Tag: M.W=100-150

Edwards, Paul T. published the artcileProton Transfer on the Edge of the Salt/Cocrystal Continuum: X-Ray Photoelectron Spectroscopy of Three Isonicotinamide Salts, Recommanded Product: Isonicotinamide, the publication is Crystal Growth & Design (2021), 21(11), 6332-6340, database is CAplus.

XPS has emerged as a technique that allows for characterization and classification of hydrogen bonding and proton transfer interactions in organic crystal structures, in a way that is complementary to crystallog. by X-ray or neutron diffraction. Here, we analyze the nitrogen 1s core-level binding energies (BEs) of isonicotinamide (IN) systems with proton transfer between donor and acceptor groups at short distances. We show how a careful calibration of the BE scale places these salt systems correctly on the edge of the so-called salt-cocrystal continuum. We show how performing a fitting anal. of the data that is consistent with elemental anal., expected stoichiometry, and quantification of adventitious carbon contamination facilitates the determination of absolute BEs with accuracy and reproducibility within ±0.1 eV. The determined N 1s core-level BEs of the protonated IN acceptors suggest that the local geometric arrangements of the donor, acceptor, and proton can influence the N 1s core-level BE significantly.

Crystal Growth & Design published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Recommanded Product: Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Gompper, Rudolf published the artcile2,4-Bis(dialkylamino)-5-ethylidene-4,5-dihydro-1,3-thiazole and 2,4-bis(dimethylamino)-5-vinyl-1,3-thiazole, SDS of cas: 14294-10-1, the publication is Synthesis (1981), 647-8, database is CAplus.

Reaction of Me₂NCR:NCSR¹ (I; R = R¹ = Me₂N; R = H, R¹ = morpholino) with BrCH₂CH:CH₂ gave an azavinaminidinium salt which upon treatment with NaNH₂/NH₃ or KOCMe₃ gave the ethylidenethiazolines II, which upon heating or treatment with 4-MeC₆H₄SO₃H rearranged to III. Reaction of the azavinamidinium salt from I (R = R¹ = NMe₂) with NaH in THF gave IV (R² = H), which upon reaction with HBF₄ gave II.HBF₄ (R = H, R¹ = NMe₂) and with PhNCS gave IV (R² = PhNHCS).

Synthesis published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, SDS of cas: 14294-10-1.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kleinpeter, Erich published the artcileThe Interplay of Thio(seleno)amide/Vinylogous Thio(seleno)amide “Resonance” and the Anisotropic Effect of Thiocarbonyl and Selenocarbonyl Functional Groups, Recommanded Product: Morpholine-4-carbothioamide, the publication is Journal of Organic Chemistry (2005), 70(17), 6592-6602, database is CAplus and MEDLINE.

Amino-substituted thio(seleno)acrylamides 1-4 (I–IV) were synthesized and their ¹H and ¹³C NMR spectra assigned. Both the NMR data and the results of theor. calculations at the ab initio level of theory were employed to elucidate the adopted structures of the compounds in terms of E/Z isomerism and s-cis/s-trans configuration. In the case of the asym. N(Me)Ph-substituted compounds, ab initio GIAO-calculated ring current effects of the N-Ph group were applied to successfully determine the preferred conformer bias. The restricted rotations about the two C-N partial double bonds were studied by DNMR and the barriers to rotation (ΔG_c^⧧) determined at the coalescence temperatures, and these were discussed with respect to the structural differences between the compounds The barriers to rotation were also calculated at the ab initio level of theory where the best results (R² = 0.8746) were obtained only with inclusion of the solvent at the SCIPCM-HF/6-31G* level of theory. The calculations also provided means of assessing structural influences which were not available due to inaccessible rotation barriers. By means of natural bond orbital (NBO) anal. of 1-4, the occupation numbers of nitrogen lone pairs and bonding/antibonding π/π* orbitals were shown to quant. describe thio(seleno)amide/vinylogous thio(seleno)amide “resonance”. Finally, the thio(seleno)carbonyl anisotropic effect was quant. calculated by the GIAO method and visualized by isochem. shielding surfaces (ICSS). Only marginal differences between the two anisotropic effects were calculated and are therefore of questionable utility for previous and future applications with respect to stereochem. assignments.

Journal of Organic Chemistry published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Recommanded Product: Morpholine-4-carbothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Hass, Howard C. published the artcileThermally reversible homopolymer gel systems, Formula: C5H8N2O2, the publication is Journal of Polymer Science (1964), 2(Pt. B;12), 1095-6, database is CAplus.

A mixture of 15 g. glycinamide-HCl, 100 ml. Et₂O, and 14.6 g. CH₂:CHCOCl was treated at 0-5° with a solution of 38 g. K₂CO₃ in 40 ml. H₂O. The mixture was stirred 1 hr., the aqueous layer evaporated in vacuo at 35°, and the residue recrystallized from Me₂CO to yield 12 g. N-acetamidoacrylamide, m. 129° (I). N-Acetamidomethacrylamide, m. 138°, was similarly prepared The monomers polymerized readily in H₂O or alc. in the presence of radical producing catalysts. The polymers are soluble in H₂O and yield thermally reversible gels. Thus, a 5% solution of polymer, prepared from I in alc., afforded a gel which melted sharply at 38.9° and reformed at 35.6°. The polymers are compatible with photographic gelatin solutions and, like gelatin, can be hardened by HCHO or dialdehydes.

Journal of Polymer Science published new progress about 2479-62-1. 2479-62-1 belongs to amides-buliding-blocks, auxiliary class Monomers,Acrylamide Monomers, name is N-(2-Amino-2-oxoethyl)acrylamide, and the molecular formula is C5H8N2O2, Formula: C5H8N2O2.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kjaer, Anders published the artcilePaper chromatography of thioureas, Synthetic Route of 14294-10-1, the publication is Acta Chemica Scandinavica (1953), 528-36, database is CAplus.

Nature 171, Number 4358, 840-1 (1953). The paper chromatog. separation and identification of a number of thioureas and related compounds were studied. Two developing agents were used, the Grote reagent (C.A. 25, 5876), where the spots were heated briefly at 100°, and starch solution followed by the Feigl iodine-azide reagent. H₂O-saturated CHCl₃ was used as the mobile solvent and H₂O as the stationary phase, with Number 1 Whatman paper and at 23.5 ± 0.2°. The ascending technique was used, with special precautions to ensure equilibrium in the chamber. Precise details of technique are given. The R_Ph values (the ratio between the distance traveled by the component and H₂NCSNHPh) were as follows: for RNHCSNH₂, where R is H 0.00, Me 0.04, Et (I) 0.15, Pr 0.42, iso-Pr (II) 0.41, Bu 0.84, iso-Bu (III) 0.76, sec-Bu 0.74, tert-Bu 1.00, iso-pentyl 1.07, benzyl 0.90, PhC₂H₄ 1.10, allyl 0.26, α-methallyl 0.74, β-methallyl 0.62, trans-crotyl 0.78, 3-butenyl 0.61, p-BrC₆H₄ 1.00, p-IC₆H₄ 1.06, o-tolyl 1.19, m-tolyl 1.25, and p-tolyl 1,22. The R_Ph values for RR’NCSNHR” were, where R, R’, and R” are, resp., Me, H, Me, 0.42; Me, H, Et, 0.89; Et, H, Et, 1.24; Me, H, Bu (IV), 1.35; Bu, H, Bu, 1.41; Me, H, Ph, 1.40; Et, H, Ph, 1.41; Me, Me, H, 0.60; R and R’ are pentamethylene, R”is H, 1.18; and R and R’ are 3-oxapentamethylene (V), R” is H, 0.55. The R_Ph values for a number of other substituted thioureas and thiocompds. were: ethylenethiourea 0.26, trimethylthiourea 1.21, ,N-methyl-4-morpholinethiocarboxamide (VI) 1.17, the following thiocarboxamides: N-ethyl-4-morpholine- (VII) 1.27-N-allyl-4-morpholine- (VIII) 1.31, N-methyl-l-piperidine- 1.37, N-methyl-1-pyrrolidine- 1.35, and N-ethyl-1-pyrrolidine-1.37; tetramethylthiourea 1.43, thioacetamide 0.25, thiobenzamide 0.79, thiosemicarbazide 0.00, 4-methylthiosemicarbazide 0.20, 1,1,4-trimethylthiosemicarbazide 1.32, 1-phenylthiosemicarbazide 0.55, thiobarbituric acid 0.00, and the following derivatives: 5-ethyl- 0.00, 5,5-diethyl- 1.30, 5-methyl-5-allyl- 1.19, and 5,5-diallyl- 1.37. Im. 110-11° (from EtOAc), II m. 169-70° (from H₂O), III (prepared from iso-BuNH₂ and CSCl₂) m. 100-1° (from H₂O), IV m. 40-1° (from EtOAc-petr. ether), VI m. 102.5-3.5° (from EtOAc-petr. ether), VII m. 81.5-2.5° (from EtOH-Et₂O), and VIII (from CH₂:CHCH₂NCS and morpholine) m. 64.5° (from aqueous EtOH). In the preparation of V, 7.3 g. CNBr in Et₂O was added slowly to 12.0 g. morpholine in cold Et₂O, the mixture filtered, the Et₂O evaporated, and the residue distilled twice in vacuo to give 5.5 g. 4-cyanomorpholine, b_0.9 74.5°, which in EtOH was saturated with NH₃ and H₂S; the mixture, let stand overnight and concentrated on a water bath, was filtered and diluted with Et₂O to give V, m. 171° (from EtOH-Et₂O).

Acta Chemica Scandinavica published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Synthetic Route of 14294-10-1.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Mondal, Akash published the artcileManganese(I)-Catalyzed Sustainable Synthesis of Quinoxaline and Quinazoline Derivatives with the Liberation of Dihydrogen, Quality Control of 1453-82-3, the publication is Journal of Organic Chemistry (2020), 85(11), 7181-7191, database is CAplus and MEDLINE.

Direct synthesis of N-heterocycles via the acceptorless dehydrogenative coupling is very challenging and scarcely reported under 3d transition-metal catalysis. Here, we have developed an efficient Mn(I)-catalyzed sustainable synthesis of various quinoxalines from 1,2-diaminobenzenes and 1,2-diols via the acceptorless dehydrogenative coupling reaction. Further, this strategy was successfully applied for the unprecedented synthesis of quinazolines by the reaction of 2-aminobenzyl alc. with primary amides. The present protocol provides an atom-economical and sustainable route for the synthesis of various quinoxaline and quinazoline derivatives by employing an earth-abundant manganese salt and simple phosphine-free NNN-tridentate ligand.

Journal of Organic Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Quality Control of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Gomez-Carpintero, Jorge published the artcileMechanochemical Synthesis of Primary Amides, Recommanded Product: Isonicotinamide, the publication is Journal of Organic Chemistry (2021), 86(20), 14232-14237, database is CAplus and MEDLINE.

Ball milling of aromatic, heteroaromatic, vinylic, and aliphatic esters RCOOEt (R = 3-fluorophenyl, 1,3-diethoxy-1,3-dioxopropan-2-yl, thiophen-2-yl, etc.) and 2-chromanone with ethanol and calcium nitride afforded the corresponding primary amides RC(O)NH₂in a transformation that was compatible with a variety of functional groups and maintained the integrity of a stereocenter α to carbonyl. This methodol. was applied to α-amino esters (S)-H₂NCH(CH₂R¹)C(O)OEt [R¹ = Ph, (methylsulfanyl)methyl] and N-Boc dipeptide esters (S)-(CH₃)₃COC(O)NHCH(CH₂R²)C(O)NHCH₂C(O)OEt (R² = H, Ph, 1H-indol-3-yl) and also to the synthesis of rufinamide, an antiepileptic drug.

Journal of Organic Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Recommanded Product: Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Mirkovic, Jelena published the artcileOn the structures of 5-(4-, 3- and 2-methoxyphenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridone: An experimental and theoretical study, Name: 2-Cyano-N-ethylacetamide, the publication is Dyes and Pigments (2014), 160-168, database is CAplus.

In this work, a combined exptl. and theor. study on the structures of methoxy substituted 5-phenylazo-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones has been reported. The dyes under the investigation have been thoroughly characterized. X-ray single-crystal anal. shows that 5-(4-methoxyphenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridone crystallizes in the hydrazone form. Quantum chem. calculations of energies, geometrical structure and vibrational wavenumbers of the investigated dyes have been performed using d. functional theory. The optimized geometrical parameters obtained by d. functional theory calculations are in good conformity with the single-crystal data. The fundamental vibrational wavenumbers, as well as their intensities have been calculated and a good agreement between observed and scaled calculated wavenumbers has been achieved. Stability of the mol. arising from hyperconjugative interactions and charge delocalization has been analyzed using natural bond orbital anal. Vibrational, NMR and natural bond orbital anal. confirm that the prepared dyes exist in the hydrazone tautomeric form in the solid state and DMSO solution

Dyes and Pigments published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Name: 2-Cyano-N-ethylacetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Baptista, Joao A. published the artcileDihydrofolate Reductase Inhibitors: The Pharmacophore as a Guide for Co-Crystal Screening, HPLC of Formula: 1453-82-3, the publication is Molecules (2021), 26(21), 6721, database is CAplus and MEDLINE.

In this work, co-crystal screening was carried out for two important dihydrofolate reductase (DHFR) inhibitors, trimethoprim (TMP) and pyrimethamine (PMA), and for 2,4-diaminopyrimidine (DAP), which is the pharmacophore of these active pharmaceutical ingredients (API). The isomeric pyridinecarboxamides and two xanthines, theophylline (THEO) and caffeine (CAF), were used as co-formers in the same exptl. conditions, in order to evaluate the potential for the pharmacophore to be used as a guide in the screening process. In silico co-crystal screening was carried out using BIOVIA COSMOquick and exptl. screening was performed by mechanochem. and supported by (solid + liquid) binary phase diagrams, IR spectroscopy (FTIR) and X-ray powder diffraction (XRPD). The in silico prediction of low propensities for DAP, TMP and PMA to co-crystallize with pyridinecarboxamides was confirmed: a successful outcome was only observed for DAP + nicotinamide. Successful synthesis of multicomponent solid forms was achieved for all three target mols. with theophylline, with DAP co-crystals revealing a greater variety of stoichiometries. The crystalline structures of a (1:2) TMP:THEO co-crystal and of a (1:2:1) DAP:THEO:ethyl acetate solvate were solved. This work demonstrated the possible use of the pharmacophore of DHFR inhibitors as a guide for co-crystal screening, recognizing some similar trends in the outcome of association in the solid state and in the mol. aggregation in the co-crystals, characterized by the same supramol. synthons.

Molecules published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, HPLC of Formula: 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Thorat, Kishor G. published the artcileModulating TICT to ICT characteristics of acid switchable red emitting boradiazaindacene chromophores: Perspectives from synthesis, photophysical, hyperpolarizability and TD-DFT studies, Quality Control of 14294-10-1, the publication is Dyes and Pigments (2017), 321-334, database is CAplus.

Two new red emitting difluoro-boradiazaindacene fluorophores were synthesized, and their photophys. and hyperpolarizability properties in various microenvironments were evaluated exptl. and characterized in detail with respect to DFT and TD-DFT using B3LYP/6-31G(d) level of theory. The dyes possess reasonable first order hyperpolarizabilities in solvents of different polarities. The photophys. properties of the difluoro-boradiazaindacene cores are highly sensitive towards change in polarity of microenvironments because of twisted intramol. charge transfer (TICT) characteristics. The dyes show unusually large Stokes shifts and their photophys. properties such as emission maxima and fluorescence intensity were altered to a great extent in the presence of trace amount of TFA in chloroform. These dyes can be used as promising candidates for pH probes and non-linear optical materials.

Dyes and Pigments published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is Al2H32O28S3, Quality Control of 14294-10-1.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics