Category: 173035-10-4

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

Example 38 50.0g of 1,3-Bis-(2,4,6-trimethylphenyl)imidazolinium chloride was added to a 1000 mL single neck round bottom flask containing a Teflon-coated stirbar. 15.2 g of Lithium tert-butoxide (1.3 mol equivalents of Lithium tert-butoxide to 1,3-Bis-(2,4,6-trimethylphenyl)imidazolinium chloride) was added to the 1000 mL flask. 190 mL of anhydrous Hexanes was added to the 1000 mL flask and the flask was capped with a septum and the headspace was purged with argon for 15 minutes with stirring. This mixture was stirred for 2 hours at room temperature. After 2 hours the septum on the 1000 mL flask was replaced with a 250 mL addition funnel. 250 mL of CHCl3 was added to the addition funnel and the funnel was capped with a septum and purged with argon for 5 minutes. After the 250 mL of CHCl3 was added dropwise to the reaction mixture in the 1000 mL flask an additional 130 mL of CHCl3 was added to the addition funnel and the funnel was capped with a septum and purged with argon for 5 minutes. The additional 130 mL of CHCl3 was added dropwise to the reaction mixture in the 1000 mL flask with stirring. A total of 380 mL of CHCl3 was added dropwise to the 1000 mL flask at room temperature under an atmosphere of argon with stirring. Once the 380 mL of CHCl3 was added to the 1000 1 l flask the additional funnel was removed from the flask and the flask was capped with a septum. The headspace of the flask was purged with argon for 15 minutes. The reaction mixture was stirred for 24 hours under an atmosphere of argon to yield an off-white solution. This off-white solution is cooled to 0 C. and then washed with saturated NH4Cl(aq) (4*200 mL) in a separatory funnel at 22-25 C. The organic layer was then washed with saturated NaCl(aq) (2*200 mL) in a separatory funnel at 22-25 C. The organic layer was then placed in a single neck round bottom flask and the excess chloroform was removed in vacuo to yield the crude product as a powdery off-white solid. The off-white solid was washed with a minimal amount of cold methanol (0 C.) and filtered to give 52.5 g of 1,3-dimesityl-2-(trichloromethyl)imidazolidine (62.1 g theoretical yield) as a white to off-white crystalline powder in 85% yield.

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; Grubbs, Robert H.; Moore, Jason L.; Morgan, John P.; Bell, Andrew; US2003/83445; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

General procedure: [HIPr]2[PdCl4]: 0.45 g (1.0 mmol) of [HIPr]Cl was added to thesolution of 0.14 g (0.48 mmol) PdCl2(cod) in hot CH3CN (5 mL). Themixture was heated for 15 min, until the yellow solution becamered. The solution was cooled to room temperature and solventwas removed under reduced pressure. The product was precip-itated by addition of diethyl ether (2-3 mL). Product yield: 85%;elemental analysis calcd. (%) for PdCl4C54H78N4: C 62.88, H 7.62,N 5.46; found: C 62.37, H 7.46, N 5.40.1H NMR(500 MHz, CD3CN,25C, TMS): = 8.49 (s, 2H, N CH N); 7.57 (t, J(H,H) = 7.8 Hz, 4H,Ar); 7.42 (d, J(H,H) = 7.8 Hz, 8H, Ar); 4.48 (s, 8H, CH2CH2); 3.10(m, J(H,H) = 6.9 Hz, 8H, CH); 1.40 (d, J(H,H) = 6.9 Hz, 24H, CH3); 1.26(d, J(H,H) = 6.9 Hz, 24H, CH3,);13C NMR (125.75 MHz, CD3CN, 25C,TMS): = 160.0 (N CH N); 147.2 (Ar); 131.0 (Ar); 125.5 (Ar); 53.7(CH2CH2); 28.5 (CH); 24.0 (CH3); 23.5 (CH3).

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
Article; Silarska; Trzeciak; Pernak; Skrzypczak; Applied Catalysis A: General; vol. 466; (2013); p. 216 – 223;,
Chiral Catalysts
Chiral catalysts – SlideShare

173035-10-4, 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pd(OAc)2 (0.110 g, 0.50 mmol) and SIMes.HCl (0.170 g, 0.50 mmol) were dissolved in THF (15 mL). The resulting mixture was heated to 55 C along with magnetic stirring for 2 h. After cooling down the mixture to RT, it was purified on silica-gel column. The resulting orange solution was transferred to the Schlenk tube and the solvent was removed under vacuum. The oily residue was dissolved in CH2Cl2 (5 mL) and water (3-10 mL) was added to remove unreacted SIMes.HCl. Organic phase was separated and hexane (5 mL) was slowly added. After 24 h the product was filtered off and dried in vacuum. Yield: 50%. Crystals suitable for X-ray analysis were obtained by slow evaporation of the CH2Cl2/hexane solution. 1H NMR (500 MHz; CDCl3;TMS): delta=6.92 (s, 8H, ArH), 6.77 (s, 8H, NCH2-NCH2), 2.47 (s, 12H, p-ArCH3), 1.94 (s, 24H, oArCH3) 13C NMR (125 MHz; CDCl3; TMS): delta=170.9 (s, N2C), 137.5 (s, NC), 136.1 (s, o-CCH3), 135.7 (s, p-CCH3), 128.8 (s, CH), 122.4 (s, CH2), 21.25 (s, o-CH3), 18.9 (s, p-CH3) elemental analysis calcd (%) C42H52Cl4N4Pd2: C 52.14, H 5.42, N 5.79; found: C 51.15, H 5.09, N 5.30., 173035-10-4

The synthetic route of 173035-10-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Gorna, Marta; Szulmanowicz, Micha? S.; Gniewek, Andrzej; Tylus, W?odzimierz; Trzeciak, Anna M.; Journal of Organometallic Chemistry; vol. 785; (2015); p. 92 – 99;,
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

RuCl2(?CHPh)(PCy3)s (phenylmethylene-bis(tricyclohexylphosphine) ruthenium dichloride, ?catalyst (I)?) (6.00 g, 7.29 mmol, 1.0 eq.), IMesH2.HCl salt prepared above (2 eq.), and potassium t-butoxide (2 eq.) were placed in a Schlenk flask. 60 mL of anhydrous degassed hexanes (Aldrich SureSeal bottle) were added. A vacuum was applied to further degas the reaction mixture, which was then heated to 60 C. for 24 hours. The suspension changed color from purple to orange-brown over the reaction time. After approximately 24 hr, the mixture was cooled to room temperature, and an excess of 1:1 isopropanol:water (180 mL) was added. The mixture was stirred rapidly in air for 30 min., then filtered using a medium porosity frit, and washed with isopropanol-water (3¡Á100 mL) and hexanes (3¡Á100 mL). The solids were dried in in vacuo, and the yield was approximately 75%. 1H NMR (CD2Cl2, 400 MHz) delta 19.16 (s, 1H), 7.37-7.05 (m, 9H), 3.88 (s, 4H), 2.56-0.15 (m, 51H); 31P NMR (CD2Cl2, 161.9 MHz) delta 31.41; HRMS (FAB) C45H65Cl2N2PRu [M+] 848.3306, found 848.3286.

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

Reference£º
Patent; CALIFORNIA INSTITUTE OF TECHNOLOGY; Grubbs, Robert H.; Chatterjee, Arnab K.; Choi, Tae-Lim; Goldberg, Steven D.; Love, Jennifer A.; Morgan, John P.; Sanders, Daniel P.; Scholl, Matthias; Toste, F. Dean; Trnka, Tina M.; (27 pag.)US9403854; (2016); B2;,
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

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

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 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.173035-10-4,1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

A mixtureof 2,4,6-trimethylaniline (11.9 g, 0.088 mol), triethyl orthoformate (7.1 g, 0.048 mol)and acetic acid (0.12 mL) was heated at reflux (?120 ) for 5 h. The mixture wasevaporated until dry under reduced pressure. A mixture of dichloroethane (25 mL)and diisopropylethylamine (8.9 mL, 0.05 mol) was added to the precipitate and afterthat the suspension was stirred at 120 for 5 h in a hermetically sealed Schlenkflask. The formed solution was evaporated to dryness under reduced pressure. Theobtained precipitate was washed with acetone (85 mL) and dried under vacuum at rt.The residue was dissolved in chloroform (300 mL) at 0 C, and then granulatedNaOH (68.0 g, 1.70 mol, with a pellet diameter of ?0.5 mm) was added in one portionto the solution at the same temperature under vigorous stirring. Stirring wascontinued until the temperature reaches 18 C (?40 min), then the reaction wasstirred at this temperature for another 4 h (until the end of the heat release process).The precipitate (NaOH) was filtered off, washed with chloroform (2 ¡Á 40 mL) andhexane (2 ¡Á 40 mL). After the last operation, sodium hydroxide can be used onemore time in the same step. The filtrate was evaporated under reduced pressure.The solid residue was treated with hexane (70 mL) under ultrasonic irradiation for 10min and then held at 4 C for 24 h. The precipitate was filtered off, suspended withmethanol (60 mL), treated by ultrasonic irradiation for 2 min and filtered off. The lastoperation was repeated three more times, after that the white powder was driedunder vacuum at rt to give 14.3 g of the title compound 9 (87% relative to the starting2,4,6-trimethylaniline) with >95% purity (by 1H NMR)., 173035-10-4

173035-10-4 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride 2734917, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Polyanskii, Kirill B.; Alekseeva, Kseniia A.; Raspertov, Pavel V.; Kumandin, Pavel A.; Nikitina, Eugeniya V.; Gurbanov, Atash V.; Zubkov, Fedor I.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 769 – 779;,
Chiral Catalysts
Chiral catalysts – SlideShare

173035-10-4, 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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., 173035-10-4

173035-10-4 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride 2734917, achiral-catalyst compound, is more and more widely used in various fields.

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

173035-10-4, 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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%., 173035-10-4

The synthetic route of 173035-10-4 has been constantly updated, and we look forward to future research findings.

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