summary/Keyword: N-Methylaniline

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The Molecular Complexes (ⅩI). The Complexes of Toluidines and N-Methyltoluidines with Iodine in Carbon Tetrachloride

  • Choi, Sang-Up;Rhee, Myung-Sook
    • Bulletin of the Korean Chemical Society
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    • v.1 no.3
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    • pp.75-78
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    • 1980
  • The interactions of iodine with toluidines (o-, m-, and p-) and N-methyltoluidines (o-, m-, and p-) in $CCl_4$ solution have been investigated through spectrophotometric measurements. The results indicate that toluidines and N-methyltoluidines form the one-to-one charge-transfer complexes with $I_2$ in solution. By comparing the values of the formation constants of the complexes, it is concluded that the relative stabilities of the $I_2$-amine complexes decrease in the following orders: p-toluidine >m-toluidine >aniline >o-toluidine, N-methyl-p-toluidine >N-methyl-m-toluidine >N-methylaniline >N-methyl-o-toluidine, N-methyltoluidines >toluidines. These results can be explained by the electron-releasing character and the steric effect of methyl group in the amine molecules.

A Convenient Synthesis of N', N'-Disubstituted N-Fluorophenylformamidines by Using Microwave and Their Insecticidal Activities (마이크로웨이브를 이용한 N', N'-Disubstituted N-Fluorophenylformamidine 유도체의 편리한 합성과 살충활성)

  • Lee, Dong-Guk;Chung, Kun-Hoe;Ko, Young-Kwan;Ryu, Jae-Wook;Woo, Jae-Chun;Koo, Dong-Wan;Choi, Yong-Ho;Park, No-Joong;Kim, Jin-Ju;Kim, Tae-Joon
    • The Korean Journal of Pesticide Science
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    • v.13 no.2
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    • pp.117-125
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    • 2009
  • Phenylformamidine derivatives are well known as insecticides for their specific activity against the insects. It has now been established that they show insecticidal activity as agonists on the octopamine receptor which is located in the synapse membrane. The reaction of triethylorthoformate and fluoroanilines gave formimidates (1) in good yields and N',N'-Disubstituted N-fluorophenylformamidine derivatives were synthesized more easily by using microwave. This microwave reaction condition gave products in high yields and faster reaction time than conventional methods. All the compounds were screened for their biological activity agaist harmful insects of plant hoppers, moths, aphids and mites. Synthetic compounds of 2-I-a, 2-I-c, 2-I-d, 2-II-d showed good activity against mites and plant hoppers.

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.

Kinetics Studies on Nucleophilic Reactions of Methanesulfonyl Chloride with Substituted Aniline in Methanol (메탄올 속에서 치환아닐린과 염화메탄술포닐의 친핵성반응의 속도론적 연구)

  • Lee Suk-Kee
    • Journal of the Korean Chemical Society
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    • v.19 no.3
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    • pp.156-162
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    • 1975
  • Rates of reactions of methanesulfonyl chloride with various substituted anilines have been measured in methanol. Substituent effects in aniline are found to be linearly correlated with pKa(Bronsted relation with ${\beta}$ = 0.84) and ${\rho}$(Hammett equation with ${\rho}$ = -2.46) respectively. The results are interpreted in terms of degree of bond-formation at the transition state, which was found to have progressed relatively further. The rates for o-methylaniline deviated from the Bronsted plot established by meta and para substituted anilines because of a steric effect of ortho position in aniline. Activation parameters, ${\Delta}H^{\neq}$ and ${\Delta}S^{\neq}$ have also been determined. The enthalpy of activation showed a regular variation in that electron donating substituents in the p-substituted aniline decrease ${\Delta}H^{\neq}$ and increase the negative value of ${\Delta}S^{\neq}$.

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