Tag: M.W:300-400

Name is 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 173035-10-4, its synthesis route is as follows.,173035-10-4

Synthesis of [(SIMes)CuBr]. In an oven-dried vial, copper(I) bromide (0.522 g, 3.63 mmol), SIMes.HCl (0.86 g, 2.52 mmol) and sodium tert-butoxide (0.243 g, 2.52 mmol) were loaded inside a glovebox and stirred in dry THF (18 mL) overnight at room temperature outside of the glovebox. After filtration of the reaction mixture through a plug of Celite, the filtrate was mixed with hexane to form a precipitate. A second filtration afforded 0.808 g (71% yield) of the title complex as an off-white solid.Spectroscopic and analytical data for [(SIMes)CuBr]: 1H NMR (300 MHz, [D6]acetone): delta=7.01 (s, 4H, HAr), 4.16 (s, 4H, NCH2), 2.37 (s, 12H, ArCH3), 2.29 (s, 6H, ArCH3); 13C NMR (75 MHz, CDCl3): delta=202.6 (C, NCN), 138.5 (C, CAr), 135.3 (CH, CAr), 135.0 (C, CAr), 129.7 (CH, CAr), 51.0 (CH2, NCH2), 21.0 (CH3, ArCH3), 18.0 (CH3, ArCH3); Elemental analysis calcd for C21H26BrCuN2 (449.89): C, 56.06; H, 5.83; N, 6.23. Found: C, 55.98; H, 5.64; N, 6.21%.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Reference£º
Patent; Institut Catala d’Investigacio Quimica; Institucio Catalana de Recerca i Estudis Avancats; US2009/69569; (2009); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO349,mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

IMesHCl (0.503 g, 1.47 mmol) was loaded into an oven-dried 100 mL Schlenk flask and placed under a nitrogen atmosphere. Dry degassed THF (50mL) was added to the flask via cannula and a white slurry formed. The slurry was chilled to -78C in a dry ice/acetone bath and 1.OOmL of 1.6M nBuLi in hexane (1.6mmol) was added drop-wise. This reaction mixture was stirred for 30 minutes in the cold bath followed by 2 hours out of the bath to generate free carbene. The flask was then cooled a second time to -78C followed by addition of freshly distilled TMEDA (0.97 mL; 6.47 mmol) and 1.00 mL of 1.6 M nBuLi. The reaction mixture was stirred for 2 hours at -78C followed by addition of Mes2BF (0.473 g, 1.76 mmol). The reaction mixture was stirred for 3 hours while at -78C before warming to room temperature and stirring overnight. The resulting mixture was quenched with water and extracted with diethyl ether. An organic extract was dried over MgS04 followed by removal of volatiles in vaccuo. A resulting solid was dissolved in a minimum of diethyl ether and was precipitated by addition of hexane. The solid was collected by vacuum filtration and 0.723 g (89%) of the chelate product SMI was collected. X-ray quality crystals were grown using a saturated solution of THF layered with hexanes. 1H NMR (C6D6): delta = 1.67 (s, 3H, ArCH3), 1.68 (s, 3H, ArCH3), 1.85 (s, 3Eta, ArCH3), 2.04 (s, 3Eta, ArCH3), 2.07 (s, 3Eta, ArCH3), 2.08 (s, 3Eta, ArCH , 2.08 (s, 3Eta, ArCH3), 2.13 (s, 3Eta, ArCH3), 2.17 (s, 3Eta, ArCH3), 2.46 (s, 3Eta, ArCH3), 2.84 (d, 1Eta, 3JHH = 12.0 Hz, B-CH2), 2.88 (s, 3Eta, ArCH3), 3.06 (d, 1Eta, 3JHH = 12.0 Hz, B-CH2), 5.78 (d, 1H, 3JHH = 4.0 Hz, Imidazole-CH), 5.97 (s, 1H, ArH), 6.18 (s, 1Eta, ArH), 6.48 (s, 1Eta, ArH), 6.52 (s, 1Eta, ArH), 6.52 (s, 1Eta, ArH), 6.62 (d, 1 Eta, 3JHH = 4.0 Hz, Imidazole-CH), 6.72 (s, 1Eta, ArH), 6.73 (s, 1Eta, ArH), 6.73 (s, 1Eta, ArH). nB NMR (C6D6): delta = -1 1.2. 13C {} NMR (C6D6): delta = 19.1 (ArCH3), 19.1 (ArCH3), 20.0 (Ar H3), 20.8 (Ar H3), 20.8 (Ar H3), 21.0 (ArCH3), 21.0 (ArCH3), 24.0 (ArCH3), 24.9 (ArCH3), 27.7 (ArCH3), 27.9 (Ar H3), 33.5 (located by HSQC, B- H2), 120.0 (Imidazole-CH), 121.3 (Imidazole-CH), 125.3 (ArQ, 125.7 (ArQ, 6 ArCH located under the solvent signal via HSQC , 129.0 (ArCH), 130.3 (ArQ, 130.8 (ArCH), 131.5 (ArQ, 131.9 (ArQ, 133.0 (ArQ, 133.1 (ArQ, 134.4 (ArQ, 135.9 (ArQ, 137.0 (ArQ, 138.3 (ArQ, 138.7 (ArQ, 141.3 (ArQ, 141.9 (ArQ, 143.1 (ArQ, 145.4 (ArQ, 207.4 (N-C-N). Anal. Calcd. for C39H45N2B: C, 84.77; H, 8.21 ; N, 5.07.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride,belong chiral-catalyst compound

Reference£º
Patent; LU, Jiasheng; WANG, Suning; KO, Soo-Bying; MCDONALD, Sean, Michael; YANG, Dengtao; WO2014/153648; (2014); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 1,3-Dimesityl-1H-imidazol-3-ium chloride, and cas is 141556-45-8, its synthesis route is as follows.,141556-45-8

General procedure: A mixture of pyrazine ligand 1 or 2 (1mmol), Li2PdCl4 (1mmol) and NaOAc (1mmol) in 20mL of dry methanol was stirred for 24hat rt. The yellow solids (yield: 92%) were collected by filtration and washed several times with methanol, which can be assigned to be palladacyclic dimers. Then, a Schlenk tube was charged with the above chloride-bridged palladacyclic dimers (0.5mmol), the corresponding imidazolium salt (1.25mmol) and tBuOK (2.5mmol) under nitrogen. Dry THF was added by a cannula and stirred at room temperature for 3h. The product was separated by passing through a short silica gel column with CH2Cl2 as eluent, the third band was collected and afforded the corresponding carbene adducts 3-10 as yellow solids. The characterization data for 3: Yield: 78%.

With the complex challenges of chemical substances, we look forward to future research findings about 141556-45-8,belong chiral-catalyst compound

Reference£º
Short Survey; Xu, Chen; Wang, Zhi-Qiang; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Hao, Xin-Qi; Song, Mao-Ping; Journal of Organometallic Chemistry; vol. 777; (2015); p. 1 – 5;,
Chiral Catalysts
Chiral catalysts – SlideShare

1,3-Dimesityl-1H-imidazol-3-ium chloride, cas is 141556-45-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,141556-45-8

General procedure: Under a N2 atmosphere, a mixture of imidazolium salts 1(0.225 mmol), PdCl2 (0.15 mmol), K2CO3 (0.45 mmol) and picolinicacid 2 (0.15 mmol) was stirred in anhydrous THF (2.0 mL) underreux for 12 h. Then the solvent was removed under reducedpressure, and the residue was puried by ash column chroma-tography (SiO2) to give complexes 3 as yellow solids.

With the rapid development of chemical substances, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride

Reference£º
Article; Zhang, Zhi-Mao; Gao, Yu-Jue; Lu, Jian-Mei; Tetrahedron; vol. 73; 52; (2017); p. 7308 – 7314;,
Chiral Catalysts
Chiral catalysts – SlideShare

1,3-Dimesityl-1H-imidazol-3-ium chloride, cas is 141556-45-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,141556-45-8

In analogy to S. P. Nolan, Organometallics 1999, 18, 5416-5419, a suspension of 1.55 g (4.33 mmol) of 1,3-bis(2,4,6-trimethylphenyl)-imidazolium chloride (commercially available from Strem Chemicals Inc., D-77672 Kehl) and 2.70 ml (4.59 mmol) of potassium tert.-pentylate (1.7 M in toluene) was suspended in 20 ml hexane and heated at 50 C. for 10 min. 2.00 g (2.17 mmol) of [RuCl2(Pcy3)2(3-phenyl-indenylidene)] was added and the resulting red suspension stirred at 50 C. for 15 h. The reaction mixture was allowed to cool to r.t., the formed brown crystals were filtered off and washed with 40 ml pentane. The crystals were dissolved in 30 ml dichloromethane. 30 ml water was added and the organic layer was separated and dried over Na2SO4. The orange solution was evaporated to dryness and the isolated red crystals washed with 30 ml pentane and dried under vacuum to yield 2.05 g (81% yield) of the title compound. MS: 946.3 (M+). 31P-NMR (121 MHz, C6D6): 27.4 ppm. 1H-NMR (300 MHz, C6D6): 1.00-1.40 (m, 18H); 1.47-1.68 (m, 6H); 1.70-1.84 (m, 3H); 1.80 (s, 3H); 1.85-1.95 (m, 3H); 2.04 (s, 3H); 2.20 (s, 3H); 2.24 (s, 3H); 2.45-2.60 (m, 3H); 2.65 (s, 3H); 2.67 (s, 3H); 6.03 (s, 1H); 6.16 (s, 2H); 6.47 (s, 1H); 6.95 (s, 2H); 7.10-7.37 (m, 6H); 7.85 (s, 1H); 7.87-7.93 (m, 2H); 9.12 (d, 1H, J=6.8 Hz). Anal. calcd. for C54H67N2Cl2PRu: C, 68.48; H, 7.13; N, 2.96; Cl, 7.49. Found: C, 68.71; H, 7.11; N, 3.77; Cl, 7.37.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride,belong chiral-catalyst compound

Reference£º
Patent; Puentener, Kurt; Scalone, Michelangelo; US2006/241156; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 173035-10-4, its synthesis route is as follows.,173035-10-4

A suspension of 6.52 g (17.55 mmol) of l,3-bis(2,4,6-trimethylphenyl)-imidazolidinium chloride (commercially available from Umicore AG, D-63457 Hanau- Wolfgang) and 11.40 ml (19.38 mmol) of potassium tert-.pentylate (1.7 M in toluene) in 400 ml of hexane was stirred for 10 min at 500C. After the reaction mixture was evaporated to dryness, the white residue was re- dissolved in 400 ml of hexane and the formed suspension was transferred to a suspension of 4.00 g (5.85 mmol) of [RuCl2(=CH(o-OCH(Me)CO-N-Pyrrolidine)Ph)(PCy3)] in 400 ml of hexane. The resulting reaction mixture was stirred for 23 h at 500C. The formed green suspension was filtered, the filter cake was washed with 60 ml of hexane and dissolved in 50 ml of dichloromethane. 140 ml of water was added, the organic layer was separated, dried over Na2SO4 and evaporated to dryness. The crude product was washed twice with 70 ml of ethyl acetate / pentane 1 :5 and successively with 50 ml of pentane and dried under vacuum at room temperature to yield 2.75 g (66% yield) of the title compound as a green powder.MS: 709.2 (M+). Anal, calcd. for C35H43Cl2N3O2Ru ? 0.9 CH2Cl2: C, 54.80; H, 5.74; N, 5.34, Cl 17.10. Found: C, 54.77; H, 5.76; N, 5.30, Cl 16.30.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/124853; (2009); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO418,mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

General procedure: To a solution of the dimeric Ni(II)-complex in THF (20 mL) wasadded the respective imidazolium chloride (2 equiv.) and KOtBu(2.3 equiv.) or NaHMDS (2.3 equiv.). The reaction mixture washeated to 60 C for 2 h and then left at room temperature overnight.The solvent was removed under reduced pressure and the residuewas extracted into CH2Cl2. This CH2Cl2 solutionwas passed througha short column of alumina. The eluting orange-brown solution wassubsequently evaporated to dryness. Diffusion of cyclohexane intoa THF solution afforded orange-brown crystals after several days.Samples for elemental analysis were further recrystallised fromMeOH.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride,belong chiral-catalyst compound

Reference£º
Article; Clauberg, Maximilian H.; Schmidt, Darya; Rust, Joerg; Lehmann, Christian W.; Arefyeva, Natalia; Wickleder, Mathias; Mohr, Fabian; Journal of Organometallic Chemistry; vol. 881; (2019); p. 45 – 50;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride, and cas is 173035-10-4, its synthesis route is as follows.,173035-10-4

Complex 1e was synthesized similarly as reported for the(5-C5Me5) complex by Ritleng et al. [4e]. A hexane solution ofn-BuLi (2.5 mL, 5.1 mmol) was added to a THF (5 mL) solution of1,3-bis(1,1-dimethylbut-3-enyl)cyclopentadiene (4.83 mmol). Theresulting mixture was stirred for 2 h at ambient temperature. Thissolution was added to a solution of [Ni(acac)2] (1.199 g, 4.67 mmol)in THF (10 mL) at -78C. The color changed immediately fromgreen to red and a suspension of 1,3-dimesitylimidazolinium chlo-ride [12] (1.693 g, 4.96 mmol) in THF (10 mL) was quickly added atthis temperature. The reaction mixture was allowed to warm up to ambient temperature and stirred for a further 2 h. The volatileswere removed under reduced pressure. The solid residue wasextracted with hexane (20 mL) and filtered through Celite. Com-plex 1e was isolated by crystallization as a red, microcrystallinesolid. Yield: 2.40 g (3.82 mmol, 79%).1H NMR (CDCl3, 400 MHz) (ppm) = 7.04 (s, 4H, Ar), 5.51-5.62 (m, 2H, CH ), 4.88-4.90 (m,4H, CH2), 4.14 (s, 1H, C5H3), 3.82 (s, 4H, NCH2), 3.62 (s, 2H,C5H3), 2.37 (s, 12H, o-CH3), 2.35 (s, 6H, p-CH3), 2.01 (m, 2H, CH2),1.84 (m, 2H, CH2), 0.85 (s, 6H, CH3), 0.71 (s, 6H, CH3).13C{1H}NMR (CDCl3, 101 MHz) (ppm) = 204.0 (NCN), 138.3 ( CH ) 137.8,137.2, 136.4, 132.1, 129.9 (Ar and C5H3), 116.1 ( CH2), 91.2 (C5H3),76.5 (C5H3), 51.25 (NCH2), 49.00 (CH2), 33.40 (C(CH3)2), 28.84,26.39 (CH3), 21.02, 18.80 (o- and p-CH3). MS (EI, 70 eV) m/z (rel.int.%) (58Ni) 628 (M+, 10), 516 (M+-C8H16, 26), 361 (M+-C20H27,100). HRMS (EI) for C38H51N235Cl58Ni: calc. 628.30942, found628.30983. C38H51N2ClNi Calc. (%) C 72.45, H 8.15, N 4.44, foundC 72.41, H 8.08, N 4.38. Crystals suitable for X-ray measurementwere grown from a concentrated solution in n-heptane/THF at 4C.

With the complex challenges of chemical substances, we look forward to future research findings about 173035-10-4,belong chiral-catalyst compound

Reference£º
Article; Buchowicz, W?odzimierz; Conder, Joanna; Hryciuk, Dymitr; Zachara, Janusz; Journal of Molecular Catalysis A: Chemical; vol. 381; (2014); p. 16 – 20;,
Chiral Catalysts
Chiral catalysts – SlideShare

141556-45-8, 1,3-Dimesityl-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

IMesHCl (0.503 g, 1.47 mmol) was loaded into an oven-dried 100 mL Schlenk flask and placed under a nitrogen atmosphere. Dry degassed THF (50mL) was added to the flask via cannula and a white slurry formed. The slurry was chilled to -78C in a dry ice/acetone bath and 1.OOmL of 1.6M nBuLi in hexane (1.6mmol) was added drop-wise. This reaction mixture was stirred for 30 minutes in the cold bath followed by 2 hours out of the bath to generate free carbene. The flask was then cooled a second time to -78C followed by addition of freshly distilled TMEDA (0.97 mL; 6.47 mmol) and 1.00 mL of 1.6 M nBuLi. The reaction mixture was stirred for 2 hours at -78C followed by addition of Mes2BF (0.473 g, 1.76 mmol). The reaction mixture was stirred for 3 hours while at -78C before warming to room temperature and stirring overnight. The resulting mixture was quenched with water and extracted with diethyl ether. An organic extract was dried over MgS04 followed by removal of volatiles in vaccuo. A resulting solid was dissolved in a minimum of diethyl ether and was precipitated by addition of hexane. The solid was collected by vacuum filtration and 0.723 g (89%) of the chelate product SMI was collected. X-ray quality crystals were grown using a saturated solution of THF layered with hexanes. 1H NMR (C6D6): delta = 1.67 (s, 3H, ArCH3), 1.68 (s, 3H, ArCH3), 1.85 (s, 3Eta, ArCH3), 2.04 (s, 3Eta, ArCH3), 2.07 (s, 3Eta, ArCH3), 2.08 (s, 3Eta, ArCH , 2.08 (s, 3Eta, ArCH3), 2.13 (s, 3Eta, ArCH3), 2.17 (s, 3Eta, ArCH3), 2.46 (s, 3Eta, ArCH3), 2.84 (d, 1Eta, 3JHH = 12.0 Hz, B-CH2), 2.88 (s, 3Eta, ArCH3), 3.06 (d, 1Eta, 3JHH = 12.0 Hz, B-CH2), 5.78 (d, 1H, 3JHH = 4.0 Hz, Imidazole-CH), 5.97 (s, 1H, ArH), 6.18 (s, 1Eta, ArH), 6.48 (s, 1Eta, ArH), 6.52 (s, 1Eta, ArH), 6.52 (s, 1Eta, ArH), 6.62 (d, 1 Eta, 3JHH = 4.0 Hz, Imidazole-CH), 6.72 (s, 1Eta, ArH), 6.73 (s, 1Eta, ArH), 6.73 (s, 1Eta, ArH). nB NMR (C6D6): delta = -1 1.2. 13C {} NMR (C6D6): delta = 19.1 (ArCH3), 19.1 (ArCH3), 20.0 (Ar H3), 20.8 (Ar H3), 20.8 (Ar H3), 21.0 (ArCH3), 21.0 (ArCH3), 24.0 (ArCH3), 24.9 (ArCH3), 27.7 (ArCH3), 27.9 (Ar H3), 33.5 (located by HSQC, B- H2), 120.0 (Imidazole-CH), 121.3 (Imidazole-CH), 125.3 (ArQ, 125.7 (ArQ, 6 ArCH located under the solvent signal via HSQC , 129.0 (ArCH), 130.3 (ArQ, 130.8 (ArCH), 131.5 (ArQ, 131.9 (ArQ, 133.0 (ArQ, 133.1 (ArQ, 134.4 (ArQ, 135.9 (ArQ, 137.0 (ArQ, 138.3 (ArQ, 138.7 (ArQ, 141.3 (ArQ, 141.9 (ArQ, 143.1 (ArQ, 145.4 (ArQ, 207.4 (N-C-N). Anal. Calcd. for C39H45N2B: C, 84.77; H, 8.21 ; N, 5.07., 141556-45-8

The synthetic route of 141556-45-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LU, Jiasheng; WANG, Suning; KO, Soo-Bying; MCDONALD, Sean, Michael; YANG, Dengtao; WO2014/153648; (2014); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

1,3-Dimesityl-1H-imidazol-3-ium chloride, cas is 141556-45-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,141556-45-8

Synthesis of [(IMes)CuCl]. This synthesis is as reported in the literature; see S. Okamoto et al., J. Organomet. Chem. 2005, 690, 6001-6007. Tetrahydrofuran (7 mL) was added to a mixture of 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride (IMes-HCl, 1 mmol), CuCl (0.9 mmol), and sodium tert-butoxide (1 mmol). The suspension was stirred for 6 hours at room temperature, and then filtered through a pad of Celite. The filtrate was dried under vacuum. 1H NMR (500 MHz, CDCl3) delta=7.06 (s, 2H), 7.00 (s, 4H), 2.34 (s, 6H), 2.30 (d, 12H); 13C NMR (125 MHz, CDCl3) delta=178.7, 139.2, 134.9, 134.4, 129.3, 122.2, 21.1, 17.6; IR (KBr) 2914, 1485, 1400, 1234, 1076, 932, 862, 702 cm-1; Elemental analysis calcd for C21H24CuClN2: C, 62.52; H, 6.00; N, 6.94. Found: C, 62.33; H, 6.16; N, 6.86%.

141556-45-8 is used more and more widely, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride

Reference£º
Patent; Institut Catala d’Investigacio Quimica; Institucio Catalana de Recerca i Estudis Avancats; US2009/69569; (2009); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare