Tag: M.W:200-300

Thierry, Thibault; Pfund, Emmanuel; Lequeux, Thierry published the article 《Metal-Free Aminomethylation of Aromatic Sulfones Promoted by Eosin Y》. Keywords: alpha aminoheteroaryl preparation green light irradiation eosin Y catalyst; amines; heterocycles; photocatalysis; photooxidation; redox chemistry; synthetic methods.They researched the compound: 2-Chloro-6-nitrobenzo[d]thiazole( cas:2407-11-6 ).Recommanded Product: 2407-11-6. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:2407-11-6) here.

A metal-free α-aminomethylation of heteroaryls promoted by eosin Y under green light irradiation is reported. A large variety of α-trimethylsilylamines as precursor of α-aminomethyl radical species were engaged to functionalize sulfonyl-heteroaryls following a Homolytic Aromatic Substitution (HAS) pathway. This method has provided a range of α-aminoheteroaryl compounds including a functionalized natural product. The mechanism of this late-stage functionalization of aryls was investigated and suggests the formation of a sulfonyl radical intermediate over a reductive quenching cycle.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Benzothiazole. I. Nitration and bromination of 2-chlorobenzothiazole》. Authors are Colonna, Martino.The article about the compound:2-Chloro-6-nitrobenzo[d]thiazolecas:2407-11-6,SMILESS:O=[N+](C1=CC=C2N=C(Cl)SC2=C1)[O-]).SDS of cas: 2407-11-6. Through the article, more information about this compound (cas:2407-11-6) is conveyed.

According to the hypothesis of Bonino (C.A. 34, 323.6) direct “”cationoid”” substitution (halogenation, nitration, etc.) of benzothiazole (I) should be directed toward the positions of the H atoms statistically pos., i. e., 4 or 6, while “”anionoid”” substitution (e. g., with NaNH2, NH2OH, etc.) should be directed toward the positions of the H atom statistically neg., i. e., 2. In order to test these predictions, 2-chlorobenzothiazole (II) was prepared (cf. Ger. pat. 516,996 (C.A. 25, 3015)) by the action of PCl5 and POCl3 on 2-mercaptobenzothiazole (III). II dissolved in concentrated H2SO4, treated with EtNO3 at 0°, gives a crystalline precipitate of 2-chloro-6-nitrobenzothiazole (IV), m. 192°, which at 140° (under pressure) with alc. NH3 gives 2-amino-6-nitrobenzothiazole (V), yellow, m. 245° (alc.), identical with the compound obtained by treating p-nitro-aniline with NH4CNS (cf. Kauffmann, C.A. 29, 2660.1). IV with Br in CHCl3 gives 2-chloro-6-bromobenzothiazole, white, m. 100-1°, and the same compound is obtained by treating the diazo derivative of IV with Cu2Br2. The structure of I according to Bonino shows the pyridine-like character of the N atom, and the strictly aromatic character of the benzene nucleus; however, in this nucleus the tricentered bond is fixed, while in other nuclei it is of an oscillating type, as in the equilibrium of quinoline: (VI)⇌ (VII).

I hope my short article helps more people learn about this compound(2-Chloro-6-nitrobenzo[d]thiazole)SDS of cas: 2407-11-6. Apart from the compound(2407-11-6), you can read my other articles to know other related compounds.

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Application of 2407-11-6. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Chloro-6-nitrobenzo[d]thiazole, is researched, Molecular C7H3ClN2O2S, CAS is 2407-11-6, about Characterization of the reactivity of luciferin boronate – A probe for inflammatory oxidants with improved stability.

Boronate derivatives of luciferin, containing oxidant-activated self-immolative moieties, recently have been developed for bioluminescent detection of hydrogen peroxide in animal models. Here, the authors report the synthesis and characterization of luciferin boronic acid pinacol ester (LBE) as a probe for detection of hydrogen peroxide, hypochlorous acid, and peroxynitrite, with improved stability and response time. HPLC analyses showed that LBE quickly hydrolyzes in phosphate buffer to luciferin boronic acid (LBA). Hydrogen peroxide oxidizes LBA slowly, with the formation of luciferase substrate, luciferin (Luc-OH), as the only product. Hypochlorite also oxidizes LBA to luciferin, but the subsequent reaction of Luc-OH with hypochlorite gives a chlorinated luciferin Luc-OH-Cl, which has a higher fluorescence quantum yield than luciferin at pH 7.4 and is also a substrate for luciferase (Takakura H, et. all. ChemBioChem 2012; 13:1424). Similar to other boronate probes, LBA is oxidized by peroxynitrite in two pathways. Luc-OH is the product of the major pathway, common for all the oxidants tested, whereas the non-fluorescent nitrated derivative, Luc-NO2, is formed in the minor pathway, specific for peroxynitrite. Formation of luciferin radical intermediate in the minor pathway has been confirmed by EPR spin trapping and mass spectrometric analyses of the spin adducts. LBE shows potential as an improved probe for the detection of inflammatory oxidants in biol. settings. Complementation of the bioluminescence measurements by HPLC or LC-MS-based identification of chlorinated and nitrated luciferin(s) will help identify the oxidants detected.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Robust Light Emission from Cyclic Alkylaminoluciferin Substrates for Firefly Luciferase, published in 2010-10-06, which mentions a compound: 2407-11-6, mainly applied to emission cyclic alkylaminoluciferin substrate firefly luciferase, COA of Formula: C7H3ClN2O2S.

Firefly luciferase utilizes the chem. energy of ATP and oxygen to convert its substrate, D-luciferin, into an excited-state oxyluciferin mol. Relaxation of this mol. to the ground state is responsible for the yellow-green light emission. Synthetic cyclic alkylaminoluciferins that allow robust red-shifted light emission with the modified luciferase Ultra-Glo are described. Overall light emission is higher than that of acyclic alkylaminoluciferins, aminoluciferin, and the native substrate D-luciferin.

I hope my short article helps more people learn about this compound(2-Chloro-6-nitrobenzo[d]thiazole)COA of Formula: C7H3ClN2O2S. Apart from the compound(2407-11-6), you can read my other articles to know other related compounds.

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Reference of 2-Chloro-6-nitrobenzo[d]thiazole. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Chloro-6-nitrobenzo[d]thiazole, is researched, Molecular C7H3ClN2O2S, CAS is 2407-11-6, about A DBU-diheteroaryl halide adduct as the fastest current N-diheteroarylating agent. Author is Verma, Sanjeev K.; Acharya, B. N.; Ghorpade, Ramarao; Pratap, Ajay; Kaushik, M. P..

An unexpected diazabicyclo[5.4.0]undec-7-ene (DBU) catalyzed rate enhancement of N-arylation of amines with diheteroaryl halides was reported. DBU was found to activate the Ar-Cl bond of a diheteroaryl halide, forming a green colored adduct under neat conditions. The activated green colored adduct was used for the arylation of amines under neat conditions and was found to be the fastest diheteroarylating agent reported to date.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Antituberculous compounds. II. 2-(Benzylidenehydrazino)benzothiazoles》. Authors are Katz, Leon.The article about the compound:2-Chloro-6-nitrobenzo[d]thiazolecas:2407-11-6,SMILESS:O=[N+](C1=CC=C2N=C(Cl)SC2=C1)[O-]).Quality Control of 2-Chloro-6-nitrobenzo[d]thiazole. Through the article, more information about this compound (cas:2407-11-6) is conveyed.

cf. C.A. 46, 933g. 2-Chlorobenzothiazole (I) (170 g.) added during 1 hr. to 300 g. gently refluxing 85% N2H4.H2O (5.1 moles), and the slurry refluxed 15 min., cooled, and filtered yielded 150.6 g. 2-hydrazinobenzothiazole (II), m. 197-9° (all m.ps. uncorrected). p-H2NC6H4CHO (0.075 mole) and 30 g. AcOH heated to 100°, 45 g. succinic anhydride added, the mixture held 3.5 hrs. at 95-100°, diluted with 150 cc. AcOH, let cool overnight, filtered, the dried, powd. cake in 300 cc. water containing 50 cc. concentrated NH4OH stirred 1 hr., 20 g. Supercel added, the mixture filtered, the filtrate acidified with 6 N HCl, and the precipitate filtered off and washed with 500 cc. water yielded 12.5 g. p-(succinylamino)benzaldehyde, HO2CCH2CH2CONHC6H4CHO (III), pale yellow cubes from HCONH2, m. 231-2.5°. p-AcNHC6H4CHO (13.5 g.) added to 150 cc. boiling AcOH and 16.9 g. II, and the slurry stirred 10 min., cooled, filtered, and washed with 300 cc. MeOH yielded 19.5 g. white solid (3.4 g. more from the filtrate), m. 291-3° (from AcOH) (also given as 294-6° from HCONH2, compound 4 below). The preceding method was used for compounds 1-7 below. I (101 g.) added dropwise during 30 min. to 800 g. concentrated H2SO4 at 10-17°, 66 g. powd. KNO3 added portionwise during 1 hr. to the solution cooled to 12° (temperature not to exceed 18°), the solution stirred 15 min., warmed to 25° 30 min., and, after the temperature had risen to 40°, poured into 4 l. ice and water, 6 l. water added, and the solid filtered off yielded 122 g. 2-chloro-6-nitrobenzothiazole (IV), m. 190-1° (from EtOH). N2H4.H2O (300 g.), preheated to 80°, added to 2 l. refluxing EtOH containing 57.0 g. IV, and the mixture stirred 15 min., filtered hot, and washed with 500 cc. EtOH yielded 48.2 g. 6-nitro-2-hydrazinobenzothiazole (V), m. 264-6° (decomposition) (from HCONMe2). Compounds 8-14 below were prepared by the following method: p-HOC6H4CHO (15.0 g.) added to 21.0 g. V and 150 cc. dioxane in 500 cc. boiling AcOH, and the solution held 15 min. at 105-7°, cooled to room temperature overnight, filtered, and washed with 250 cc. MeOH yielded 18.1 g. compound 8; the filtrate, diluted to 1.33 l. with water, yielded 4.9 g. more. III (8.8 g.) in 50 cc. boiling water containing 3 cc. concentrated NH4OH added to 350 cc. boiling AcOH containing 11.0 g. V and 10 cc. HCONH2, and the mixture cooled to room temperature, diluted with 300 cc. MeOH, and filtered yielded 14.1 g. compound 13, m. 319-21°. IV (21.0 g.) added portionwise during 1 hr. to 150 cc. EtOH, 10 g. AcOH, 250 cc. water, and 50 g. 100-mesh Fe which had been heated to 80-5° 30 min., the mixture held at 80° 1 hr., 200 cc. EtOH and 10 g. Darco G-60 added, the mixture refluxed 15 min., filtered hot into 250 cc. water, and the filtrate chilled yielded 13.8 g. 6-amino-2-chlorobenzothiazole (VI), m. 155-7°. AcCl (10.8 g.) added dropwise during 20 min. to 18.4 g. VI and 70 cc. pyridine at 10°, and the mixture stirred 30 min. at 0-10°, poured into 800 cc. water, and filtered yielded 21.6 g. 6-Ac derivative (VII), fine white needles from the min. amount of EtOH added to 40 volumes hot water, m. 131-2°. VII (42.5 g.) added quickly to 150 g. boiling N2H4.H2O, the slurry diluted with 125 cc. hot water, boiled 5 min., 150 g. ice added, and the mixture filtered yielded 38.3 g. 6-acetamido-2-hydrazinobenzothiazole (VIII), m. 233-5° (from aqueous MeOH). Compounds 15-20 were prepared by the following method: VIII (3.0 g.) in 100 cc. boiling 25% AcOH treated with 3.0 g. p-HOC6H4CHO, and the mixture stirred 10 min., cooled, and filtered yielded 3.4 g. compound 15, m. 274-7°. VI (10 g.) and 50 g. N2H4.H2O boiled 5 min., cooled to 20°, and filtered yielded 8.6 g. 6-amino-2-hydrazinobenzothiazole, m. 209.5-11° (from iso-PrOH). Pyridine (20 cc.), 1.3 g. VI, and 2.0 g. PhSO2Cl heated to boiling, and the solution cooled and poured into 150 cc. water yielded 2.1 g. 2-chloro-6-(phenylsulfonamido)benzothiazole (IX), m. 176-7.5° (from aqueous EtOH). IX (2.1 g.) and 20 g. N2H4.H2O boiled 5 min., cooled, and neutralized with 6 N H2SO4 yielded 1.7 g. 2-hydrazino-6-(phenylsulfonamido)benzothiazole, pale yellow crystals from PhMe-EtOH, m. 214-16°. For the 2-(benzylidinehydrazino)benzothiazoles (X), the compound number, R, R1, yield (%), m.p. (uncorrected), and recrystallization solvent are: 1, H, OH, 80,253-4.5°, AcOH; 2, H, Ac, 70, 194-5°, iso-PrOH; 3, H, OCH2CO2H, 81, 254-7° dioxane; 4, H, NHAc, 89, 294-6°, HCONH2; 5, H, NMe2, 77, 243-4.5° iso-PrOH; 6, H, NHCOCH2CH2CO2H, 91, 255-7°, AcOH; 7, H, CO2H, 86, 319-20°, HCONH2; 8, NO2, OH, 73, 318-19°, HCONH2; 9, NO2, OMe, 72, 299-300° AcOH; 10, NO2, OCH2CO2H, 68, 280-1.5° HCONH2; 11, NO2, NHAc, 70, 312-13° HCONMe2; 12, NO2, NMe2, 77, 263-5° AcOH; 13, NO2, NHCOCH2CH2CO2H, 81, 326-8°, HCONH2; 14, NO2, CO2H, 69, 331-2° AcOHHCONH2 (3:2); 15, NHAc, OH, 77, 279-81°, 50% aqueous HCONH2; 16, NHAc, OMe, 93, 262-3° HCONH2; 17, NHAc, OCH2CO2H, 84, 296-7° HCONH2; 18, NHAc, NHAc, 89, 292-3°, HCONH2; 19, NHAc, NMe2, 91, 286-7° HCONH2; 20, NHAc, CO2H, 86, 326-7°, AcOH. Compounds 3 and 5 were the most active.

There is still a lot of research devoted to this compound(SMILES：O=[N+](C1=CC=C2N=C(Cl)SC2=C1)[O-])Quality Control of 2-Chloro-6-nitrobenzo[d]thiazole, and with the development of science, more effects of this compound(2407-11-6) can be discovered.

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Lu, Linhua; Yan, Hong; Sun, Peng; Zhu, Yan; Yang, Hailong; Liu, Defu; Rong, Guangwei; Mao, Jincheng published an article about the compound: 2-Chloro-6-nitrobenzo[d]thiazole( cas:2407-11-6,SMILESS:O=[N+](C1=CC=C2N=C(Cl)SC2=C1)[O-] ).Computed Properties of C7H3ClN2O2S. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2407-11-6) through the article.

Sonogashira-type cross-couplings of functionalized heterocyclic halides with terminal alkynes were performed efficiently at room temperature The heteroaryl halides were easily prepared from the corresponding heterocyclic compounds The catalytic system tolerated a very broad scope of substrates; oxazoles, thiazoles, and furans participate in this type of reaction for the first time. This reaction provides an efficient method for the direct functionalization of heterocycles.

There is still a lot of research devoted to this compound(SMILES：O=[N+](C1=CC=C2N=C(Cl)SC2=C1)[O-])Computed Properties of C7H3ClN2O2S, and with the development of science, more effects of this compound(2407-11-6) can be discovered.

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Computed Properties of C13H14BrNO2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Novel synthesis of C-3-(hetero)aryl [1,2,3]triazolo[1,5-a]pyridines using the Stille reaction. Author is Germain, Herve; Harris, Craig S.; Lebraud, Honorine.

Herein, the authors report a novel and high yielding approach for the preparation of the first C3-organometallic substituted [1,2,3]triazolo[1,5-a]pyridine I and its application to the Stille reaction using microwave-assisted organic synthesis.

From this literature《Novel synthesis of C-3-(hetero)aryl [1,2,3]triazolo[1,5-a]pyridines using the Stille reaction》,we know some information about this compound(676448-17-2)Computed Properties of C13H14BrNO2, but this is not all information, there are many literatures related to this compound(676448-17-2).

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Recommanded Product: 676448-17-2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Palladium-Catalyzed Acetylation of Arenes.

A simple method for the preparation of aryl Me ketones is reported. The transformation involves the Pd-catalyzed coupling of an acyl anion equivalent, acetyltrimethylsilane, with aryl bromides to afford the corresponding acetylated arenes in synthetically useful yields. E.g., in presence of Pd(PPh3)4 and CsF, acetylation of bromopyridine derivative (I) with acetyltrimethylsilane gave 73% II. The methodol. is tolerant of heterocycles and provides a new method for arene functionalization.

From this literature《Palladium-Catalyzed Acetylation of Arenes》,we know some information about this compound(676448-17-2)Recommanded Product: 676448-17-2, but this is not all information, there are many literatures related to this compound(676448-17-2).

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

SDS of cas: 676448-17-2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1-Boc-4-Bromoindole, is researched, Molecular C13H14BrNO2, CAS is 676448-17-2, about Chemoselective, Scalable Nickel-Electrocatalytic O-Arylation of Alcohols. Author is Zhang, Hai-Jun; Chen, Longrui; Oderinde, Martins S.; Edwards, Jacob T.; Kawamata, Yu; Baran, Phil S..

Herein a Ni-catalyzed electrochem. driven protocol to afford aryl-alkyl ether bonds through O-arylation of alcs. was depicted. This electrochem. method did not require strong base, exogenous expensive transition metal catalysts (e.g., Ir, Ru), and could easily be scaled up in either a batch or flow setting. Interestingly, e-etherification exhibited an enhanced substrate scope over the mechanistically related photochem. variant as it tolerated tertiary amine functional groups in the alc. nucleophile. with a broad substrate scope in an operationally simple way.

From this literature《Chemoselective, Scalable Nickel-Electrocatalytic O-Arylation of Alcohols》,we know some information about this compound(676448-17-2)SDS of cas: 676448-17-2, but this is not all information, there are many literatures related to this compound(676448-17-2).

Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI