Tag: M.W=250-300

Das, Somnath published the artcileTeaching Old Compounds New Tricks: DDQ-Photocatalyzed C-H Amination of Arenes with Carbamates, Urea, and N-Heterocycles, Application In Synthesis of 18585-06-3, the publication is Chemistry – A European Journal (2017), 23(72), 18161-18165, database is CAplus and MEDLINE.

The C-H amination of benzene derivatives was achieved using DDQ as photocatalyst and BocNH₂ as the amine source under aerobic conditions and visible light irradiation Electron-deficient and electron-rich benzenes react as substrates with moderate to good product yields. The amine scope of the reaction comprises Boc-amine, carbamates, pyrazoles, sulfonimides and urea. Preliminary mechanistic studies indicate arene oxidation by the triplet of DDQ to radical cations with different electrophilicity and a charge transfer complex between the amine and DDQ as intermediate of the reaction.

Chemistry – A European Journal published new progress about 18585-06-3. 18585-06-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Amine,Benzene,Amide, name is Ethyl (4-chloro-3-(trifluoromethyl)phenyl)carbamate, and the molecular formula is C10H9ClF3NO2, Application In Synthesis of 18585-06-3.

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

Bakkas, S. published the artcileDifference in behavior of the reactive electrophiles diethyl trichloromethylphosphonate and carbon tetrachloride towards triethyl phosphite, Related Products of chlorides-buliding-blocks, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2000), 211-224, database is CAplus.

The reaction of tri-Et phosphite with di-Et trichloromethylphosphonate 2b in the absence of solvents and catalysts yields mainly di-Et (1,1-dichloropropyl)phosphonate and di-Et dichloromethylphosphonate. These main products are accompanied by a variety of byproducts which differ considerably from those obtained in the reaction between tri-Et phosphite and CCl₄. Both reactions would begin by a halophilic substitution of tri-Et phosphite on the pos. halogen. For di-Et trichloromethylphosphonate the formed carbanion would then attack preferentially the C β to P⁺ and the H γ to P⁺ on heterophosphonium cation. In contrast, the less sterically hindered trichloromethyl carbanion formed by the halophilic attack of tri-Et phosphite on CCl₄ would rather attack mainly the pos. P⁺ of this cation. The tetra-Et (dichloromethylene)bisphosphonate previously reported by V. P. Kukhar and E. I. Sagina (1979) to be the main product formed in the thermal reaction between tri-Et phosphite and di-Et trichloromethylphosphonate was not found under the authors’ conditions. Its formation only under photochem. irradiation were observed

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Related Products of chlorides-buliding-blocks.

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

Suslov, Evgenii V. published the artcileNew chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections, Computed Properties of 21286-54-4, the publication is RSC Medicinal Chemistry (2020), 11(10), 1185-1195, database is CAplus and MEDLINE.

Currently, the spectrum of agents against orthopoxviruses, in particular smallpox, is very narrow. Despite the fact that smallpox is well controlled, there is, for many reasons, a real threat of epidemics associated with this or a similar virus. In order to search for new low mol. weight orthopoxvirus inhibitors, a series of amides combining adamantane and monoterpene moieties were synthesized using 1- and 2-adamantanecarboxylic acids as well as myrtenic, citronellic and camphorsulfonic acids as acid components. The produced compounds exhibited high activity against the vaccinia virus (an enveloped virus belonging to the poxvirus family), which was combined with low cytotoxicity. Some compounds had a selectivity index higher than that of the reference drug cidofovir; the highest SI = 1123 was exhibited by 1-adamantanecarboxylic acid amide containing the (-)-10-amino-2-pinene moiety. The produced compounds demonstrated inhibitory activity against other orthopoxviruses: cowpox virus (SI = 30-406) and ectromelia virus (mousepox virus, SI = 39-707).

RSC Medicinal Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C17H29BO2, Computed Properties of 21286-54-4.

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

Perlikowska, Wieslawa published the artcileOne-pot stereoselective synthesis of (Z)-diethyl α-chlorovinylphosphonates, Application of Diethyltrichloromethylphosphonate, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1997), 967-970, database is CAplus.

Di-Et trichloromethylphosphonate, treated with BuLi followed by an aldehyde (or cycloalkenone), was converted to α-chlorovinylphosphonates, e.g. 85% (Z)-PhCH:C(Cl)(PO₃Et₂), via the intermediate formation of a bisphosphonate and a Wadsworth-Emmons olefination. High (Z) stereoselectivity of the reaction is discussed in terms of the conformational preferences of the adducts.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application of Diethyltrichloromethylphosphonate.

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

Gramstad, Thor published the artcileHydrogen bonding. XXIII. Interaction of chloroform with various phosphoryl compounds. Higuchi plot. Solvent effect, Application In Synthesis of 866-23-9, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (1972), 28(7), 1405-13, database is CAplus.

The Higuchi plot has been used to evaluate the Kassocn., ΔH, and ΔS values for the 1:1 association between CHCl3 and 6 phosphoryl compounds ΔH forms a linear relation with the change in NMR chem. shift, Δδx, and with ir frequency shift, ΔvC-D measured with CDCl3. Also a linear relation exists between Taft σ* constant and ΔH. On replacing CCl4 with cyclohexane as solvent, the Kassocn. and ΔH values are increased considerably.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application In Synthesis of 866-23-9.

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

Tzschucke, C. Christoph published the artcileArenes to anilines and aryl ethers by sequential iridium-catalyzed borylation and copper-catalyzed coupling, Recommanded Product: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Organic Letters (2007), 9(5), 761-764, database is CAplus and MEDLINE.

N-Alkyl- and N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes.

Organic Letters published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H15NO2, Recommanded Product: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

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

Mahadevappa, D. S. published the artcileParamagnetic resonance in gamma-irradiated chloramine-T, Quality Control of 7080-50-4, the publication is Journal of the Indian Chemical Society (1971), 48(7), 683-4, database is CAplus.

The ESR spectra of p-MeC6H4SO2NClNa (I) and p-MeC6H4SO2NClNa.3H2O (II) (irradiated by 60Co γ-rays to total doses of 2.74 × 1019 and 2.86 × 1019 eV/g, resp.) at room temperature consist of single absorption lines which are slightly asym. No hyperfine splitting was observed even under maximum resolution. The g1-, g2-, and g3-tensors, resp., are: I 2.006, 2.0036, 2.000; II 2.014, 2.006, 2.000. The odd electron probably moves in a delocalized π orbital. Irradiation of solid I by Cu Kα x-rays and 60Co γ-rays resulted in intense decomposition of the compound; the number of mols. decomposed per 100 eV of radiant energy was ≈300, which indicates the operation of chain factors in the various decomposition steps.

Journal of the Indian Chemical Society published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, Quality Control of 7080-50-4.

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

Konuki, Kaname published the artcileEnantiomeric purity enrichment of (R)-tetrahydrothiophene-3-ol sulfonyl derivatives by crystallization, Synthetic Route of 21286-54-4, the publication is Tetrahedron: Asymmetry (2014), 25(24), 1581-1589, database is CAplus.

(R)-Tetrahydrothiophen-3-yl sulfonates I [R = R¹SO₂; R¹ = 4-MeC₆H₄, Me, i-Pr, Bu, Ph, PhCH₂, 4-MeOC₆H₄, 4-ClC₆H₄, 2,4,6-Me₃C₆H₂, 4-AcNHC₆H₄, 2,5-(MeO)₂C₆H₃, 3,4-(MeO)₂C₆H₃, 1-naphthyl, 2-naphthyl, 5-dimethylamino-1-naphthyl, (+)-10-camphyl, (-)-10-camphyl] were prepared in 68-74% ee from the corresponding nonracemic alc. I (R = H) and sulfonyl chlorides R¹SO₂Cl for recrystallization to increase the enantiomeric purities without using seed crystals. The improvement in enantiopurity on recrystallization depended on the identity of the sulfonate group. I (R = Ph, Me, i-Pr, Bu) did not form crystals under appropriate conditions; in most of the remaining cases, the enantiopurity of the sulfonates isolated from the mother liquor were higher than those of the original sulfonates, while recrystallization of I (R = H, 5-dimethylamino-1-naphthalenesulfonyl) yielded crystals of higher enantiopurities than the starting materials. In particular, crystallization of the diastereomeric camphorsulfonates I [R = (+)-10-camphorsulfonyl, (-)-10-camphorsulfonyl] yielded mother liquors in which the sulfonates were isolated in 100% de and 95% de, resp.

Tetrahedron: Asymmetry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Synthetic Route of 21286-54-4.

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

Fitch, Steven J. published the artcileNuclear magnetic resonance study of the P-C(OH)-P to P-CO-P rearrangement: Tetraethyl-I-hydroxyalkylidenediphosphonates, COA of Formula: C5H10Cl3O3P, the publication is Journal of the American Chemical Society (1962), 1876-9, database is CAplus.

Compounds previously reported (Cade, CA 54, 264e) to have the structure RC(OH)[P(O)(OR’)₂]₂ (I) are found to be isomeric rearrangement products of I, RCH[P(O)(OR’)₂] [OP(O)(OR’)₂] (II). P³¹ and H¹ nuclear magnetic resonance (N.M.R.) spectra, infrared spectra, and chem. evidence support structure II. MeC(O)P(O)(OEt)₂ (30 g.) and 23 g. HP(O)(OEt)₂ (III) treated with a drop of NaOEt soluble produced an exothermic reaction. The product, on cooling overnight at 0°, gave hygroscopic crystals of I (R = Me, R’ = Et)(IV), m. 38.0-8.9°, P³¹ n.m.r. peak (in H₂O) at -20.8 p.p.m. (neg. values downfield from 85% orthophosphoric acid standard). The above reaction mixture held 30 hrs. at 50° and distilled gave mainly II (R = Me, R’ = Et) (V), b₀.₁ 130-6°, P³¹ n.m.r. peaks at -21.1 and + 1.7 p.p.m., previously reported as IV. IV heated 10 min. at 125° with NaOEt gave V. BzP(O)(OEt)₂ (242 g.), 138 g. III, and a trace of NaOEt heated 4 hrs. at 105° and distilled gave 55% II (R = Ph, R’ = Et), b₀.₁ 171-4°, n²⁵_D 1.4776, small mol. P³¹ n.m.r. peaks at -16.2 and +1.4 p.p.m. I (R = Ph, R’ = Et) could not be isolated at the lowest usable reaction temperature V, heated with PCl₅ in CCl₄ and hydrolyzed, gave H₃PO₄ and MeCHClPO₃H₂. IV and HCl gave I (R = Me, R’ = H), m. 155° (decomposition), P³¹ n.m.r. peaks at -23.0 p.p.m. The H¹ n.m.r. spectrum of IV showed 2 triplets in the methyl region (J = 7 and 16 cycles/sec.). A double resonance exp. showed that the smaller triplet arose from P-H coupling and that a downfield multiplet was resolved to a quartet. The Me region of V simplified to overlapping triplets and a small doublet under double resonance. The infrared spectrum of IV showed absorption at 3180 (OH), 1260 (P:O) and 1163 (POEt) cm.^-1 while anhydrous V had no absorption in the OH region.

Journal of the American Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, COA of Formula: C5H10Cl3O3P.

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

Joyeau, Roger published the artcileN-Aryl 3-halogenated azetidin-2-ones and benzocarbacephems, inhibitors of β-lactamases, HPLC of Formula: 18791-02-1, the publication is Journal of Medicinal Chemistry (1988), 31(2), 370-4, database is CAplus and MEDLINE.

N-Aryl-3-haloazetidinones I (R = F, R¹ = H, F, Br; R = Br, R¹ = H, Br) were prepared by amidating BrCH₂CRR¹COCl, ring closure of BrCH₂CRR¹CONHC₆H₃(Me)CO₂CMe₃-2,5, and ester hydrolysis. Their affinities for the TEM-1 β-lactamase were determined and compared with those of the benzocarbacephems II (R² = H, Cl, F), and known β-lactamase inhibitors. I and II behave as competitive inhibitors and not as substrates of the enzyme; neither halogen substitution nor ring strain induces enzymic hydrolysis.

Journal of Medicinal Chemistry published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, HPLC of Formula: 18791-02-1.

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