1116-24-1Relevant academic research and scientific papers
Solute-Solute Interactions in Non-aqueous Solvents. Enthalpic Interaction Coefficients of Substituted Acetamides Dissolved in N,N-Dimethylformamide
Bloemendal, M.,Somsen, G.
, p. 83 - 100 (1983)
Enthalpies of dilution of acetamide, N-methylacetamide, N-ethylacetamide, N-propylacetamide, N-butylacetamide, N,N-dimethylacetamide, N,N-diethylacetamide, N,N-dipropylacetamide and N,N-dibutylacetamide dissolved in N,N-dimethyacetamide as solvent have been measured calorimetrically at 25 deg C.The results are interpreted in terms of McMillan-Mayer theory.The enthalpic interaction parameters are obtained for pairs, triplets and some quadruplets of solute molecules.All enthalpic pair interaction coefficients but one in this nonaqueous solvent are negative, whereas the triplet coefficients are positive.The concept of "solvophobic interaction" can be used to explain these results in connection with the assumption of the formation of solute-solvent associates.The enthalpic pair interaction coefficients can be described by the additivity approach of Savage and Wood.
Environmentally benign decarboxylative: N-, O-, and S-Acetylations and acylations
Ghosh, Santanu,Purkait, Anisha,Jana, Chandan K.
supporting information, p. 8721 - 8727 (2020/12/30)
An operationally simple and general method for acetylation and acylation of a wide variety of substrates (amines, alcohols, phenols, thiols, and hydrazones) has been reported. Meldrum's acid and its derivatives have been used as an air-stable, non-volatile, cost-effective, and easy to handle acetylating/acylating agent. Easily separable byproducts (CO2 and acetone) allowed the isolation of analytically pure acetylated products without the requirement of work-up and any chromatography. This journal is
Visible Light-Driven, One-pot Amide Synthesis Catalyzed by the B12 Model Complex under Aerobic Conditions
Tian, Hui,Shimakoshi, Hisashi,Ono, Toshikazu,Hisaeda, Yoshio
, p. 237 - 240 (2018/12/13)
A visible light responsive catalytic system with the B12 complex as the catalyst and [Ir(dtbbpy)(ppy)2]PF6 as the photosensitizer was developed. It provides a convenient and efficient way to synthesize amides. Based on this method, trichlorinated organic compounds were converted into amides in the presence of an amine under aerobic conditions at room temperature in a one-pot procedure. Various trichlorinated organic compounds and an amine source, such as primary, secondary, and cyclic amines, have been evaluated for this transformation, providing the expected products in moderate to excellent yields. Notably, product formation depended on the reaction atmosphere where the amide was obtained under aerobic conditions while partially dechlorinated products were obtained under anaerobic conditions. As this protocol is free from hazardous reagents, extra additives, noble metals, and dangerous gas, the present method provides a novel and efficient approach for amide synthesis under mild and easily controlled conditions.
Direct Preparation of Amides from Amine Hydrochloride Salts and Orthoesters: A Synthetic and Mechanistic Perspective
Di Grandi, Martin J.,Bennett, Caitlin,Cagino, Kristen,Muccini, Arnold,Suraci, Corey,Saba, Shahrokh
supporting information, p. 2601 - 2607 (2015/11/28)
The conversion of a wide range of primary and secondary aliphatic and a few arylamine hydrochloride salts to their corresponding acetamides with trimethyl orthoacetate is described. Mechanistic studies using NMR and gas chromatography-mass spectrometry techniques indicate these reactions proceed via an O-methylimidate intermediate that undergoes in situ demethylation by chloride, affording the corresponding acetamides. Synthetically, this reaction represents a practical, high-yielding protocol with a simple workup for the rapid conversion of amine hydrochloride salts to acetamides.
Efficient one-pot synthesis of N-substituted 2-aminochromones, their benzo-fused derivatives, and diaminobenzodipyrandiones of two new structural classes
Roma, Giorgio,Piras, Daniela,Di Braccio, Mario,Grossi, Giancarlo
experimental part, p. 849 - 857 (2010/10/02)
N-Substituted 2-aminochromones and their benzo-fused derivatives were obtained in high yields by a new one-pot synthesis, starting from the appropriate acetamides, salicylic acid or its benzo-fused derivatives, and phosphoryl chloride. By the same reaction, from suitable dihydroxybenzenedicarboxylic acids, some compounds of two new structural classes, 2,7-diaminobenzo[1,2-b:4,5-b']dipyran-4,9-diones and 2,8-diamino-4H,6H-benzo[1,2-b:5,4-b']dipyran-4,6-diones, were synthesized. Georg Thieme Verlag Stuttgart.
Hydroxymethylation and aminomethylation of 6-mercaptopurine and its derivatives
Siver,Sloan,Waranis,Saab
, p. 1077 - 1081 (2007/10/02)
Labile aminomethyl and hydroxymethyl derivatives of 6-mercaptopurine (I) (6-MP) and S6-acyloxymethyl-6-MP hav been converted to stable acetyloxymethyl derivatives by their reaction with acetic anhydride. Analysis of the reaction products and comparison of their 1H nmr spectra and hplc spectra chromatograms with those of acetyloxymethyl derivatives of known structures suggested 1) that the aminomethyl derivatives of 6-MP were 7-substituted derivatives, 2) that the aminomethyl derivative of S6-acetyloxylmethyl-6-MP was a 9-derivative, 3) that the hydroxymethyl derivative of 6-MP was a mixture of 7-substituted and S6,3-disbustituted derivatives, and 4) that the hydroxymethyl derivative of S6-pivaloyloxymethyl-6-MP was a 9-substituted derivative. In addition, a previously unreported dialkyl derivative of 6-MP VI was isolated from its reaction with aminomethylating agent and characterized. Analyses of the 1H nmr spectra and hplc chromatograms of the reaction of VI with acetic anhydride suggested that VI was a 1,7-disubstituted derivative.
TRIMETHYLSILYLATED N-ALKYL-SUBSTITUTED CARBAMATES. I. PREPARATION AND SOME REACTIONS
Knausz, Dezsoe,Meszticzky, Aranka,Szakacs, Laszlo,Csakvari, Bela,Ujszaszy, Kalman
, p. 11 - 22 (2007/10/02)
Trimethylsilyl N-monoalkyl- and N,N-dialkyl-carbamates have been made in 85-95percent yields by silylation of the corresponding ammonium carbamates with trimethylchlorosilane.Trimethylsilyl N,N-dimethylcarbamate can be used for silylation of alcohols, phenols, and carboxylic acids.The silylcarbamates react with carboxylic acid halides to give the corresponding acid amides.The reaction of trimethylsilyl carbamates with carboxylic anhydrides give the corresponding silyl carboxylate and acid amide, while the reaction with dicarboxylic anhydrides give the trimethylsilyl monoamide of the corresponding dicarboxylic acid, i.e.Me3SiO2CCONR1R2.
