93406-12-3Relevant articles and documents
UV-Light-Induced N-Acylation of Amines with α-Diketones
Xu, Zhihui,Yang, Tianbao,Tang, Niu,Ou, Yifeng,Yin, Shuang-Feng,Kambe, Nobuaki,Qiu, Renhua
supporting information, p. 5329 - 5333 (2021/07/21)
Herein, we develop a mild method for N-acylation of primary and secondary amines with α-diketones induced by ultraviolet (UV) light. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350-380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives. Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation.
An open-source approach to automation in organic synthesis: The flow chemical formation of benzamides using an inline liquid-liquid extraction system and a homemade 3-axis autosampling/product-collection device
O'Brien, Matthew,Hall, April,Schrauwen, John,van der Made, Joyce
supporting information, p. 3152 - 3157 (2018/03/21)
Several open-source hardware and software technologies (RAMPS, Python, PySerial, OpenCV) were used to control an automated flow chemical synthesis system. The system was used to effect the synthesis of a series of benzamides. An inexpensive Raspberry Pi single board computer provided an electronic interface between the control computer and the RAMPS motor driver boards.
Intensified azeotropic distillation: A strategy for optimizing direct amidation
Grosjean, Christophe,Parker, Julie,Thirsk, Carl,Wright, Allen R.
experimental part, p. 781 - 787 (2012/08/07)
The direct synthesis of amides from the corresponding carboxylic acids and amines is shown to operate under varying degrees of mixed kinetic and mass transfer rate control when water is removed by azeotropic distillation. Unless the volumetric heat input rate is reported, it is not possible to make a valid comparison between different catalysts, as the difference in Qboil alone can be responsible for the apparent difference in observed rate. A systematic approach is developed to quantify the contribution of boil-up rate to conversion rate and so decouple the physical rates from the chemistry. Intensive boiling is used to improve the removal of water during azeotropic distillation and considerably enhance conversion. The results show that some acylations previously thought to be difficult or impossible can be achieved in the absence of coupling agents under green conditions. The use of a cascade of CSTR flow reactors operating under intensified conditions is assessed for scale up of direct amidation reactions and compared to a production scale batch reactor. The findings and conclusions of this work have general applicability to all condensation reactions.