Syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: a kinetic study

被引：3

作者：

Milosavljevic, Milutin M. ^{[4
]}

Marinkovic, Aleksandar D. ^{[3
]}

Veljkovic, Vlada B. ^{[2
]}

Milenkovic, Dragan D. ^{[1
]}

机构：

[1] High Chem Technol Sch, Krusevac 37000, Serbia

[2] Univ Nis, Fac Technol, Leskovac 16000, Serbia

[3] Univ Belgrade, Fac Technol & Met, Belgrade 11120, Serbia

[4] Inst Econ, Belgrade 11000, Serbia

来源：

MONATSHEFTE FUR CHEMIE | 2012年 / 143卷 / 01期

关键词：

Amines; Kinetics; Reaction mechanism; Synthesis; Thioncarbamates; SEMIEMPIRICAL METHODS; AMINOLYSIS; DITHIOCARBONATE; ACETONITRILE; OPTIMIZATION; ISOCYANATES; PARAMETERS; INHIBITORS; MECHANISM;

D O I：

10.1007/s00706-011-0596-1

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The kinetics of the syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates from sodium ethyl xanthogenacetate, ten alkylamines, and eight substituted anilines were studied at 25, 30, 35, and 40 A degrees C. The reactions were found to follow second-order kinetics. The kinetic (Arrhenius) parameters, such as the activation energy and the frequency factor, as well as the Eyring parameters, such as the standard entropy, the standard Gibbs energy, and the standard enthalpy of activation, were calculated from the second-order rate constants. The mechanism of the reaction was postulated based on the kinetic studies presented and the optimization of the reaction mechanism using the MOPAC PM6 semi-empirical method.

引用

页码：43 / 49

页数：7

共 50 条

[41] The synthesis of some N-[4-substituted phenyl]-3-acetoxybenzthioamides and their N-1, N-3-disubstituted amidrazones
Jovevska, L
Anastasova, F
Aleksic, V
SYNTHETIC COMMUNICATIONS, 1996, 26 (02) : 279 - 286
[42] Preparation and properties of isomeric N-(4-substituted benzylidene)-4-ethynylanilines and 4-substituted N-(4-ethynylbenzylidene)anilines
Balcar, H
Cejka, J
Kubista, J
Petrusová, L
Kubát, P
Blechta, V
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2000, 65 (02) : 203 - 215
[43] (E)-O-Ethyl N-(3-methoxyphenyl)thiocarbamate
Hanif, Muhammad
Qadeer, Ghulam
Shi, Lei
Hasan, Nasim Rama
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O3062 - U2224
[44] SYNTHESIS AND POLAROGRAPHY OF CAPROLACTAM O-ALKYL DERIVATIVES AND O,N-DIALKYL DERIVATIVES
GRANIK, VG
POLIEVKT.MK
GLUSHKOV, RG
ZHURNAL ORGANICHESKOI KHIMII, 1971, 7 (07): : 1431 - &
[45] A facile rearrangement of N-alkyl, N-(o or p-nitrophenylsulfonamide)-α-amino esters
Wilson, MW
Ault-Justus, SE
Hodges, JC
Rubin, JR
TETRAHEDRON, 1999, 55 (06) : 1647 - 1656
[46] SYNTHESIS OF O-ETHYL N-(ETHOXYCARBONYLALKYL) P-ALKYLPHOSPHONAMIDATES
PETROV, GP
LACHKOVA, VI
HUSSEIN, AH
SYNTHESIS-STUTTGART, 1994, (11): : 1135 - 1137
[47] REACTIVITIES OF N-(4-SUBSTITUTED PHENYL)ISOMALEIMIDES IN RADICAL COPOLYMERIZATION WITH VINYL MONOMERS
OISHI, T
AOKI, A
KIMURA, T
KOBUNSHI RONBUNSHU, 1977, 34 (08) : 577 - 583
[48] POLYMERIZATION OF N-ALKYL-SUBSTITUTED ITACONIMIDES AND N-(ALKYL-SUBSTITUTED PHENYL)ITACONIMIDES AND CHARACTERIZATION OF THE RESULTING POLYMERS
WATANABE, H
MATSUMOTO, A
OTSU, T
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1994, 32 (11) : 2073 - 2083
[49] A HIGH-YIELD METHOD FOR PREPARATION OF POTENTIAL PESTICIDES - SYNTHESES OF 1-ALKOXY-ETHYL-N,N-DIALKYL CARBAMATES
RIONDEL, A
CAUBERE, P
SENET, JP
LECOLIER, S
SYNTHETIC COMMUNICATIONS, 1987, 17 (12) : 1467 - 1475
[50] EFFECT OF N-ALKYL GROUPS OF SUBSTITUTED PHENYL-N-ALKYL CARBAMATES ON INHIBITION OF HUMAN-PLASMA CHOLINESTERASE
VOSS, G
ARCHIVES OF TOXICOLOGY, 1976, 36 (02) : 117 - 120

← 1 2 3 4 5 →