Tag: M.W=150-200

Brownlee, R. T. C. published the artcileNatural abundance nitrogen-15 chemical shifts in substituted benzamides and thiobenzamides, Formula: C8H9NOS, the publication is Magnetic Resonance in Chemistry (1986), 24(9), 821-6, database is CAplus.

¹⁵N substituent chem. shifts (measured at natural abundance at 0.4 M concentration) and calculated (ab initio, STO-3G) electron densities at the N and O (or S) are reported for series of para- and meta-substituted benzamides and thiobenzamides with NMe₂, NH₂, OMe, NHCOMe, F, Cl, Br, I, Me, H, COMe, CO₂Me, CF₃, CN, NO₂, CONH₂ and CSNH₂ substituents. The ¹⁵N shifts are very sensitive to the substituent effects. The dual substituent parameter method shows excellent correlations of ¹⁵N shifts against substituent field and resonance effects, with the sensitivity in the thiobenzamides being double that in the benzamides. In contrast, calculated π-electron densities at the N show the same sensitivity to substituents in both series. The ¹⁵N shifts correlate well with the calculated π-electron densities at the N; however, estimates of the shielding based on local electron densities (described in Pople’s independent electron model) cannot account for the increased sensitivity to the substituent effects observed for ¹⁵N chem. shifts of thiobenzamides. It is suggested that nonlocal shielding from S and O are responsible for the chem. shift trends.

Magnetic Resonance in Chemistry published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Formula: C8H9NOS.

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

Oda, Kazuaki published the artcilePhotochemistry of the nitrogen-thiocarbonyl systems. 30. Intermolecular photoaddition reaction of arenecarbothioamides to 2-methoxy- and 2-(trimethylsiloxy)furans. Facile synthesis of arene-fused aminobenzoates by novel photoinduced benzannulation, Safety of 3-Methoxybenzothioamide, the publication is Chemical & Pharmaceutical Bulletin (1997), 45(4), 584-589, database is CAplus.

Irradiation of arenecarbothioamides, e.g., 3-RC₆H₄C(S)NH₂ (R = H, Me, OMe, cyano, NO₂), with 2-methoxyfuran in benzene solution gave arene-fused aminobenzoates, e.g., I, in moderate yields accompanied by small amounts of arylpyrroles or arylthiophenes. In the case of 2-(trimethylsiloxy)furan, arenecarbothioamides gave arene-fused aminobenzoates in good yields as sole products. It was demonstrated that certain furan derivatives are potentially useful as building blocks in photoinduced benzannulation.

Chemical & Pharmaceutical Bulletin published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Safety of 3-Methoxybenzothioamide.

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

Al-Huniti, Mohammed H. published the artcileDevelopment and Utilization of a Palladium-Catalyzed Dehydration of Primary Amides To Form Nitriles, Quality Control of 2447-79-2, the publication is Organic Letters (2018), 20(19), 6046-6050, database is CAplus and MEDLINE.

A palladium(II) catalyst, in the presence of Selectfluor, enables the efficient and chemoselective transformation of primary amides into nitriles. The amides can be attached to aromatic rings, heteroaromatic rings, or aliphatic side chains, and the reactions tolerate steric bulk and electronic modification. Dehydration of a peptaibol containing three glutamine groups afforded structure-activity relationships for each glutamine residue. Thus, this dehydration can act similarly to an alanine scan for glutamines via synthetic mutation.

Organic Letters published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Quality Control of 2447-79-2.

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

Yasmin, Nasima published the artcileA simple one-pot synthesis of 2-aryl-5-alkyl-substituted oxazoles by Cs₂CO₃-mediated reactions of aromatic primary amides with 2,3-dibromopropene, Category: amides-buliding-blocks, the publication is Synlett (2009), 2825-2827, database is CAplus.

A simple and efficient method for the synthesis of 2-aryl-5-alkyl-substituted oxazoles has been developed. A series of 2,5-disubstituted oxazoles were synthesized in a single step by Cs₂CO₃-mediated reactions of aromatic primary amides with 2,3-dibromopropene.

Synlett published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C16H14O6, Category: amides-buliding-blocks.

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

Dvorak, Thomas published the artcileSynthesis of substituted thieno[2,3-d]isothiazoles as potential plant activators, Quality Control of 360-92-9, the publication is ARKIVOC (Gainesville, FL, United States) (2013), 245-265, database is CAplus.

Thieno[2,3-d]isothiazoles were synthesized as potential plant activators. Based on previously reported thienothiadiazole plant activators, one ring nitrogen was eliminated from the bicyclic motif in order to extend structure activity relationship information. Thieno[2,3-d]isothiazoles bearing different functional groups, e.g., I (R = Me, Ph, H, CF₃), were prepared starting from readily available 3,4-dibromothiophene. Introduction of an oxime and a methylthio group in positions 1 and 2 of the thiophene system set the stage for cyclization, which occurred spontaneously after converting the oxime into the more reactive oxime ester in the presence of methanesulfonyl chloride.

ARKIVOC (Gainesville, FL, United States) published new progress about 360-92-9. 360-92-9 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain,Amide, name is N,N-Diethyl-2,2,2-trifluoroacetamide, and the molecular formula is C6H10F3NO, Quality Control of 360-92-9.

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

Herrero, A. published the artcileDetermination of dichlobenil and its major metabolite (BAM) in onions by PTV-GC-MS using PARAFAC2 and experimental design methodology, Related Products of amides-buliding-blocks, the publication is Chemometrics and Intelligent Laboratory Systems (2014), 92-108, database is CAplus.

The optimization of a GC-MS anal. procedure which includes derivatization, Quick Easy Cheap Effective Rugged and Safe (QuEChERS) and programmed temperature vaporization (PTV) using design of experiments is performed to determine 2,6-dichlorobenzonitrile (dichlobenil) and 2,6-dichlorobenzamide (BAM) in onions, using 3,5-dichlorobenzonitrile and 2,4-dichlorobenzamide as internal standards The use of a central composite design and two D-optimal designs, together with the desirability function, makes it possible to significantly reduce the economic, time and environmental cost of the study. The usefulness of PARAFAC2 for solving problems as the interference of unexpected derivatization artifacts unavoidably linked to some derivatization agents, or the presence of coeluents from the complex matrix, which share m/z ratios with the target compounds, is shown. The limits of decision (CCα) of the optimized procedure, 5.00 μg kg^– 1 for dichlobenil and 1.55 μg kg^– 1 for BAM (α = 0.05), are below the maximum residue limit (MRL) established by the EU for dichlobenil (20 μg kg^– 1) in this commodity.

Chemometrics and Intelligent Laboratory Systems published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Related Products of amides-buliding-blocks.

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

Robson, John H. published the artcileThe infrared spectra of N-substituted trifluoroacetamides, COA of Formula: C6H10F3NO, the publication is Journal of the American Chemical Society (1955), 498-9, database is CAplus.

Et₂NH (14.6 g.) in 100 cc. Et₂O cooled to -10°, treated with 14 cc. (CF₃CO)₂O, and the mixture warmed to room temperature, washed with H₂O, dried, and fractionated gave 11.7 g. CF₃CONEt₂, b₂₄ 65-7°, n_D²⁴ 1.3782. Similarly were prepared the following CF₃CONHR (R, b.p./mm., m.p., and n_D²⁵ given): iso-Pr, 71-2°/20.5, 51.0-2.3° (from hexane), -; Bu, 100-1°/28.5, -, 1.3805; and the amides CF₃CONR₂: iso-Pr, -, 52-2.5°, -; Bu, 106°/16.0, -, 1.3997; iso-Bu, 89.0-9.5°/13.4, -, 1.4017. By conventional methods were prepared the following AcNR₂ (same data given): Et, 179-81°/700, (88.5-91.0°/31.0), -, 1.4333; Pr, 94.5°/12.0, -, 1.4411; Bu, 238°/705, (116.5°/8.0), -, 1.4451. (iso-Bu)₂NH (106 cc.) added to 240 cc. purified Ac₂O, the mixture heated to 110°, and 170 cc. AcOH and excess Ac₂O distilled off yielded 75.3 g. (iso-Bu₂)NAc, b_0.8 102.5-103.0, n_D²⁵ 1.4434; it was reported previously by Chute, et al. (C.A. 42, 4919b), to be a solid, m. 74°, which was probably (iso-Bu)₂NNO₂. HCONHEt₂, b_15.0 69°, n_D²⁵ 1.4296, was prepared by the method of Ott, et al. (C.A. 37, 5014.3). (Me₂CH)₂NH (101 g.) added below 60° to 46.0 g. 98-100% HCO₂H in 200 cc. m-xylene, the mixture refluxed 48 hrs. with the H₂O of reaction removed continuously, and the homogeneous solution fractionated gave 54.0 g. HCON(CHMe)₂, b_23.5 93-3.8°, m. 11.6°, n_D²⁵ 1.4371. Similarly were prepared HCONPr₂, b₇₁₅ 206-7°, n_D²⁵ 1.4384 (could not be crystallized at -70°), and HCONBu₂, b_7.8 101°, n_D²⁰ 1.4400. The infrared absorption maximum of the compounds described are tabulated.

Journal of the American Chemical Society published new progress about 360-92-9. 360-92-9 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain,Amide, name is N,N-Diethyl-2,2,2-trifluoroacetamide, and the molecular formula is C6H10F3NO, COA of Formula: C6H10F3NO.

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

Li, Dan published the artcileSynthesis and herbicidal activity of N-isoindoline-1,3-dione-substituted phenyl-N’-benzoyl ureas, Related Products of amides-buliding-blocks, the publication is Yingyong Huagong (2007), 36(6), 530-533, database is CAplus.

A method for the synthesis of the title compounds [i.e., N-[[[(halo)-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)phenyl]amino]carbonyl]benzamide derivatives] is reported here. In search of safer and more efficiency herbicidal compounds, flumioxazin [i.e., 2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione] was chosen as lead compound and eleven N-isoindoline-1,3-dione-substituted phenyl-N’-benzoyl ureas were designed and synthesized. Their structures were confirmed by IR, NMR, LC/MC and elemental anal. A preliminary bioassay showed that most of these title compounds had better herbicidal activity than the lead compound Several compounds displayed more than 80% inhibition to broad-leaf weeds, such as Abutilon theophrasti, Chenopodium album L., Amaranthus ascendens L. at 75 g/hm².

Yingyong Huagong published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Related Products of amides-buliding-blocks.

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

Rasu, Loorthuraja published the artcileA Fortuitous, Mild Catalytic Carbon-Carbon Bond Hydrogenolysis by a Phosphine-Free Catalyst, Application of N,N-Diethyl-2,2,2-trifluoroacetamide, the publication is Australian Journal of Chemistry (2016), 69(5), 561-564, database is CAplus.

The putative catalyst trans-[Ru((S,S)-skewphos)(H)₂((R,R)-dpen)] (skewphos=2,4-bis(diphenylphosphino)pentane; dpen=1,2-diphenylethylenediamine) transforms the trifluoroacetyl amide 2,2,2-trifluoro-1-(piperidin-1-yl)ethanone under mild conditions (4 atm H₂, room temperature, 4-24h, 1 mol-% Ru, 15 mol-% KOtBu in tetrahydrofuran) to generate the formylated amine 1-formylpiperidine and fluoroform via C-C bond hydrogenolysis. Catalysts are also prepared by reacting cis-[Ru(η³-C₃H₅)(MeCN)₂(COD)]BF₄ (COD=1,5-cyclooctadiene) with diamine ligands in situ. Low-temperature NMR studies provided insight into this reaction.

Australian Journal of Chemistry published new progress about 360-92-9. 360-92-9 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain,Amide, name is N,N-Diethyl-2,2,2-trifluoroacetamide, and the molecular formula is C6H10F3NO, Application of N,N-Diethyl-2,2,2-trifluoroacetamide.

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

Neumann, Wilhelm P. published the artcileSyntheses with the compounds R₃M-Hg-MR₃. Part XVII. N-Silyl and N-germylpyridinyl radicals and their stabilization reactions, Recommanded Product: N,N-Diethylisonicotinamide, the publication is Chemische Berichte (1979), 112(3), 936-49, database is CAplus.

The reactions of pyridines functionally substituted in the 2-, 3-, or 4-position with (Me₃Si)₂Hg (I) or (Me₃Ge)₂Hg are described. With I the initially formed N-silylpyridinyls yield mostly N,ω-bis(silyl) derivatives (e.g., II from N,N-diethyl-4-pyridinecarboxamide) and tetrahydro-4,4′- or -2,2′-bipyridines, depending on mesomeric and steric conditions. Pyridine 2- or 3-acyl derivatives yield O-silylated hydropyridoins (Me₃SiOCRR¹)₂ (R = 2-pyridyl, R¹ = H or Me; R = 3-pyridyl, R¹ = Ph). 2-Cyanopyridine forms a persistent N-silylpyridinyl. N-Germylpyridinyls are formed only for pyridines of low electron d. or in cases involving strong mesomeric stabilization. ESR data are given for most of the radicals.

Chemische Berichte published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Recommanded Product: N,N-Diethylisonicotinamide.

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