Tag: M.W=150-200

Hamada, Yoshiki published the artcileNitrogen-containing heterocyclic compounds. XXI. Syntheses of naphthyridines by improved one step process, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine, the publication is Yakugaku Zasshi (1974), 94(10), 1328-34, database is CAplus and MEDLINE.

Methyl-1,5-naphthyridines and methyl-1,6-naphthyridines were prepared by treating crotonaldehyde, methacrolein, or Me vinyl ketone with 3- and 4-aminopyridines in the presence of sulfo-mix, FeSO4, and H3BO3. 3-Chloro-, 3-bromo-, and 2,4-dimethyl-1,8-naphthyridines were prepared by treating glycerol with 5-chloro-, 5-bromo-, and 4,6-dimethyl-2-aminopyridines in the presence of m-O2NC6H4SO3Na, FeSO4, and H3BO3. The Hays method was also applied to 4-methyl-, 5-methyl-, 6-methyl-, and 4,6-dimethyl-2-aminopyridine, and dimethyland trimethyl-1,8-naphthyridines were obtained in a high yield. Some dimethyl- and trimethyl-1,8-naphthyridines had strong herbicidal activity.

Yakugaku Zasshi published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Staniewicz, Robert J. published the artcilePreparation and investigation of the spectral and electrochemical properties of mixed-ligand ruthenium(II) complexes containing 1,8-naphthyridines, Application In Synthesis of 14903-78-7, the publication is Inorganic Chemistry (1977), 16(9), 2166-71, database is CAplus.

Mixed-ligand complexes of the form Ru(bpy)2L2+ and Ru(phen)2L2+, L = 1,8-naphthyridine (napy), 2,7-dimethyl-1,3-naphthyridine, 2-methyl-1,8-naphthyridine, and pyrido[2,3-b]pyrazine, and bpy is 2,2′-bipyridine and phen is 1,10-phenanetroline were prepared and isolated as their PF6- salts. The formulations were confirmed by elemental and anal. and conductivity measurements while the purity of the compounds was judged by the single maximum observed in the a.c. polarograms. The solution spectra of the mixed-ligand complexes are characterized by a high-intensity (ε ∼104) metal-to-ligand charge-transfer band at ∼450 nm and π → π* intraligand UV transitions. The energies and intensities of these absorptions are compared with previously reported Ru(byp)2X22+ complexes. The reduction potentials (Ru3+/Ru2+) for the napy mixed-ligand complexes were determined using both cyclic voltammetry and a.c. polarog. and the reversibility of the electrochem. couples was established. The E1/2 values do not vary greatly from those observed for the (phen)3- and (bpy)3Ru(II) complexes thus indicating that the stability of the Ru(II) state has not been significantly altered by the replacement of a phen or bpy with a napy type ligand.

Inorganic Chemistry published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C26H41N5O7S, Application In Synthesis of 14903-78-7.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Mukkala, Veli Matti published the artcileNew heteroaromatic complexing agents and luminescence of their europium(III) and terbium(III) chelates, Synthetic Route of 14903-78-7, the publication is Helvetica Chimica Acta (1992), 75(5), 1621-32, database is CAplus.

Twelve heteroaromatic complexing agents were prepared with the purpose to develop suitable labels for time-resolved luminescence-based bioaffinity assays. The relative luminescence yields, excitation maximum, and emission decay constants of their Eu(III) and Tb(III) chelates were determined 2,2′,2”,2”’-[(2,2′-Bipyridine-6,6′-diyl)bis(methylenenitrilo)]tetrakis(acetic acid) and 2,2′,2”,2”’-[(2,2′:6′,2”-terpyridine-6,6”-diyl)bis(methylenenitrilo)]tetrakis(acetic acid) are the most promising agents.

Helvetica Chimica Acta published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Synthetic Route of 14903-78-7.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Zhang, Hong-Tao published the artcileIron-Catalyzed Water Oxidation: O-O Bond Formation via Intramolecular Oxo-Oxo Interaction, Category: naphthyridine, the publication is Angewandte Chemie, International Edition (2021), 60(22), 12467-12474, database is CAplus and MEDLINE.

Herein, we report the importance of structure regulation on the O-O bond formation process in binuclear iron catalysts. Three complexes, [Fe₂(μ-O)(OH₂)₂(TPA)₂]⁴⁺ (1), [Fe₂(μ-O)(OH₂)₂(₆-HPA)]⁴⁺ (2) and [Fe₂(μ-O)(OH₂)₂(BPMAN)]⁴⁺ (3), have been designed as electrocatalysts for water oxidation in 0.1 M NaHCO₃ solution (pH 8.4). We found that 1 and 2 are mol. catalysts and that O-O bond formation proceeds via oxo-oxo coupling rather than by the water nucleophilic attack (WNA) pathway. In contrast, complex 3 displays negligible catalytic activity. DFT calculations suggested that the anti to syn isomerization of the two high-valent Fe=O moieties in these catalysts takes place via the axial rotation of one Fe=O unit around the Fe-O-Fe center. This is followed by the O-O bond formation via an oxo-oxo coupling pathway at the Fe^IVFe^IV state or via oxo-oxyl coupling pathway at the Fe^IVFe^V state. Importantly, the rigid BPMAN ligand in complex 3 limits the anti to syn isomerization and axial rotation of the Fe=O moiety, which accounts for the negligible catalytic activity.

Angewandte Chemie, International Edition published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C17H16O2, Category: naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Majumdar, Moumita published the artcileMapping the Transformation [{Ru^II(CO)₃Cl₂}₂] to [Ru^I₂(CO)₄]²⁺: Implications in Binuclear Water-Gas Shift Chemistry, Name: 2,7-Dimethyl-1,8-naphthyridine, the publication is Chemistry – A European Journal (2010), 16(8), 2574-2585, S2574/1-S2574/12, database is CAplus and MEDLINE.

The complete sequence of reactions in the base-promoted reduction of [{Ru^II(CO)₃Cl₂}₂] to [Ru^I₂(CO)₄]²⁺ has been unraveled. Several μ-OH, μ:κ²-CO₂H-bridged diruthenium(II) complexes have been synthesized; they are the direct results of the nucleophilic activation of metal-coordinated carbonyls by hydroxides. The isolated compounds are [Ru₂(CO)₄(μ:κ²-C,O-CO₂H)₂(μ-OH)(NP^F-Am)₂][PF₆] (1; NP^F-Am=2-amino-5,7-trifluoromethyl-1,8-naphthyridine) and [Ru₂(CO)₄(μ:κ²-C,O-CO₂H)(μ-OH)(NP-Me₂)₂][BF₄]₂ (2), secured by the applications of naphthyridine derivatives In the absence of any capping ligand, a tetranuclear complex [Ru₄(CO)₈(H₂O)₂(μ³-OH)₂(μ:κ²-C,O-CO₂H)₄][CF₃SO₃]₂ (3) is isolated. The bridging hydroxido ligand in 1 is readily replaced by a π-donor chlorido ligand, which results in [Ru₂(CO)₄(μ:κ²-C,O-CO₂H)₂(μ-Cl)(NP-PhOMe)₂][BF₄] (4). The production of [Ru₂(CO)₄]²⁺ has been attributed to the thermally induced decarboxylation of a bis(hydroxycarbonyl)-diruthenium(II) complex to a dihydrido-diruthenium(II) species, followed by dinuclear reductive elimination of mol. hydrogen with the concomitant formation of the Ru^I-Ru^I single bond. This work was originally instituted to find a reliable synthetic protocol for the [Ru₂(CO)₄(CH₃CN)₆]²⁺ precursor. It is herein prescribed that at least four equivalent of base, complete removal of chlorido ligands by Tl^I salts, and heating at reflux in acetonitrile for a period of four hours are the conditions for the optimal conversion. Premature quenching of the reaction resulted in the isolation of a trinuclear Ru^I₂Ru^II complex [{Ru(NP-Am)₂(CO)}{Ru₂(NP-Am)₂(CO)₂(μ-CO)₂}(μ₃:κ³-C,O,O’-CO₂)][BF₄]₂ (6). These unprecedented diruthenium compounds are the dinuclear congeners of the water-gas shift (WGS) intermediates. The possibility of a dinuclear pathway eliminates the inherent contradiction of pH demands in the WGS catalytic cycle in an alk. medium. A cooperative binuclear elimination could be a viable route for hydrogen production in WGS chem.

Chemistry – A European Journal published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Name: 2,7-Dimethyl-1,8-naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Ghatak, Tapas published the artcileA bicarbonate bridged diruthenium(I) complex: Key evidence for the decarboxylation step in the base-assisted reduction of Ru₂Cl₄(CO)₆, Product Details of C10H10N2, the publication is Inorganica Chimica Acta (2011), 372(1), 94-99, database is CAplus.

Base-assisted reduction of [Ru(CO)₃Cl₂]₂ in the presence of NP-Me₂ (2,7-dimethyl-1,8-naphthyridine) in THF provides an unsupported diruthenium(I) complex [Ru₂(CO)₄Cl₂(NP-Me₂)₂] (1). Two NP-Me₂ and four carbonyls bind at equatorial positions and two chlorides occupy sites trans to the Ru-Ru single bond. Reaction of [Ru(CO)₃Cl₂]₂, TlOTf, KOH and NP-Me₂ in MeCN, in a sealed container, affords a bicarbonate bridged diruthenium(I) complex [Ru₂(CO)₂(μ-CO)₂(μ-O₂COH)(NP-Me₂)₂](OTf) (2). The in situ generated CO₂ is the source for bicarbonate under basic reaction medium. Isolation of 2 validates the decarboxylation step in the base-assisted reduction of [Ru^II(CO)₃Cl₂]₂ → [Ru^I₂(CO)₄]²⁺.

Inorganica Chimica Acta published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Product Details of C10H10N2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Liu, Yan published the artcileRigid chelating dicarbene ligands based on naphthyridine-fused bisimidazolium salts, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine, the publication is Chinese Chemical Letters (2022), 33(6), 2993-2996, database is CAplus.

Naphthyridine-fused bisimidazolium salts were designed and synthesized for the first time. The study of the Cu(II) and Pd(II) complexes demonstrated that the deprotonated dicarbene ligands are rigid chelating C,C-ligands with strong electron-donating ability in analogy with the classic phenanthroline N,N-ligands.

Chinese Chemical Letters published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Aikawa, Kohsuke published the artcilePalladium-Catalyzed Negishi Cross-Coupling Reaction of Aryl Halides with (Difluoromethyl)zinc Reagent, Recommanded Product: 1-(Difluoromethyl)naphthalene, the publication is Organic Letters (2016), 18(15), 3690-3693, database is CAplus and MEDLINE.

The palladium-catalyzed Negishi cross-coupling reaction of aryl iodides I [R = CN-4, NO₂-4, CO₂Et-4, Cl-4, (Bu-t)-4, OMe-4, Ph-4, Me₂-3,5, CHOCHCHOCH-2,3, Me₃-2,4,6; X = I] and bromides I [R = NO₂-4, CO₂Et-4, (Bu-t)-4, CN-3; X = Br] with (difluoromethyl)zinc reagent bearing a diamine such as TMEDA is achieved to provide the difluoromethylated aromatic compounds II in good to excellent yields. The advantages of (difluoromethyl)zinc reagent are that (1) the derivatives, which possess different stability and reactivity, can be readily prepared via ligand screening and (2) transmetalation of a difluoromethyl group from the zinc reagent to palladium catalyst efficiently proceeds without an activator.

Organic Letters published new progress about 53731-26-3. 53731-26-3 belongs to naphthyridine, auxiliary class Difluoromethyl,Fluoride,Naphthalene, name is 1-(Difluoromethyl)naphthalene, and the molecular formula is C11H8F2, Recommanded Product: 1-(Difluoromethyl)naphthalene.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Middleton, William J. published the artcileNew fluorinating reagents. Dialkylaminosulfur fluorides, Related Products of naphthyridine, the publication is Journal of Organic Chemistry (1975), 40(5), 574-8, database is CAplus.

Trifluorides R2NSF3 (I; R = Me, Et, Me2CH; or R2N = pyrrolidino) were prepared by the reaction of R2NSiMe3 with SF4 in FCCl3 at -78°; I reacted with R21NSiMe3 to give R2NSF2NR21 (II; R, R1 = Me, Et; or R12 = piperidino). I and II were used to fluorinate alcs., aldehydes, or ketones. E.g., I (R = Et) reacted with Me2CHCH2OH in diglyme at -50 to -78° to give 49% Me2CHCH2F and 21% Me3CF. EtCHO with I (R = Et) in FCCl3 at 25° gave 80% EtCHF2. Among ∼23 other compounds fluorinated were: cyclooctanol, BzH, 1-naphthaldehyde, and menthol.

Journal of Organic Chemistry published new progress about 53731-26-3. 53731-26-3 belongs to naphthyridine, auxiliary class Difluoromethyl,Fluoride,Naphthalene, name is 1-(Difluoromethyl)naphthalene, and the molecular formula is C11H8F2, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Deady, Leslie W. published the artcileA search for lone-pair interactions in forward and reverse Menshutkin reactions of some diaza heterocycles, Application of 2,7-Dimethyl-1,8-naphthyridine, the publication is Australian Journal of Chemistry (1981), 34(1), 163-70, database is CAplus.

The rates of methylation (forward reaction) of phthalazine (I), 1,8-naphthyridine (II), 1,10-phenanthroline (III), and some ring-methylated derivatives are compared with the rates of demethylation of the corresponding N-Me quaternary iodides. In II, and especially in III, an N lone pair in place of a CH group (quinoline and 8-methylquinoline, resp.) aids the forward reaction but does not retard the reverse process. In contrast to III, 2,2′-bipyridine showed behavior typical of α-substituted pyridines. The introduction of a 2-Me group into III had an appreciable rate-enhancing effect on methylation (at N-10), which is interpreted as evidence for lone-pair cooperativity in the forward reaction.

Australian Journal of Chemistry published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Application of 2,7-Dimethyl-1,8-naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem