Ultrasound-assisted synthesis of substituted guanidines using 1H-pyrazole-1-carboxamidine and S-methylisothiouronium sulfate under solvent-free conditions

被引：6
|
作者：
Fujita, Mitsue [1 ]
Furusho, Yoshio [1 ]
机构：
[1] Shiga Univ Med Sci, Dept Chem, Otsu, Shiga 5202192, Japan
来源：
TETRAHEDRON | 2018年 / 74卷 / 32期
关键词：
Guanidine; Solvent-free; Ultrasound 1H-pyrazole-1-carboxamidine hydrochloride; S-methylisothiouronium sulfate; ORGANIC-SYNTHESIS; CHEMISTRY; AMINES; ORGANOCATALYSIS; HYDROCHLORIDE; DERIVATIVES; MICROWAVE; BIOLOGY; REAGENT; POWER;
D O I：
10.1016/j.tet.2018.06.057
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have investigated ultrasound-assisted synthesis of guanidine derivatives using 1H-Pyrazole-1-carboxamidine (PyzCA) and S-substituted isothiouronium sulfate (MeITU). The guanylations of several amines are promoted by ultrasound sonication under solvent-free conditions, and proceed under mild conditions. It is of particular interest that the guanylations do not require bases in most cases. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4339 / 4342
页数：4
相关论文
共 50 条
  • [41] Microwave-assisted synthesis of novel 5-trichloromethyl-4,5-dihydro-1H-1-pyrazole methyl esters under solvent free conditions
    Martins, MAP
    Beck, P
    Machado, P
    Brondani, S
    Moura, S
    Zanatta, N
    Bonacorso, HG
    Flores, AFC
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2006, 17 (02) : 408 - 411
  • [42] Synthesis of 1,1-diacetates from aromatic aldehydes using cerium(IV) sulfate tetrahydrate as catalyst under solvent-free conditions
    Zhang, M
    Li, YQ
    JOURNAL OF CHEMICAL RESEARCH, 2005, (03) : 171 - 172
  • [43] Synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by nafion-H under ultrasound irradiation and solvent-free conditions
    Q. Wang
    W. Pei
    Journal of the Iranian Chemical Society, 2010, 7 : 318 - 321
  • [44] Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Catalyzed by Nafion-H Under Ultrasound Irradiation and Solvent-Free Conditions
    Wang, Q.
    Pei, W.
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2010, 7 (02) : 318 - 321
  • [45] Tetrabutylammonium hydrogen sulfate:: An efficient catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions
    Shaabani, A
    Bazgir, A
    Arab-Ameri, S
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2004, 179 (11) : 2169 - 2175
  • [46] Microwave assisted synthesis of 1,5-disubstituted hydantoins and thiohydantoins in solvent-free conditions
    Paul, S.
    Gupta, M.
    Gupta, R.
    Loupy, A.
    Synthesis, 2002, (01) : 75 - 78
  • [47] Microwave assisted synthesis of 1,5-disubstituted hydantoins and thiohydantoins in solvent-free conditions
    Paul, S
    Gupta, M
    Gupta, R
    Loupy, A
    SYNTHESIS-STUTTGART, 2002, (01): : 75 - 78
  • [48] Ultrasound-assisted one-pot synthesis of α-oxycarbanilinophosphonates via a three-component condensation of an aldehyde, diethyl phosphite and an isocyanate under solvent-free conditions
    Kaboudin, Babak
    Fallahi, Maryam
    TETRAHEDRON LETTERS, 2011, 52 (33) : 4346 - 4348
  • [49] The solvent-free synthesis of 1,4-dihydropyridines under ultrasound irradiation without catalyst
    Wang, Shu-Xiang
    Li, Zhi-Yan
    Zhang, Jin-Chao
    Li, Ji-Tai
    ULTRASONICS SONOCHEMISTRY, 2008, 15 (05) : 677 - 680
  • [50] Chemical fixation of CO2: efficient synthesis of quinazoline-2,4(1H, 3H)-diones catalyzed by guanidines under solvent-free conditions
    Gao, Jian
    He, Liang-Nian
    Miao, Cheng-Xia
    Chanfreau, Sebastien
    TETRAHEDRON, 2010, 66 (23) : 4063 - 4067
12345