Citation: Zhen Lu SHEN, Xuan Zhen JIANG. A Novel Synthesis of N-Methyl-N-aryl Carbamates from Aromatic Amines and Dimethyl Carbonate Catalyzed by K₂CO₃/Bu₄NBr[J]. Chinese Chemical Letters, ;2004, 15(8): 889-891. shu

A Novel Synthesis of N-Methyl-N-aryl Carbamates from Aromatic Amines and Dimethyl Carbonate Catalyzed by K₂CO₃/Bu₄NBr

Department of Chemistry, Zhejiang University, Hangzhou 310027

Received Date: 8 July 2003

A facile synthesis of N-methyl-N-aryl carbamates from aromatic amines and dimethyl carbonate (DMC) has been achieved with high yields in the presence of potassium carbonate (K₂CO₃) and tetrabutylammonium bromide (Bu₄NBr) under solvent-free conditions.
- Carbamate,
- aromatic amines,
- dimethyl carbonate,
- tetrabutylammonium bromide
1. [1]
  Xiaojuan Lv , Yuting Dong , Hongliang Huang , Dariusz W. Szczepanik , Naoki Aratani , Takahisa Ikeue , Feng Chen , Tao Zhang , Fengxian Qiu , Toshiharu Teranishi , Songlin Xue . Local aromatic ring cleaves the global aromatic ring in hexaphyrin(2.1.2.1.2.1). Chinese Chemical Letters, 2025, 36(7): 110435-. doi: 10.1016/j.cclet.2024.110435
2. [2]
  Jun Zhang , Zhiyao Zheng , Can Zhu . Stereochemical editing: Catalytic racemization of secondary alcohols and amines. Chinese Chemical Letters, 2024, 35(5): 109160-. doi: 10.1016/j.cclet.2023.109160
3. [3]
  Min-Hang Zhou , Jun Jiang , Wei-Min He . EDA-complexes-enabled photochemical synthesis of α-amino acids with imines and tetrabutylammonium oxalate. Chinese Chemical Letters, 2025, 36(1): 110446-. doi: 10.1016/j.cclet.2024.110446
4. [4]
  Aonan Wang , Jingwen Dai , Yiming Guo , Fanghua Ning , Xiaoyu Liu , Sidra Subhan , Jiaqian Qin , Shigang Lu , Jin Yi . Imidazolium bromide based dual-functional redox mediator for the construction of dendrite-free Li-CO₂ batteries. Chinese Chemical Letters, 2025, 36(7): 110186-. doi: 10.1016/j.cclet.2024.110186
5. [5]
  Jiang Gong , Fengling Zheng , Hanqing Zhang , Weihan Shu , Hao Wang , Ni Zhang , Pengbing Huang , Chuancai Zhang , Bin Dai . The interfacial effect of SiO₂-Ni₃Mo₃N efficiently catalyzes the low-temperature hydrogenation of dimethyl oxalate to ethanol. Chinese Chemical Letters, 2025, 36(8): 111122-. doi: 10.1016/j.cclet.2025.111122
6. [6]
  Xinyu Liu , Jialin Yang , Zonglin He , Jiaoyan Ai , Lina Song , Baohua Liu . Linear polyurethanes with excellent comprehensive properties from poly(ethylene carbonate) diol. Chinese Chemical Letters, 2025, 36(1): 110236-. doi: 10.1016/j.cclet.2024.110236
7. [7]
  Xin Li , Jia-Min Lu , Bo Li , Chen Zhao , Bei-Bei Yang , Li Li . Chiroptical sensing for remote chiral amines via a C–H activation reaction. Chinese Chemical Letters, 2025, 36(5): 110310-. doi: 10.1016/j.cclet.2024.110310
8. [8]
  Yuchuan Zhu , Kaili Xie , Yufei Li , Fang Liu , Yucheng Gu , Qingmin Wang , Weihua Zhang , Qing Xia . Alkyl halides dictate site selectivity in aromatic nitrile alkylations. Chinese Chemical Letters, 2026, 37(7): 111819-. doi: 10.1016/j.cclet.2025.111819
9. [9]
  Xinyu You , Xin Zhang , Shican Jiang , Yiru Ye , Lin Gu , Hexun Zhou , Pandong Ma , Jamal Ftouni , Abhishek Dutta Chowdhury . Efficacy of Ca/ZSM-5 zeolites derived from precipitated calcium carbonate in the methanol-to-olefin process. Chinese Journal of Structural Chemistry, 2024, 43(4): 100265-100265. doi: 10.1016/j.cjsc.2024.100265
10. [10]
  Guihuang Fang , Wei Chen , Hongwei Yang , Haisheng Fang , Chuang Yu , Maoxiang Wu . Improved performance of LiMn_0.8Fe_0.2PO₄ by addition of fluoroethylene carbonate electrolyte additive. Chinese Chemical Letters, 2024, 35(6): 108799-. doi: 10.1016/j.cclet.2023.108799
11. [11]
  Wen-Tao Ouyang , Jun Jiang , Yan-Fang Jiang , Ting Li , Yuan-Yuan Liu , Hong-Tao Ji , Li-Juan Ou , Wei-Min He . Sono-photocatalytic amination of quinoxalin-2(1H)-ones with aliphatic amines. Chinese Chemical Letters, 2024, 35(10): 110038-. doi: 10.1016/j.cclet.2024.110038
12. [12]
  Xiuxiu Jia , Tao Yin , Nianpeng Li , Hua Zhang , Anxian Shi , Abdukader Abdukayum , Sanshuang Gao , Guangzhi Hu . Reticulated lanthanum (La) carbonate-carbon composite for efficient phosphorus removal from eutrophic wastewater. Chinese Chemical Letters, 2025, 36(6): 110398-. doi: 10.1016/j.cclet.2024.110398
13. [13]
  Qiuxia Tan , E Pang , Qin Wang , Yuanyu Tang , Pan Zhu , Shaojing Zhao , Jianing Yi , Shiguang Jin , Minhuan Lan . Manganese carbonate-based nanoplatform for starvation therapy cascaded chemodynamic therapy, enhanced phototherapy and immune activation. Chinese Chemical Letters, 2025, 36(10): 110770-. doi: 10.1016/j.cclet.2024.110770
14. [14]
  Xin-Han Wang , Ying Huang , Chun-Lin Zhang , Song Ye . γ-C(sp³)-H acylation of aliphatic amines enabled by cooperative photoredox NHC/Pd catalysis. Chinese Chemical Letters, 2026, 37(5): 111484-. doi: 10.1016/j.cclet.2025.111484
15. [15]
  Yan Qiao , Yanan Wang , Mengfan Li , Dun Li , Wenchuan Lai , Hongwen Huang . Mitigating the carbonate issues in electrochemical CO₂ reduction: Fundamental understanding and design strategies. Chinese Chemical Letters, 2026, 37(5): 111861-. doi: 10.1016/j.cclet.2025.111861
16. [16]
  Zhenjie Yang , Chenyang Hu , Xuan Pang , Xuesi Chen . Sequence design in terpolymerization of ε-caprolactone, CO₂ and cyclohexane oxide: Random ester-carbonate distributions lead to large-span tunability. Chinese Chemical Letters, 2024, 35(5): 109340-. doi: 10.1016/j.cclet.2023.109340
17. [17]
  Xiuhua Wang , Jianrong Steve Zhou . A dicationic nickel complex-catalyzed asymmetric synthesis of chiral benzylic amines: Evolution from reductive amination to borrowing hydrogen reaction. Chinese Chemical Letters, 2026, 37(2): 111148-. doi: 10.1016/j.cclet.2025.111148
18. [18]
  Dongke Zhang , Li-Ao Ding , Qiuyu Xiang , Zhuojun Li , Qian Wu . P^Ⅲ/P^Ⅴ-catalytic platform enabling N-fluoro-thiocarbonylation of diaryl amines for modular synthesis of tertiary N-trifluoromethylamines. Chinese Chemical Letters, 2026, 37(5): 111461-. doi: 10.1016/j.cclet.2025.111461
19. [19]
  Xiaoya Zhuo , Xiangwen Tan , Yi Wang , Wanqing Wu , Huanfeng Jiang . Palladium catalyzed tandem Heck/Tsuji-Trost and 6-endo cyclization reactions of aryl iodides, vinylacetic acid, and aryl amines. Chinese Chemical Letters, 2026, 37(6): 111777-. doi: 10.1016/j.cclet.2025.111777
20. [20]
  Yuanjiao Liu , Xiaoyang Zhao , Songyao Zhang , Yi Wang , Yutuo Zheng , Xinrui Miao , Wenli Deng . Site-selection and recognition of aromatic carboxylic acid in response to coronene and pyridine derivative. Chinese Chemical Letters, 2024, 35(8): 109404-. doi: 10.1016/j.cclet.2023.109404