CIESC Journal ›› 2019, Vol. 70 ›› Issue (S1): 242-247.DOI: 10.11949/j.issn.0438-1157.20190265
• Material science and engineering, nanotechnology • Previous Articles Next Articles
Ning QIN1,2(),Qing MIN1(),Kaiyuan SHAO2,Wenxiang HU2,3()
Received:
2018-08-18
Revised:
2019-03-25
Online:
2019-03-31
Published:
2019-03-31
Contact:
Qing MIN,Wenxiang HU
通讯作者:
闵清,胡文祥
作者简介:
<named-content content-type="corresp-name">秦宁</named-content>(1995—),女,硕士研究生,<email>1609974805@qq.com</email>|闵清(1967—),女,博士,教授,<email>baimin0628@163.com</email>|胡文祥(1961—),男,博士,教授,<email>huwx66@163.com</email>
基金资助:
CLC Number:
Ning QIN, Qing MIN, Kaiyuan SHAO, Wenxiang HU. Synthesis of 3-methyl-benzidine hydrochloride[J]. CIESC Journal, 2019, 70(S1): 242-247.
秦宁, 闵清, 邵开元, 胡文祥. 间甲基苯甲脒盐酸盐的合成研究[J]. 化工学报, 2019, 70(S1): 242-247.
合成方式 | 间甲基苯脒肟的实际产量/g | 间甲基苯脒肟的 理论产量/g | 产率/% |
---|---|---|---|
常规热效应 | 6.34 | 15.01 | 42.23 |
超声波合成 | 8.52 | 15.01 | 56.76 |
微波合成 | 12.65 | 15.01 | 84.28 |
Table 1 Experimental results of three synthetic methods of 3-methyl-benzamidoxime
合成方式 | 间甲基苯脒肟的实际产量/g | 间甲基苯脒肟的 理论产量/g | 产率/% |
---|---|---|---|
常规热效应 | 6.34 | 15.01 | 42.23 |
超声波合成 | 8.52 | 15.01 | 56.76 |
微波合成 | 12.65 | 15.01 | 84.28 |
实验编号 | 间甲基苯脒肟的实际产量/g | 间甲基苯脒肟 的理论产量/g | 产率/% | 平均产率/% |
---|---|---|---|---|
1 | 12.04 | 15.01 | 80.21 | 80.28 |
2 | 11.50 | 15.01 | 76.62 | |
3 | 12.61 | 15.01 | 84.01 |
Table 2 Confirmation results of microwave synthesis of 3-methyl-benzamidoxime
实验编号 | 间甲基苯脒肟的实际产量/g | 间甲基苯脒肟 的理论产量/g | 产率/% | 平均产率/% |
---|---|---|---|---|
1 | 12.04 | 15.01 | 80.21 | 80.28 |
2 | 11.50 | 15.01 | 76.62 | |
3 | 12.61 | 15.01 | 84.01 |
1 | 康永, 王超, 柴秀娟. 脒类化合物合成方法的研究进展[J]. 今日农药, 2010, (11): 9-12. |
KangY, WangC, ChaiX J. Research progress in the synthesis of amidine [J]. Agrochemicals Today, 2010, (11): 9-12. | |
2 | 冯小琴. 对位含有吸电子基的苯甲腈的脒基化反应的研究[D]. 太原: 中北大学, 2001. |
FengX Q. The research of amidine reaction of benzonitrile with electron withdrawing group on its para-position[D]. Taiyuan: North University of China, 2001. | |
3 | 徐凡, 孙建华, 燕滨, 等. Sml催化合成N, N'-二取代脒[C]//全国有机合成学术会议. 2000: 304. |
XuF, SunJ H, YanB, et al. Synthesis of N, N'-disubstituted oxime by Sml[C]//National Conference on Organic Synthesis.2000: 304. | |
4 | 张娟, 刘毅锋. 酰胺缩醛法合成N, N, N'-三取代甲脒的研究[J]. 化学通报, 1998, (5): 55-57. |
ZhangJ, LiuY F. Synthesis of N, N, N'-trisubstituted formazan by amidine acetal method[J]. Chemistry, 1998, (5): 55-57. | |
5 | 史东辉, 向东. 对烷氧基苯甲脒盐酸盐的制备[J]. 化学试剂, 1996, (2): 107-109. |
ShiD H, XiangD. Preparation of p-alkyl benzamidine hydrochloride[J]. Chemical Reagents, 1996, (2): 107-109. | |
6 | 杜杰, 段明, 蒋晓慧. 催化合成取代脒的研究进展[J]. 化工进展, 2010, 29(S2): 170-173. |
DuJ, DuanM, JiangX H. Research progress of catalytic synthesis of substituted amidine[J]. Chemical Industry and Engineering Progress, 2010, 29(S2): 170-173. | |
7 | 纪宝琳. 4-甲砜基苯甲脒盐酸盐的合成[J]. 广州化工, 2010, 38(3): 100-101. |
JiB L. Preparation of 4-methanesulfonyl-benzamidine hydrochloride[J].Guangzhou Chemical Industry, 2010, 38(5): 636-638. | |
8 | 郑玉安, 王雪梅, 祁巍, 等. 取代苯甲脒盐酸盐类化合物的合成方法研究[J]. 染料与染色, 2016, 53(2): 33-34. |
ZhengY A, WangX M, QiW, et al. Synthesis of substituted benzamidine hydrochloride compounds[J]. Dyestuffs and Coloration, 2016, 53(2): 33-34. | |
9 | 王倩, 史东辉, 方方. 合成脒盐的一种方便方法[J]. 化学试剂, 1993, 15(6): 376-377. |
WangQ, ShiD H, FangF. A convenient method for synthesizing amidine salts[J]. Chemical Reagents, 1993, 15(6): 376-377. | |
10 | 赵越, 程原. 对氯苯甲脒盐酸盐的制备方法[J]. 精细化工中间体, 2008, 38(6): 17-18. |
ZhaoY, ChengY. Preparation method of p-chlorobenzoquinone hydrochloride[J]. Fine Chemical Intermediates, 2008, 38(6): 17-18. | |
11 | HitendraK L, RoyanaS, KishoreP. Synthesis and biological evaluation of metalcomplexes derived from 3-methylnhydroxy-benzamidine as potent inhibitors of thymidylate kinase from mycobacterium tuberculosis [J].World Journal of Pharmacy and Pharmaceutical Sciences, 2014, 3(5): 1564-1583. |
12 | 常州市天华制药有限公司. 一种苯甲脒盐酸盐的合成方法: 201710455032.4 [P]. 2017-11-17. |
Changzhou Tianhua Pharmaceutical Co., Ltd. A method for synthesizing benzamidine hydrochloride: 201710455032.4 [P]. 2017-11-17. | |
13 | 谌聪, 程原. 对氟苯甲脒盐酸盐的合成研究[J]. 当代化工研究, 2011, 7(1): 41-43. |
ChenC, ChengY. Synthesis of p-fluorobenzoic acid hydrochloride[J]. Modern Chemical Research, 2011, 7(1): 41-43. | |
14 | 郑文丽, 薛飞群. 对氨基苯甲脒盐酸盐的合成[J]. 化学试剂, 2006, 28(5): 315, 317. |
ZhengW L, XueF Q. The synthesis of p-amino-benzamidine hydrochloride[J]. Chemical Reagents, 2006, 28(5), 315, 317. | |
15 | 李娜, 王丽颖, 王晓静, 等. 对氨基苯甲脒亚胺基甲酸正己酯盐酸盐的合成[J]. 化学研究, 2016, 27(5): 636-639. |
LiN, WangL Y, WangX J, et al. Synthesis of 4-aminobenzamidine-N-hexylcarbamate hydrochloride [J]. Chemical Research, 2016, 27(5): 636-639. | |
16 | DieterD, OliverS, FrankS, et al. Identification and optimization of pyridazinones as potent and selective c-Met kinase inhibitors method for producing 4-(benzimidazolyl-methylamino)-benzamidines[J]. Bioorganic & Medicinal Chemistry Letters, 2015, 25(7): 1597-1602. |
17 | 韦长梅, 嵇鸣. 对氨基苯甲脒二盐酸盐合成工艺改进[J]. 化工时刊, 1998, (10): 29-31. |
WeiC M, YuM. Improvement of synthetic process of p-aminobenzamide dihydrochloride[J]. Chemical Industry Times, 1998, (10): 29-31. | |
18 | ZerbanG. Process for the preparation of the salts of 4-(benzimidazolylmethylamino)-benzamides[J]. Journal of Materials Science Letters, 2011, 5(2): 221-222. |
19 | 秦宁, 闵清, 付梦蕾, 等. 间甲基苯脒肟的微波超声波催化合成[J]. 微波化学, 2018, 2(2): 31-36. |
QinN, MinQ, FuM L, et al. Microwave ultrasonic catalysis synthesis of m-methylphenylhydrazine[J]. Journal of Microwave Chemistry, 2018, 2(2): 31-36. | |
20 | 杜葩. 一种取代苯甲脒类化合物的合成方法: 103570584A[P]. 2014-02-12. |
DuP. A synthetic method for replacing benzamidine compounds: 103570584A[P]. 2014-02-12. | |
21 | ZiY G, LinF, ShiY Y. Synthesis and characterization of novel fluorinated polyimides derived from 1, 1′-bis(4-aminophenyl)-1-(3-trifluoro-methylphenyl)-2, 2, 2-trifluoroethane and aromatic dianhydrides[J]. European Polymer Journal, 2008, 44(4): 1252-1260. |
22 | 王新图, 徐云根, 华维一, 等. 4-(苯并咪(噻)唑-2-)苯甲脒类化合物的合成及其一氧化氮合酶抑制活性[J].中国药科大学学报, 2004, 35(1): 12-15. |
WangX T, XuY G, HuaW Y, et al. Synthesis and nitric oxide synthase inhibitory activity of 4-(benzimido(thia)azole-2-)benzimidamides[J]. Journal of China Pharmaceutical University, 2004, 35(1): 12-15. | |
23 | GaoH F, NiuY, XuF R, et al. Design and synthesis of benzamidine BACE1 inhibitors [J]. Journal of China Medical University, 2012, 21(2): 124-131. |
24 | 山东科技大学.一种邻乙氧基苯甲脒盐酸盐的新合成方法: 201110355036.8[P].2013-05-08. |
Shandong University of Science and Technology. A new synthetic method for o-ethoxy benzamidine hydrochloride: 201110355036.8[P].2013-05-08. | |
25 | 蔡亮, 程原. 催化加氢制备对羟基苯甲脒[J]. 化工中间体, 2008, 4(12): 29-32. |
CaiL, ChengY. Preparation of p-hydroxybenzamide by catalytic hydrogenation[J]. Chemical Intermediates, 2008, 4(12): 29-32. | |
26 | 杜杰, 段明, 蒋晓慧. 用酰胺缩醛法合成单(双)长链烷基脒基化合物[J]. 合成化学, 2010, 18(5): 636-638. |
DuJ, DuanM, JiangX H. Synthesis of the single(double) long-chain alkyl amidine compounds by amide acetal method [J]. Chinese Journal of Synthetic Chemistry, 2010, 18(5): 636-638. | |
27 | 林文练. 苯甲脒衍生物的合成方法: 201610967466.8 A[P]. 2017-04-19. |
LinW L. Synthesis of benzamidine derivatives: 201610967466.8 A[P]. 2017-04-19. | |
28 | 四川青木制药有限公司.一种对氨基苯甲脒盐酸盐的新制备方法: 20181072857 8.7[P].2018-11-06. |
Sichuan Qingmu Medicine Co., Ltd. A new preparation method of p-aminobenzidine hydrochloride: 201810728578.7[P]. 2018-11-06. | |
29 | 潘应杰, 罗明, 华伟, 等. 微波化学反应器中微波辐射器的一体化设计与优化[J]. 化工学报, 2010, 61(4): 861-866. |
PanY J, LuoM, HuaW, et al. Integrated design for microwave radiator used in microwave chemical reactor [J]. CIESC Journal, 2010, 61(4): 861-866. | |
30 | 张慧丽. 苯甲偕胺肟的合成与性能研究[D]. 长沙: 中南大学, 2014. |
ZhangH L. The synthesis of benzamidoxime and its application[D]. Changsha: Central South University, 2014. | |
31 | 刘明, 胡文祥. 微波催化有机合成化学反应[J]. 微波化学, 2018, 2(3): 70-78. |
LiuM, HuW X. Organic synthesis reactions catalysed with microwave irradiation[J]. Journal of Microwave Chemistry, 2018, 2(3): 70-78. | |
32 | 陆模文, 胡文祥, 恽榴红. 有机微波化学研究进展[J]. 有机化学, 1995, 15(6): 561-566. |
LunM W, HuW X, YunL H. Progress in organic microwave chemistry[J].Chin. J. Org. Chem., 1995, 15(6): 561-566. |
[1] | Xin YANG, Xiao PENG, Kairu XUE, Mengwei SU, Yan WU. Preparation of molecularly imprinted-TiO2 and its properties of photoelectrocatalytic degradation of solubilized PHE [J]. CIESC Journal, 2023, 74(8): 3564-3571. |
[2] | Yuntong GE, Wei WANG, Kai LI, Fan XIAO, Zhipeng YU, Jing GONG. AFM study of the interaction forces between micro-oil droplets and modified silica surfaces in multiphase dispersion systems [J]. CIESC Journal, 2023, 74(4): 1651-1659. |
[3] | Xiaohui SU, Chi ZHANG, Zhifeng XU, Hui JIN, Zhiguo WANG. Study on particle settling behavior in viscoelastic surfactant solutions [J]. CIESC Journal, 2022, 73(5): 1974-1985. |
[4] | Chuxin CHANG, Liting XU, Jialun YIN, Xian LUO, Hongwei JIA. Study on low voltage electrowetting behavior under immersion state [J]. CIESC Journal, 2022, 73(4): 1673-1682. |
[5] | Yiming XU, Hua YUAN, Suli LIU, Ping LI, Peirong YAN, Xi ZHAO, Junhua LU, Wei ZHAO, Xuelan ZHANG. Study on the continuous synthesis process of industrial mixed linear alkyl benzene sulfonates in a microchannel reactor [J]. CIESC Journal, 2022, 73(3): 1184-1193. |
[6] | Ting CHEN, Zehao HU, Zhe QIN, Yuanhong CHEN, Yanqiao XU, Jian LIN, Zhixiang XIE. Microwave synthesis of AgInS2 quantum dots in organic solvent and application for white light-emitting diodes [J]. CIESC Journal, 2022, 73(11): 5167-5176. |
[7] | CHENG Wenjing, YU Lin, CHENG Gao, ZHONG Yuanhong, ZHENG Cheng, MAO Taoyan. Synthesis characterization and application of Bola silicone quaternary ammonium salt [J]. CIESC Journal, 2021, 72(5): 2837-2848. |
[8] | Jin CHENG, Zhangyang CHEN, Yuming ZHANG, Qi DUAN, Cheng LIAN, Honglai LIU. Molecular thermodynamic model for compounding of multiple surfactants [J]. CIESC Journal, 2020, 71(10): 4590-4600. |
[9] | Yanrao CHEN, Taoyan MAO, Cheng ZHENG. Microwave synthesis and properties of dioctadecyldihydroxyethyl ammonium bromide [J]. CIESC Journal, 2019, 70(S1): 226-234. |
[10] | Siyu PENG, Cheng ZHENG, Taoyan MAO, Yuan WEI, Huafeng SONG. Microwave synthesis and properties of dioctadecyl tetrahydroxyethyl dibromopropane diammonium [J]. CIESC Journal, 2019, 70(S1): 202-210. |
[11] | Yinglu GU, Hui e LIU, Shuang CHEN, Long WANG, Yutong LIU. Effect of oil/water ratio on phase behavior of anionic micro-emulsion [J]. CIESC Journal, 2019, 70(7): 2626-2635. |
[12] | Jihua ZHU, Yao CHEN, Xiulian QIU, Yuming HUANG, Cheng ZHENG, Wei YANG. Preparation of LiMn1-xMgxPO4/C cathode materials by microwave-assisted solvothermal method [J]. CIESC Journal, 2019, 70(7): 2775-2785. |
[13] | Long WANG, Hui e LIU, Yutong LIU, Yunfei YU, Shuang CHEN, Wenhe YU, Xiuxia ZHANG. Emergency treatment of crude oil contaminated soil and resource recovery using microemulsion [J]. CIESC Journal, 2019, 70(7): 2699-2707. |
[14] | Xuemin YE, Minglan LI, Xiangshan ZHANG, Shaodong YANG, Chunxi LI. Influencing factors of film drainage of dip-coating process [J]. CIESC Journal, 2019, 70(6): 2164-2173. |
[15] | Qiang GAO, Hong LYU, Fan XIONG, Fei CHEN, Zeheng YANG, Weixin ZHANG. Preparation of LiFePO4/C plate cathode materials and their electrochemical properties [J]. CIESC Journal, 2019, 70(4): 1628-1634. |
Viewed | ||||||||||||||||||||||||||||||||||||||||||||||||||
Full text 967
|
|
|||||||||||||||||||||||||||||||||||||||||||||||||
Abstract 673
|
|
|||||||||||||||||||||||||||||||||||||||||||||||||