Synthesis of N-acylurea derivatives from carboxylic acids and N,N′-dialkyl carbodiimides in water

被引：26

作者：

Ramazani, Ali ^{[1
]}

Nasrabadi, Fatemeh Zeinali ^{[2
]}

Rezaei, Aram ^{[1
]}

Rouhani, Morteza ^{[3
]}

Ahankar, Hamideh ^{[4
]}

Asiabi, Pegah Azimzadeh ^{[1
]}

Joo, Sang Woo ^{[5
]}

Slepokura, Katarzyna ^{[6
]}

Lis, Tadeusz ^{[6
]}

机构：

[1] Univ Zanjan, Dept Chem, Zanjan, Iran

[2] Payame Noor Univ, Dept Chem, Tehran, Iran

[3] Islamic Azad Univ, Young Researchers & Elite Club, Zanjan Branch, Zanjan, Iran

[4] Islamic Azad Univ, Abhar Branch, Dept Chem, Abhar, Iran

[5] Yeungnam Univ, Sch Mech Engn, Kyongsan 712749, South Korea

[6] Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

来源：

JOURNAL OF CHEMICAL SCIENCES | 2015年 / 127卷 / 12期

基金：

新加坡国家研究基金会;

关键词：

N; '-dialkylcarbodiimide; benzoic acid derivatives; (E)-cinnamic acid derivatives; O -> N acyl migration; N-acylurea; STABILIZED PHOSPHORUS YLIDES; SOLVENT-FREE CONDITIONS; ONE-POT SYNTHESIS; 1,3,4-OXADIAZOLE DERIVATIVES; 4-COMPONENT SYNTHESIS; 3-COMPONENT REACTION; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; (E)-CINNAMIC ACIDS; PEPTIDE SYNTHESIS;

D O I：

10.1007/s12039-015-0988-6

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reactions of benzoic acid derivatives and (E)-cinnamic acid derivatives with -dialkyl carbodiimide proceed smoothly at room temperature and in neutral conditions to afford N-acylurea derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions and no side reactions were observed.

引用

收藏

页码：2269 / 2282

页数：14

相关论文

共 50 条

[41] Practical Considerations for the Formation of Acyl Imidazolides from Carboxylic Acids and N,N′-Carbonyldiimidazole: The Role of Acid Catalysis [J].

Engstrom, Kenneth M. .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2018, 22 (09) :1294-1297

[42] Potassium tert -Butoxide Facilitated Amination of Carboxylic Acids with N,N-Dimethylformamide [J].

Huang, Yuanjing ;

Zhang, Jing .

SYNTHESIS-STUTTGART, 2022, 54 (16) :3595-3604

[43] Microwave-Assisted Synthesis of N,N-Dialkyl-P-Alkylphosphonamidic Anhydrides [J].

Kumar, Rajesh ;

Gupta, A. K. ;

Kaushik, M. P. .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2010, 185 (04) :765-771

[44] tert-Butyl Nitrite-Mediated Synthesis of N-Nitrosoamides, Carboxylic Acids, Benzocoumarins, and Isocoumarins from Amides [J].

Yedage, Subhash L. ;

Bhanage, Bhalchandra M. .

JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (11) :5769-5781

[45] The Synthesis and Theoretical Investigation of Functionalized N,N′-Arylthioalkylisoindigo Derivatives [J].

Khalili, Gholamhossein ;

Rezaei, Farideh ;

Keller, Paul A. .

CHEMISTRYSELECT, 2022, 7 (01)

[46] A convenient synthesis of N-methoxy-N-methylamides from carboxylic acids using S,S-di(2-pyridyl) dithiocarbonate [J].

Lee, JI ;

Park, H .

BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2001, 22 (04) :421-423

[47] Synthesis and anticonvulsant activity of N,N-phthaloyl derivatives of central nervous system inhibitory amino acids [J].

Usifoh, CO ;

Lambert, DM ;

Wouters, J ;

Scriba, GKE .

ARCHIV DER PHARMAZIE, 2001, 334 (10) :323-331

[48] Recent Progress on Synthesis of N,N′-Chelate Organoboron Derivatives [J].

Yang, Tianbao ;

Tang, Niu ;

Wan, Qizhong ;

Yin, Shuang-Feng ;

Qiu, Renhua .

MOLECULES, 2021, 26 (05)

[49] Synthesis of novel dithiocarbamates and xanthates using dialkyl azodicarboxylates: S-N bond formation [J].

Halimehjani, Azim Ziyaei ;

Klepetarova, Blanka ;

Beier, Petr .

TETRAHEDRON, 2018, 74 (15) :1850-1858

[50] A novel method for the one-pot conversion of carboxylic acids to N,N-dimethylamides [J].

Kaboudin, Babak ;

Haghighat, Hamideh .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2012, 9 (06) :951-955

← 1 2 3 4 5 →