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Chemistry and Industry of Forest Products ›› 2014, Vol. 34 ›› Issue (3): 99-102.doi: 10.3969/j.issn.0253-2417.2014.03.017

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Synthesis and Characterization of sym-Homopinic Acid and Its Diacylthioureas Derivatives

YIN Yan-bai1, HAN Jia2, AN Feng-zhu3, LI Qian-ru1, SONG Zhan-qian4   

  1. 1. Jining Institute of Supervision& Inspection on Product Quality, Jining 272100, China;
    2. Yankuang Guohong Chemical& Industrial Co., Ltd., Zoucheng 273500, China;
    3. Shandong Bureau of Quality and Technical Supervision, Jinan 250002, China;
    4. Institute of Chemical Industry of Forest Products, CAF, Nanjing 210042, China
  • Received:2013-04-27 Online:2014-06-25 Published:2014-06-25

Abstract: Five new diacylthioureas were obtained with the yields of 65%-68% through acylchlorination, nucleophilic substitution, nucleophilic addition reactions from sym-homopinic acid which was obtained from pinonic acid via Willgerodt reaction. Their structures were characterized by IR and 1H NMR spectra. The products were as follows:2,2'-(2,2-dimethylcyclobutane-1,3-diyl)bis[N-(phenylcarbamothioyl)acetamide](5a),2,2'-(2,2-dimethylcyclobutane-1,3-diyl)bis[N-(o-tolylcarbamothioyl)acetamide](5b),2,2'-(2,2-dimethylcyclobutane-1,3-diyl)bis[N-(m-tolylcarbamothioyl)acetamide](5c),2,2'-(2,2-dimethylcyclobutane-1,3-diyl)bis[N-(p-tolylcarbamothioyl)acetamide](5d),2,2'-(2,2-dimethylcyclobutane-1,3-diyl)bis[N-(2,4-dimethylpheny)phenylcarbamothioyl acetamide](5e).

Key words: sym-homopinic acid, diacylthiourea, synthesis

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