2210-25-5Relevant articles and documents
A ritter-type reaction over H-ZSM-5: Synthesis of N-isopropylacrylamide from acrylonitrile and isopropyl alcohol
Chen, Xin,Okuhara, Toshio
, p. 194 - 201 (2002)
Catalytic synthesis of N-isopropylacrylamide from acrylonitrile and isopropyl alcohol has been studied using a variety of solid acids in a solid-liquid reaction system at 423 K. Among typical solid and liquid acids, H-ZSM-5 exhibited an exceptionally high catalytic activity. The activity (per gram) of H-ZSM-5 increased as the Al-content (100Al/(Si + Al)%) increased and then decreased through a maximum at an Al content of 2.63%. The specific activity per one acid site, which was estimated from the initial rate and the acid amount, increased greatly as the Al content decreased, which resembles those of the hydrophobicity and the acid strength. The superiority of H-ZSM-5 activity over other strong and hydrophobic solid acids suggests the importance of the unique pore structure. While H-ZSM-5 deactivated severely during the reaction, the catalytic activities were mostly recovered by calcination at 773 K in air. IR spectroscopy and adsorption measurements revealed that the deactivation of H-ZSM-5 was mainly caused by the formation of a polymer of acrylonitrile on the catalyst surface blocking the micropores, but not limiting desorption of the product from the micropores.
Reactivity of secondary N-alkyl acrylamides in Morita–Baylis–Hillman reactions
Ahmar, Mohammed,Queneau, Yves,Verrier, Charlie,Yue, Xiaoyang
, p. 319 - 330 (2021/10/29)
The Morita–Baylis–Hillman (MBH) reaction of secondary N-alkyl acrylamides, discarded up to now from investigations of the scope of activated alkenes, was studied. Optimization of the reaction conditions revealed that a balance must be found between activation of the MBH coupling reaction and that of the undesired competitive aldehyde Cannizzaro reaction. Using 3-Hydroxyquinuclidine (3-HQD) in a 1:1 water-2-MeTHF mixture provides the appropriate conditions that were applicable to a wide range of diversely substituted secondary N-alkyl acrylamides and aromatic aldehydes, giving rise to novel amide-containing MBH adducts under mild and clean conditions.
MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE
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Paragraph 0055; 0057; 0060, (2018/07/03)
PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT