Analyzing the synthesis route of 1121-22-8

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

[0444] This ligand has been described by Van Stein, G C; Van Loten, G; Vrieze, K, Inorg. Chem 1985, 24 (9), 1367-1375. [0445] 19.36 g of anhydrous magnesium sulphate (161.1 mmoles) and 6.44 ml of rac-trans-1,2-diaminocyclohexane (53.6 mmoles) were successively added to a solution of 10 ml of 2-thienylaldehyde (107.1 mmoles) in 75 ml of absolute ethanol. [0446] The reaction mixture was stirred for 16 hours at ambient temperature (the solution thickened very rapidly), heated for 2 hours under reflux then filtered through a frit. [0447] The isolated solid was washed with dichloromethane. [0448] The total filtrate was concentrated completely under reduced pressure to isolate a brown solid which was re-crystallised from ethanol. [0449] 14.0 g of beige crystals were obtained, corresponding to a yield of 86%. [0450] The characteristics were as follows: [0451] M.Pt: 173-175 C. (EtOH); [0452] 1H NMR/CDCl3: delta 8.27 (s, 2H, H7,14), 7.27 (m, 2H, H, 2), 7.14 (m, 2H, H5,16), 6.96 (m, 2H, H3,4), 3.32 (m, 2H, H8,13), 1.82 (m, 6H, H10,11 and H carried by carbons 9 and 12 located in the position cis (or trans) with respect to the adjacent nitrogen atoms), 1.44 (m, 2H, H carried by carbons 9 and 12 located in the trans (or cis) position with respect to the adjacent nitrogen atoms). [0453] 13C NMR/CDCl3: delta 154.32 (C7 and C14), 142.54 (C6 to C15), 130.09 (C1 and C2), 128.20 (C5 and C16), 127.18 (C3 and C4), 73.38 (C8 and C13), 32.83 (C9 and C12), 24.44 (C10 and C11).

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Cellier, Pascal Philippe; Cristau, Henri-Jean; Spindler, Jean-Francis; Taillefer, Marc; US2003/236413; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Some tips on 1121-22-8

As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

A solution of thiazole-2-carboxaldehyde (2.00 g, 17.7 mmol) in N,N-dimethylformamide (4.0 mL) was swirled as trans-N,N’-1,2-diaminocyclohexane (1.05 mL, 8.74 mmol) was added, which resulted in slight warming. After three days at ambient temperature, yellowish crystals were collected by filtration, rinsed with N,N-dimethylformamide (10 mL, in portions) and water (10 mL, in portions), and dried in vacuo (trans-N,N’-bis(thiazol-2-ylmethylene)-1,2-diaminocyclohexane, 1.91 g). After three days, a second crop of yellowish crystals was likewise collected from the initial filtrate (trans-N,N’-bis(thiazol-2-ylmethylene)-1,2-diaminocyclohexane, 0.33 g, 84.3% total yield). 1H NMR (CDCl3, delta): 8.36 (d, J = 0.8, 2H, imine), 7.81 (d, J = 3.2, 2H, Thz), 7.31 (dd, J = 3.2, 0.8, 2H, Thz), 3.48 (m, 2H, NCH), 1.84 (m, 4H, cyclohexyl), 1.79 (m, 2H, cyclohexyl), 1.47 (m, 2H, cyclohexyl). 13C NMR (CDCl3, delta): 167.1 (Thz 2), 154.7 (Thz 4,5), 143.8 (Thz 4,5), 121.3 (imine), 73.1 (NCH), 32.4 (cyclohexyl), 24.1 (cyclohexyl). Anal. Calc. for C14H16N4S: C, 55.23; H, 5.30; N, 18.40. Found: C, 55.29; H, 5.55; N, 18.37%., 1121-22-8

As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

Reference£º
Article; Bennov, Rachel R.; Berko, David A.; Burgess, Samantha A.; Dimeglio, John L.; Kalman, Steven E.; Ludlum, Jeffrey M.; Nash, Bradley W.; Palomaki, Peter K.B.; Perlow, Daniel B.; Rubin, Jacob A.; Saunders, Janet E.; Scarselletta, Sarah V.; Kastner, Margaret E.; Pike, Robert D.; Sabat, Michal; Keane, Joseph M.; Inorganica Chimica Acta; vol. 438; (2015); p. 64 – 75;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of Phthalazin-1(2H)-one

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

The chiral-catalyst compound, cas is 1121-22-8 name is trans-Cyclohexane-1,2-diamine, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

General procedure: To a mortar were added 3,5-di-tert-butyl-2-hydroxybenzaldehyde (0.468 g, 2 mmol) and trans-cyclohexane-1,2-diamine (0.114 g,0.123 mL, 1 mmol), and these were mixed over 10 min. The product was recrystallized (CH2Cl2/EtOH 1:9) to give 1a as a bright yellow solid; yield: 0.487 g (89%).

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Analyzing the synthesis route of 1121-22-8

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

General procedure: Salen ligands were obtained in the stoichiometric reaction of salicylic aldehyde and trans-1,2-diaminocyclohexane in 96% ethanol solution according to [13c]. Reactions were carried out in 50 ml three-neck round-bottomed flask, equipped with reflux condenser, dropping funnel, magnetic stirrer and heating mantle. The solution of trans-1,2-diaminocyclohexane (0,57 ml, 5 mmol) in EtOH (10 ml) was slowly added to a hot solution of appropriate aldehyde (10 mmol) in EtOH (20 ml). The reaction mixture was heated at reflux for 1.5 h. After cooling to room temperature, the yellow precipitate that formed was filtered off and washed with cold EtOH (5 ml). The ligands were used without further purification. (¡À)-trans-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclo-hexanediamine (H2salcn(2Bu)) (H2salcn(BuOMe)) Anal. Calc. for C36H54N2O2: C, 79.07%; H, 9.95%; N, 5.12%; C/N = 15.44. Found: C, 78.98%; H, 10.25%; N, 5.17%; C/N = 15.27. 1H-NMR (CDCl3): delta = 13.70 (bs, 2H), 8.29 (s, 2H), 7.29 (d, J = 2.40 Hz, 2H), 6.97 (d, J = 2.30 Hz, 2H), 3.31 (m, 2H), 1.94 (m, 2H), 1.87 (m, 2H), 1.73 (m, 2H), 1.47 (m, 2H), 1.40 (s, 18H), 1.23 (s, 18H). Yield: 2.19 g, 80%, mp = 178-181 C.

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Tomczyk; Nowak; Bukowski; Bester; Urbaniak; Andrijewski; Olejniczak; Electrochimica Acta; vol. 121; (2014); p. 64 – 77;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Some tips on 1121-22-8

1121-22-8, As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

Toa solution of trans-1,2-diaminocyclohexane(20.4 mL, 0.170 mol) in N,N-dimethylformamide(82 mL) was added 2-pyridinecarboxaldehyde (35.6 mL, 0.375 mol) with moderateswirling, resulting in moderate warming.After 24 hours, crystals were collected by fitration, rinsed with N,N-dimethylformamide (75 mL) and water(100 mL), and dried in vacuo (trans-N,N?-bis(pyridin-2-ylmethylene)-1,2-diaminocyclohexane, 40.52 g,81.5%, spectra matching those reported).ADDIN EN.CITESchoumacker20031607[1]1607160717Schoumacker,S.Hamelin, O.Pecaut,J.Fontecave,M.CatalyticAsymmetric Sulfoxidation by Chiral Manganese Complexes: Acetylacetonate Anions as ChiralitySwitchesInorg.Chem.Inorg.Chem.8110-8116422003[1] Amixture of trans-N,N?-bis(pyridin-2-ylmethylene)-1,2-diaminocyclohexane (30.13 g,0.1030 mol) and sodium borohydride (12.04 g, 0.3183 mol) in ethanol (95%, 760mL) was stirred vented to an oil bubbler for three days. The mixture was chilled in an ice-water bathfor 1 hour, and hydrochloric acid (12 M, 55 mL) was added in portions, and theresulting solution was confirmed to be acidic.Solvent was removed by rotary evaporation, and the resulting stickysolid was dissolved in water (300 mL) and washed with methylene chloride (3 x175 mL). To the remaining aqueoussolution was added aqueous sodium hydroxide (50% by weight, 30 mL). The resulting mixture was confirmed to bebasic and left at ambient temperature to cool for 30 minutes. It was extracted with methylene chloride (3 x370 mL), and the combined organic extracts were dried for 48 hours overanhydrous sodium sulfate (15 g) and anhydrous potassium carbonate (15 g). Solids were removed by filtration, andsolvent was removed by rotary evaporation.The resulting oil was dried on a Schlenk line and placed in a -20 Cfreezer overnight. Upon warming to roomtemperature, it solidified to a waxy yellow solid (trans-N,N?-bis(pyridin-2-ylmethyl)-1,2-diaminocyclohexane,picchxn, 1, 29.88 g, 97.87%, spectramatching those reported). ADDIN EN.CITESchoumacker20031607[1]1607160717Schoumacker,S.Hamelin, O.Pecaut,J.Fontecave,M.CatalyticAsymmetric Sulfoxidation by Chiral Manganese Complexes: Acetylacetonate Anions as ChiralitySwitchesInorg.Chem.Inorg.Chem.8110-8116422003[1] trans-N,N?-bis(pyridin-2-ylmethyl)-1,2-diaminocyclohexane is typicallythe only product observed in the spectra of isolated material However, it may befurther purified by recrystallization of the tetrahydrochloride salt frommethanol/isopropanol.

1121-22-8, As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

Reference£º
Article; Bennov, Rachel R.; Berko, David A.; Burgess, Samantha A.; Dimeglio, John L.; Kalman, Steven E.; Ludlum, Jeffrey M.; Nash, Bradley W.; Palomaki, Peter K.B.; Perlow, Daniel B.; Rubin, Jacob A.; Saunders, Janet E.; Scarselletta, Sarah V.; Kastner, Margaret E.; Pike, Robert D.; Sabat, Michal; Keane, Joseph M.; Inorganica Chimica Acta; vol. 438; (2015); p. 64 – 75;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Introduction of a new synthetic route about 1121-22-8

With the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

trans-Cyclohexane-1,2-diamine, cas is 1121-22-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,1121-22-8

First, 5.84g of benzyl (manufactured by Tokyo Kasei Kogyo Co., Ltd) was mixed with 3.17g of trans- 1,2-cyclohexanediamine (manufactured by Kanto Kagaku) by using 150 mL of ethanol as a solvent. Then, the mixed solution was refluxed for 3 hours at 500C. After that, the refluxed solution was cooled to be a room temperature. A deposit was obtained by filtering the refluxed solution. After that, 2,3-diphenyl-4a,5,6,7,8,8a-hexahydroquinoxaline was obtained by recrystallizing the deposit with ethanol (light yellow crystal, yield: 96%). Subsequently, 7.66g of 2,3-diphenyl-4a,5,6,7,8,8a-hexahydroquinoxaline, which was obtained in the above step, was mixed with 8.62g of iron chloride (III) by using 80 mL of ethanol as a solvent. Then the mixed solution was gently stirred with heat for 3 hours. After the stirring, a ligand 2,3-diphenyl-5,6,7,8-tetrahydroquinoxaline (abbreviation: DPQtH) was obtained by adding water (milky white powder, tield: 88%).

With the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; WO2006/104177; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Introduction of a new synthetic route about trans-Cyclohexane-1,2-diamine

With the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

trans-Cyclohexane-1,2-diamine, cas is 1121-22-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,1121-22-8

General procedure: A methanolic solution (10mL) of (¡À)-trans-1,2-diaminocyclohexane (dach) (0.23g, 2.0mmol) in a Schlenk tube, was added dropwise to a methanolic solution (20mL) of salicylaldehyde-imidazolium salt H(iPr)sal(Me2Im+-X-) 3a-c (4.0mmol) into a 100mL Schlenk flask under nitrogen atmosphere. The reaction mixture was stirred under N2 at 60C for 3h. Then the solvent was partially removed under reduced pressure, and the yellow products of 4a-c were precipitated by the addition of ethyl acetate and kept in the refrigerator overnight. Solvent was decanted off and the obtained crude product was sonicated for 15min in Et2O (3¡Á25mL). Et2O was also decanted off and the residual solid was washed intensively with MeOH/Et2O mixture (1:2) to remove unreacted materials and then re-dissolved in MeOH. EtOAc was added slowly (?15min) to precipitate the products as pale yellow-dark orange solids which were collected by filtration and dried under vacuum. Samples of the isolated solids were characterized as follows.

With the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Elshaarawy, Reda F.M.; Kheiralla, Zeinab H.; Rushdy, Abeer A.; Janiak, Christoph; Inorganica Chimica Acta; vol. 421; (2014); p. 110 – 122;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Some tips on 1121-22-8

1121-22-8, As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

Into a solution containing 1,12-diisocyanatododecane (5.04 grams, 20 mmol; obtained from Sigma-Aldrich Fine Chemicals) and a 1:1 mixture of hexane and tetrahydrofuran (75 milliliters) stirring at room temperature was added a solution containing triethylene glycol monomethacrylate (4.36 grams, 20 mmol; obtained as CD570 from Sartomer Company Inc., Exton, Pa.) dissolved in a 1:1 mixture of hexane and tetrahydrofuran (25 milliliters), and dibutyltin dilaurate (0.063 grams, 0.1 mmol; obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of 40 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for consumption of the triethylene glycol monomethacrylate reactant. The mixture was cooled to about 15 C. temperature, after which to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.14 grams, 10 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in a 1:1 mixture of hexane and tetrahydrofuran (20 milliliters). The reaction mixture was stirred for 1 hour while warming up to room temperature. FTIR spectroscopic analysis of a reaction sample showed little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Any residual isocyanate reagent was quenched by addition of methanol (5 milliliters), The reaction mixture was then filtered by vacuum filtration to give 10.11 grams of a solid product as a white powder (96 percent yield). The product was believed to be of the formulae 1H-NMR spectroscopic analysis of the solid was performed in DMSO-d6 (300 MHz) at room temperature (25 C.) and indicated the above structure with the following assigned peaks: 1.10-1.80 ppm (multiplet, 24 H integration, 20 protons from -NH-CH2(CH2)10CH2-NH- portion and 4 methylene protons from the cyclohexane ring portion); 1.90 ppm (singlet, 3 H integration, -(CO)C(CH3)CH2); 2.95 ppm (narrow multiplet, 4 H integration, -NH-CH2(CH2)10CH2-NH-); 3.35 ppm (multiplet, 1 H, cyclohexane ring methine proton); 3.55 ppm (narrow multiplet, 8 H integration, -(CH2-O) protons); 4.07 ppm and 4.27 ppm (broad singlets, each 2 H integration, NH(CO)OCH2CH2O- and -OCH2CH2O(CO)-C(CH3)CH2); 5.70 ppm and 5.88 ppm (broad singlet, each 1 H integration, urea NH protons); 5.70 ppm and 6.18 ppm (sharp singlet, each 1 H integration, terminal vinyl protons -(CO)C(CH3)CH2); 7.15 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for: C: 57.80%, H: 8.80%, N: 8.99%. Found for: C: 61.39%, H: 9.28%, N: 7.96%.

1121-22-8, As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Brief introduction of 1121-22-8

1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Paraformaldehyde (0.32 g) was mixed with N,N-dimethylformamide (1.92 g) and heated to 80 C to make a slurry. (¡À)-trans-1,2-Cyclohexanediamine (2) (Aldrich 270016) (0.53 g) was added to the slurry, where upon the mixture turned orange. The mixture was heated for 0.5 h at 80 C, then cooled and left for one week. The mixture was filtered and the crystals washed with ethanol to afford the 1,8,10,17-tetraazapentacyclo[8.8.1.18,17.02,7.011,16]icosane (4) (0.46 g; 71%). The product was recrystalised from a mixture of 1 part petroleum ether, 2 parts hexanes and 1.3 parts ethyl acetate (by volume; total volume 21.5 mL). Insoluble material was removed by filtration and the filtrate left to crystallize to afford off-white prisms (67% recovery), m.p. 210 C., 1121-22-8

1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Hendsbee, Arthur; Vaughan, Keith; Journal of Molecular Structure; vol. 1050; (2013); p. 1 – 4;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Simple exploration of 1121-22-8

1121-22-8, As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 2.6.2 ;(alphaR,3aR,7aR)-rel-2-(1-hydroxyethyl)-3a,4,5,6,7,7a-Hexahydro-1H-benzimidazole (2); In a typical catalytic reaction, 1.1 mmol of glycerol dissolved in6.0 ml of water were introduced in a Schlenk tube equipped withan argon inlet and deaerated by bubbling argon through a needlefor 15 min. After addition of the catalyst (0.011 mmol) and of thecocatalyst (0.11 mmol), the reaction vessel was closed with a serumcap serumcap and the amine (1.1 mmol) was added by a micro-syringe; thenthe vessel was heated under vigorous stirring to the chosen reactiontemperature in a thermostatted oil bath. After the desired reactiontime, the catalytic reaction was stopped by cooling the Schlenk tubeto r.t. and letting air in under stirring..IR (KBr) 3447, 3246, 3175, 1647 cm-1. 1H NMR (500 MHz, CDCl3, 25 C): delta 5.57 (1H, bs, NH), 3.62 (1H, q, J = 6.92 Hz, CHOH), 3.04-2.98 (1H, m, H-7a), 2.54-2.47 (1H, m, H-3a), 1.88 (1H, bs, OH), 1.83-1.65 (4H, m, H-4, H-5, H-6, H-7), 1.40-1.15 (7H, d, J = 6.92 Hz, CH3, m, H-4, H-5, H-6, H-7) ppm. 13C NMR (125.68 MHz, CDCl3, 25 C): delta 173.0 (s, C-2), 58.5 (d, C-7a), 58.3 (d, C-3a), 55.1 (d, CHOH), 31.3 (t, C-7), 30.4 (t, C-4), 24.6 (t, C-6), 23.7 (t, C-5), 18.1 (q, CH3) ppm (

1121-22-8, As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

Reference£º
Article; Crotti, Corrado; Farnetti, Erica; Licen, Sabina; Barbieri, Pierluigi; Pitacco, Giuliana; Journal of Molecular Catalysis A: Chemical; vol. 382; (2014); p. 64 – 70;,
Chiral Catalysts
Chiral catalysts – SlideShare