Month: November 2022

Tu, Noah P. published the artcileUltrasound-assisted click chemistry in continuous flow, Application of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is Molecular Diversity (2012), 16(1), 53-58, database is CAplus and MEDLINE.

We present a study on ultrasound-promoted click chem. reactions in a meso-flow reactor synthesis system with a copper reactor and a custom sonication piezoelec. transducer. Copper catalyzed Huisgen 1,3-dipolar cycloadditions were studied in flow with this system. Our results demonstrate that 1,4-disubstituted 1,2,3-triazole products can be generated at low temperatures and with short reaction time in good yield, due to the rate enhancement effect of sonication.

Molecular Diversity published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H13NO2, Application of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Hu, Yueqing published the artcileSynthesis of substituted N-[3-(3-methoxyphenyl)propyl] amides as highly potent MT₂-selective melatonin ligands, Computed Properties of 76283-09-5, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(8), 2582-2585, database is CAplus and MEDLINE.

A series of substituted N-[3-(3-methoxyphenyl)propyl] amides were synthesized and their binding affinities towards human melatonin MT₁ and MT₂ receptors were evaluated. It was discovered that a benzyloxyl substituent incorporated at C6 position of the 3-methoxyphenyl ring dramatically enhanced the MT₂ binding affinity and at the same time decreased MT₁ binding affinity.

Bioorganic & Medicinal Chemistry Letters published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Computed Properties of 76283-09-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Murakami, Yukito published the artcileHydrophobic vitamin B₁₂. XI. Preparation, characterization, and enantioselective alkylation of hydrophobic vitamin B₁₂ bearing a binaphthyl moiety, SDS of cas: 56970-78-6, the publication is Bulletin of the Chemical Society of Japan (1992), 65(11), 3094-102, database is CAplus.

Hydrophobic vitamin B₁₂ derivatives bearing a chiral binaphthyl moiety, hexamethyl 7¹-decarboxy-7¹-[(R)-2′-methoxy-1,1′-binaphthyl-2-carboxymethyl]cobyrinate perchlorate [B₁₂-BINAP(R)] and hexamethyl 7¹-decarboxy-7¹-[(S)-2′-methoxy-1,1′-binaphthyl-2-carboxymethyl]cobyrinate perchlorate [B₁₂-BINAP(S)], were prepared from cyanocobalamin. These complexes were characterized by means of electronic and CD spectroscopy as well as by cyclic voltammetry in comparison with those data for a hydrophobic vitamin B₁₂ without a binaphthyl moiety. The enantioselective alkylation of hydrophobic vitamin B₁₂ derivatives at the β-axial site was examined in methanol with various 3-bromo-2-methylpropionic esters by means of ¹H NMR spectroscopy. B₁₂-BINAP(R), and B₁₂-BINAP(S) bound (S)-2-methylpropionates more favorably than (R)-2-methylpropionates. The cause of such S-enantioselectivity was discussed with attention to stereochem. configurations of the peripheral substituents placed in the corrin ring.

Bulletin of the Chemical Society of Japan published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, SDS of cas: 56970-78-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Murakami, Yukito published the artcileHydrophobic vitamin B₁₂. V. Electrochemical carbon-skeleton rearrangement as catalyzed by hydrophobic vitamin B₁₂. Reaction mechanisms and migratory aptitude of functional groups, SDS of cas: 56970-78-6, the publication is Bulletin of the Chemical Society of Japan (1987), 60(1), 311-24, database is CAplus.

The C-skeleton rearrangements catalyzed by heptamethyl cobyrinate perchlorate (I) were investigated under electrochem. conditions. The controlled-potential electrolysis of 2,2-bis(ethoxycarbonyl)-1-bromopropane, which is considered to be a model substrate for methylmalonyl-CoA mutase, was catalyzed by I in DMF to give 1,2-bis(ethoxycarbonyl)propane as a major product at -1.5 V vs. SCE (standard C electrode)in the presence of acetic acid and at potentials more cathodic than -1.8 V vs. SCE without acetic acid in the dark. The electrochem. C-skeleton rearrangement was postulated to proceed via formation of anionic intermediates. The electrolysis of 1-bromo-2-cyano-2-ethoxycarbonylpropane, 2-acetyl-1-bromo-2-ethoxycarbonylpropane, and 1-bromo-2-[(ethylthio)carbonyl]propane with I also afforded the corresponding skeleton rearrangement products. The results indicated that substrates with 2 electron-withdrawing groups placed on the β-carbon atom with combinations of 1 carboxylic ester and 1 of carboxylic ester, acetyl, or cyano moiety readily gave the corresponding rearrangement products which were derived from individual migration of the substituent groups. Substrates with only 1 of the electron-withdrawing groups, (carboxylic ester, acetyl, or cyano) did not give any rearrangement product, but a substrate with thioester group afforded the corresponding rearrangement product. The migratory aptitude of electron-withdrawing groups decreased in the order: COSR>COR>COOR>CN. Both electronic character and steric bulkiness of the migrating groups are apparently reflected on this tendency, even though relative contributions of these effects are much dependent on the nature of β-substituents.

Bulletin of the Chemical Society of Japan published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, SDS of cas: 56970-78-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Mukai, Chisato published the artcileRh(I)-catalyzed allenic Pauson-Khand reaction: first construction of the bicyclo[6.3.0]undecadienone ring system, Category: bromides-buliding-blocks, the publication is Tetrahedron (2005), 61(46), 10983-10994, database is CAplus.

The Rh(I)-catalyzed Pauson-Khand reaction of allenynes afforded the bicyclo[6.3.0]undecadienones as well as their benzo and furo derivatives E.g., [RhCl(CO)₂]₂ catalyzed the Pauson-Khand reaction of CH₂:C:C(SO₂Ph)CH₂C(CO₂Me)₂(CH₂)₃CCPh to give 43% bicyclo[6.3.0] compound I. In addition, a novel [RhCl(CO)₂]₂-catalyzed [2,3]-sigmatropic rearrangement of the sulfinic ester species of propargyl alcs. was developed. E.g., [RhCl(CO)₂]₂ catalyzed the [2,3]-sigmatropic rearrangement of PhCCCH₂OSOPh to give 63% PhSO₂CPh:C:CH₂.

Tetrahedron published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Song, Bingrui published the artcilePalladium/Copper-Catalyzed Di-α-arylation of Acetic Acid Esters, Name: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), the publication is Advanced Synthesis & Catalysis (2011), 353(10), 1688-1694, database is CAplus.

A bimetallic palladium/copper catalyst system was found to effectively promote the diarylation of alkyl acetates with aryl halides under unprecedentedly mild conditions. The phenanthroline-copper-phosphine catalyst stabilizes the enolate intermediate to the extent that the deprotonation of esters can be achieved even with the mild base potassium phosphate. The palladium tri-tert-butylphosphine co-catalyst mediates the coupling of the resulting copper enolate with a wide variety of aryl halides with selective formation of the corresponding diarylacetic acid esters.

Advanced Synthesis & Catalysis published new progress about 25753-84-8. 25753-84-8 belongs to bromides-buliding-blocks, auxiliary class Copper, name is Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), and the molecular formula is C10H14O, Name: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I).

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wollweber, H. published the artcile1-Phenethyl-2-iminoimidazolidines, a new class of compounds with ganglion-regulating activity, SDS of cas: 1997-80-4, the publication is Med. Chem., Abhandl. Med. Chem. Forschungsstaetten Farbwerke Hoechst A.G. (1963), 248-61, database is CAplus.

To a solution of the Grignard reagent from 225 g. 3-Br-C₆H₄CF₃, 26 g. Mg, and 500 ml. Et₂O was added dropwise a solution of 44 g. ethylene oxide in 200 ml. Et₂O to give after hydrolysis with aqueous NH₄Cl 74.9 g. 3-F₃CC₆H₄CH₂CH₂OH (I), b₁₂ 102-6°. I (38 g.) was saturated at 100° with dry HBr to give 45 g. 3-F₃CC₆H₄CH₂CH₂Br (II), b₁₂ 92-4°. A mixture of 45 g. II and 50 g. (CH₂NH₂)₂ was refluxed overnight, distilled in vacuo, the residue basified, and the oil separated to give 19.4 g. 3-F₃CC₆H₄CH₂CH₂-NHC₂H₄NH₂, b_0.15 96-8°. A mixture of 80 g. PhCH₂CH₂Cl and 160 g. H₂NCH₂CH₂NHCO₂Et was refluxed 8 hrs. to give 62 g. PhCH₂CH₂NHCH₂CH₂NHCO₂Et (III), b_0.05 140°. III (53 g.) in 500 ml. Et₂O was reduced with LiAlH₄ to give 16.1 g. PhCH₂CH₂NHCH₂CH₂NHMe, b₁₂ 84-6°. A mixture of 55 g. PhCH₂CH₂NHCH₂CH₂NH₂ (IV), 47 g. S-methylisothiuronium sulfate, 200 ml. EtOH. and 40 ml. water was refluxed 2 hrs. to give 80 g. 2PhCH₂CH₂NHCH₂CH₂NHC(:NH)NH₂.H₂SO₄ (V), m. 188° (decomposition) (EtOH-AcOEt). V (60 g.) was heated 1.5 hrs. at 150-60, 200 ml. amyl alc. added, and the mixture refluxed 6 hrs. to give 28 g. VI (R¹ = R² = R³ = R⁴ = R⁵ = R⁶ = R⁷ = H, m = n = 1, X = NH) (VII).0.5 H₂SO₄, m. 206.5-7.5°. A solution of 10.6 g. BrCN in 50 ml. benzene was added dropwise at 20-30° to a solution of 18 g. IV in 100 ml. benzene and the mixture stirred 1 hr. to give VII HBr salt, m. 144-6° (AcOEt). PhCH₂CH₂NHCH₂CH₂OH with concentrated HBr at 170° gave PhCH₂CH₂NHCH₂CH₂Br HBr salt, m. 173-5°; this (15.5 g.) in 45 ml. water treated with a solution of 4.05 g. KOCN in 10 ml. water gave an oil which slowly dissolved upon vigorous shaking. After 0.5 hr. the solution was treated with K₂CO₃ and the oil extracted with CH₂Cl₂ to give 8.5 g. X = O analog of VII, b_0.25 122-5°; HCl salt m. 178-9°. Similarly prepared were VI (R¹, R¹, R¹, R¹, R¹, R², R², n, m, m, m.p. HBr salt, and b.p./mm. of diamine corresponding to IV given): H, H, OMe, H, H, H, H, 1, 1, NH, 166-7°, 140°/0.1; H, OMe, H, H, H, H, H, 1, 1, NH, 139°, 124°/0.1; H, (R²R³ =) CH₂O₂, H, H, H, H, 1, 1, NH, 217°, 130°/0.2; H, H, Me, H, H, H, H, 1, 1, NH, 193-5°, 100°/0.2; H, Me, H, H, H, H, H, 1, 1, NH, 148-9°, 116°/0.5; Me, H, H, H, H, H, H, 1, 1, NH, 173-5°, 118°/0.2; H, H, Cl, H, H, H, H, 1, 1, NH, 187°, 112°/0.1; H, Cl, H, H, H, H, H, 1, 1, NH, 138°, 110°/0.05; H, H, H, H, H, H, H, 1, 1, NMe, 180°, 85°/12; H, H, H, H, H, H, Me, 1, 1, NH, 186-7°, 90°/0.1; H, H, H, H, H, Me, H, 1, 1, NH, 111-13°, 80°/0.1; H, OMe, H, H, Me, Me, H, 1, 1, NH, 156°, 125°/0.05; H, H, H, OH, H, H, H, 1, 1, NH, 173°, 164°/0.05; H, H, H, H, H, H, H, 1, 0, NH, 202-3°, 84°/0.2; Cl, H, H, H, H, H, H, 1, 0, NH, 270-3° (decomposition) (1/2H₂SO₄ salt), 102°/0.1. Also prepared were VIII (R¹, R², m.p. HBr salt, and b.p./mm. diamine given): H, H, 153°, 100°/0.1; H, Me, 140°, 125°/12; Me, H, 115-17°, 126°/12. Similarly prepared from α-phenyl-ethylenediamine, b_0.3 84°, was 4-phenyl-2-iminoimidazolidine HBr salt, m. 177°. Toxicity and pharmacol. data are given for all compounds

Med. Chem., Abhandl. Med. Chem. Forschungsstaetten Farbwerke Hoechst A.G. published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C12H9N3O4, SDS of cas: 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Rutjes, Floris P. J. T. published the artcileCyclic 1,2-dinitrogen compounds through N,N’-bis(methoxycarbonyl)hydrazinium intermediates, Product Details of C7H13BrSi, the publication is Tetrahedron Letters (1988), 29(52), 6975-8, database is CAplus.

Acid-catalyzed cyclization of methoxymethyl-substituted acyclic hydrazides provides cyclic hydrazides in moderate to good yields. E.g., MeOCH₂[N(CO₂Me)]₂(CH₂)_nCH:CH₂ (n = 1-3) were treated with TiCl₄ in CH₂Cl₂ to give 32, 80, and 15% cyclic hydrazides I (same n), resp. A mechanism involving bis(methoxycarbonyl)hydrazinium intermediates is presented.

Tetrahedron Letters published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Product Details of C7H13BrSi.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Schroer, Hans P. published the artcileBehavior of some metal halides toward dimethyl glycol ether, Name: Cobalt(II) dibromo(1,2-dimethoxyethane), the publication is Zeitschrift fuer Chemie (1967), 7(6), 238, database is CAplus.

Some metal halides (I), gave adducts with dimethyl glycol ether (II) in the absence of moisture and of air. The adducts prepared were (I, I:II molar ratio in the adduct, and color given): CoBr2, 1:1, blue; CoCl2, 1:1, blue; FeCl3, 1:1, yellow brown; FeCl2, 1:1, white; CdI2, 1:1, colorless; NiBr2, 1:2, orange; CuCl2, 1:0.5, brown; MoCl3, 1:1, red.

Zeitschrift fuer Chemie published new progress about 18346-57-1. 18346-57-1 belongs to bromides-buliding-blocks, auxiliary class Cobalt, name is Cobalt(II) dibromo(1,2-dimethoxyethane), and the molecular formula is C4H10Br2CoO2, Name: Cobalt(II) dibromo(1,2-dimethoxyethane).

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Herberich, G. E. published the artcileDerivatives of 1,2-diborabenzene. II. (1,2-Dibora-3,5-cyclohexadiene)metal complexes. Crystal structure of (C₅Me₅)Rh(C₄H₄B₂Cl₂), Recommanded Product: Cobalt(II) dibromo(1,2-dimethoxyethane), the publication is Journal of Organometallic Chemistry (1988), 355(1-3), 473-84, database is CAplus.

The 1,2-diboratabenzene derivative Li₂[C₄H₄B₂(NMe₂)₂] reacts with various transition metal compounds to form sandwich and triple-decker complexes such as (C₆Me₆)RuL (I), (C₅Me₅)RhL (II), (μ-L)[Rh(COD)]₂ (III, COD = 1,5-cyclooctadiene), NiL₂, Fe(CO)L₂ (IV), and Co₂(CO)₄L₂ (V), where L = 1,2-bis(dimethylamino)-1,2-dibora-3,5-cyclohexadiene in all cases. Barriers to internal rotation around the B-N bond are 48(1), 56(1), and 38(1) kJ/mol for I–III, resp., while IV and V are rigid on the NMR time scale. Nucleophilic substitution reactions at B were examined for the Rh complex II. The Lewis acids BF₃·OEt₂ and BCl₃ bring about substitution to give (C₅Me₅)Rh[C₄H₄B₂F(NMe₂·BF₃)] and (C₅Me₅)Rh(C₄H₄B₂Cl₂) (II), resp. Attempted substitution with Al₂Me₆ and with AlH₃ in THF effected a novel ring contraction to produce the borole complexes (C₅Me₅)Rh(C₄H₄BR) (R = Me, H); similarly, traces of air transform VI into (C₅Me₅)Rh(C₄H₄BCl). The structure of VI, determined by x-ray diffraction confirms the η⁶-bonding mode of the diboracyclohexadiene ligand.

Journal of Organometallic Chemistry published new progress about 18346-57-1. 18346-57-1 belongs to bromides-buliding-blocks, auxiliary class Cobalt, name is Cobalt(II) dibromo(1,2-dimethoxyethane), and the molecular formula is C4H10Br2CoO2, Recommanded Product: Cobalt(II) dibromo(1,2-dimethoxyethane).

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary