Green synthesis of symmetrical N, N′-disubstituted thiourea derivatives in water using solar energy

被引:28
|
作者
Kumavat, Priyanka P. [1 ]
Jangale, Asha D. [1 ]
Patil, Dipak R. [1 ]
Dalal, Kiran S. [1 ]
Meshram, Jyotsna S. [2 ]
Dalal, Dipak S. [1 ]
机构
[1] North Maharashtra Univ, Dept Organ Chem, Jalgaon 425001, MS, India
[2] RTM Nagpur Univ, Dept Chem, Nagpur 440033, MS, India
关键词
Amine; Carbon disulphide; H2O; Solar thermal energy; Thiourea synthesis; N; N'-DISUBSTITUTED THIOUREAS; THERMOCHEMICAL REACTIONS; ORGANOCATALYSIS; AMINES;
D O I
10.1007/s10311-012-0394-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Thioureas are of importance in medicinal chemistry due to their biological activities such as antituberculosis, anti-HIV, analgesic, anti-inflammatory, antimicrobial, antiarrhythmic, fungicide, herbicides, rodenticides and as phenoloxidase enzymatic inhibitors. Treatment of primary and secondary amines with thiophosgene is the common method of making symmetrical disubstituted thioureas. However, this method is hazardous due to the toxic properties of thiophosgene. Here, we report a green, operationally simple approach for the synthesis of 1, 3-disubstituted thiourea derivatives in moderate to excellent yields of 57-99 %. We use primary amines and CS2 in water without any catalyst and solar thermal energy. This method is more environmentally benign and energy-saving compared with previously reported methods.
引用
收藏
页码:177 / 182
页数:6
相关论文
共 50 条
  • [1] Green synthesis of symmetrical N, N′-disubstituted thiourea derivatives in water using solar energy
    Priyanka P. Kumavat
    Asha D. Jangale
    Dipak R. Patil
    Kiran S. Dalal
    Jyotsna S. Meshram
    Dipak S. Dalal
    Environmental Chemistry Letters, 2013, 11 : 177 - 182
  • [2] GREEN PROCESS DEVELOPMENT FOR THE SYNTHESIS OF ALIPHATIC SYMMETRICAL N, N′-DISUBSTITUTED THIOUREA DERIVATIVES IN AQUEOUS MEDIUM
    Jangale, Asha D.
    Kumavat, Priyanka P.
    Wagh, Yogesh B.
    Tayade, Yogesh A.
    Mahulikar, Pramod P.
    Dalal, Dipak S.
    SYNTHETIC COMMUNICATIONS, 2015, 45 (02) : 236 - 244
  • [3] RETRACTED: GREEN PROCESS DEVELOPMENT FOR THE SYNTHESIS OF ALIPHATIC SYMMETRICAL N,N′-DISUBSTITUTED THIOUREA DERIVATIVES IN AQUEOUS MEDIUM (Retracted Article)
    Jangale, Asha D.
    Kumavat, Priyanka P.
    Wagh, Yogesh B.
    Tayade, Yogesh A.
    Mahulikar, Pramod P.
    Dalal, Dipak S.
    SYNTHETIC COMMUNICATIONS, 2015, 45 (03) : 376 - 385
  • [4] Green Process Development for the Synthesis of Aliphatic Symmetrical N,N′-Disubstituted Thiourea Derivatives in Aqueous Medium (vol 45, pg 236, 2015)
    Jangale, Asha D.
    Kumavat, PriyankaP.
    Wagh, Yogesh B.
    Tayade, Yogesh A.
    Mahulikar, Pramod P.
    Dalal, Dipak S.
    SYNTHETIC COMMUNICATIONS, 2015, 45 (16) : 1928 - 1928
  • [5] Synthesis and molecular docking of N,N'-disubstituted thiourea derivatives as novel aromatase inhibitors
    Pingaew, Ratchanok
    Prachayasittikul, Veda
    Anuwongcharoen, Nuttapat
    Prachayasittikul, Supaluk
    Ruchirawat, Somsak
    Prachayasittikul, Virapong
    BIOORGANIC CHEMISTRY, 2018, 79 : 171 - 178
  • [6] Synthesis and characterization of Ni(II) complexes with N,N'-disubstituted phenyl thiourea derivatives
    Boscencu, R
    Missir, A
    Nacea, V
    Socea, L
    REVISTA DE CHIMIE, 2005, 56 (05): : 465 - 467
  • [7] An environmentally benign method for the synthesis of symmetrical N,N′-disubstituted thioureas in a water medium
    Li, Z
    Wang, ZY
    Zhao, YL
    Xing, YL
    Zhu, W
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (12) : 2745 - 2750
  • [8] Di-tert-butyl peroxide (DTBP)-mediated synthesis of symmetrical N,N′-disubstituted urea/thiourea motifs from isothiocyanates in water
    Yang, Jinchen
    Chen, Ling
    Dong, Yibo
    Zhang, Jinli
    Wu, Yangjie
    SYNTHETIC COMMUNICATIONS, 2022, 52 (01) : 63 - 78
  • [9] Synthesis and intramolecular hydrogen bonding studies of 1-[N-formyl-N',N'-disubstituted thiourea]-1'-[N',N'-disubstituted amide]ferrocene derivatives
    Yuan, YF
    Ye, SM
    Zhang, LY
    Wang, JT
    Wang, HG
    POLYHEDRON, 1997, 16 (13) : 2271 - 2277
  • [10] Acyl iodides in organic synthesis. Reactions of acetyl iodide with urea, thiourea, and their N,N'-disubstituted derivatives
    Voronkov, M. G.
    Vlasova, N. N.
    Grigor'eva, O. Yu.
    Belousova, L. I.
    Vlasov, A. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (04) : 486 - 490