Tag: M.W:100-200

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(salicylidene)-1,2-cyclohexanediamine (H2salcn) Anal. Calc. for C20H22N2O2: C, 74.51%; H, 6.88%; N, 8.69%; C/N = 8.57. Found: C, 74.59%; H, 7.07%; N, 8.73%; C/N = 8.54. 1H-NMR (CDCl3): delta = 13.29 (bs, 2H), 8.25 (s, 2H), 7.25 (m, 2H), 7.13 (m, 2H), 6.88 (d, J = 8.25 Hz, 2H), 6.78 (t, J = 7.5 Hz, 2H), 3.31 (m, 2H), 1.88 (m, 4H), 1.73 (m, 2H), 1.47 (m, 2H). 1H-NMR (CD2Cl2): delta = 13.21 (bs, 2H), 8.28 (s, 2H), 7.22 (m, 2H), 7.18 (m, 2H), 6.82 (m, 2H), 6.78 (m, 2H), 3.33 (m, 2H), 1.94 (m, 2H), 1.86 (m, 2H), 1.71 (m, 2H), 1.48 (m, 2H). F. Wt. calc./found: 322.4/ESI-MS: m/z 323.3 ([M + 1]+, 100). Yield: 1.47 g, 91%, mp = 120-122 C., 1121-22-8

The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

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

With the rapid development of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Article; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
Chiral Catalysts
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It is a common heterocyclic compound, the chiral-catalyst compound, D-Phenylalanine, cas is 673-06-3 its synthesis route is as follows.

EXAMPLE A (R)-2-Bromo-3-phenylpropanoic Acid Sodium nitrite (27 g in water) is added at 0C to a solution of D-phenylalanine (40 g) in a mixture of 48% hydrobromic acid/water (1:1 by volume). The mixture is stirred for 30 minutes at 0C and then for 2 hours 30 minutes at a temperature close to 20C. The reaction mixture is extracted with ether. The organic extracts are washed with water and then with a saturated sodium chloride solution and then dried over sodium sulphate. After filtration and concentration to dryness, the obtained residue is purified by distillation. (R)-2-Bromo-3-phenylpropanoic acid (33 g) is obtained which has the following characteristics: B.p.1 kPa= 154C; Rf= 0.47 (methylene chloride/methanol). The yield is 60%.

673-06-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,673-06-3 ,D-Phenylalanine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; INSTITUT NATIONAL DE LA SANTE ET DE LA, RECHERCHE MEDICALE (INSERM); EP524553; (1993); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

673-06-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. D-Phenylalanine, cas is 673-06-3,the chiral-catalyst compound, it is a common compound, a new synthetic route is introduced below.

To a solution of d-Phe 9 (1.7 g, 10.3 mmol) and Boc2O(3.5 mL, 15.4 mmol)in a mixture THF and H2O (1:1, 50 mL) was added NaOH (0.6 g, 15.4 mmol) at room temperature.After stirring overnight, the reaction mixture was quenched with 1N HCl and extracted with EtOAc.The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo.To a solution of above crude Boc-d-Phe-OH 14 (10.3 mmol) in dry THF (20 mL) was added NaH (60%dispersion in mineral oil, 2.1 g, 51.5 mmol) at room temperature. After stirring for 1 h, iodomethane(3.2 mL, 51.5 mmol) was added to the reaction mixture. The reaction mixture was stirred for 12 h,quenched with 1N HCl, and extracted with EtOAc. The combined organic layer was washed withbrine, dried over MgSO4, and concentrated in vacuo. The residue was used in the next step withoutfurther purification. To a solution of crude acid 15 (10.3 mmol) in dry DMF (20 mL) were addediodomethane (1.3 mL, 20.6 mmol) and K2CO3 (2.8 g, 20.6 mmol) at room temperature. After stirringovernight, the reaction mixture was quenched with 1N HCl and extracted with Et2O. The combinedorganic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue waspurified by flash column chromatography (EtOAc/Hexane = 1:20) to give 2.5 g (84% for 3 steps) ofester 16 as a colorless oil. [alpha]D20 = +109.84 (c 1.00, CHCl3); 1H-NMR (800 MHz, CDCl3, 3:2 mixture oftwo rotamers). Major rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.50 (dd, J = 10.4, 3.8 Hz, 1H),3.70 (s, 3H), 3.23 (dd, J = 14.2, 4.4 Hz, 1H), 3.01-2.94 (m, 1H), 2.68 (s, 3H), 1.29 (s, 9H), minor rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.89 (dd, J = 10.6, 5.2 Hz, 1H), 3.68 (s, 3H), 3.27 (dd, J = 14.4,5.1 Hz, 1H), 3.01-2.94 (m, 1H), 2.66 (s, 3H), 1.33 (s, 9H); 13C-NMR (200 MHz, CDCl3, 3:2 mixture of tworotamers). Major rotamer delta 171.4, 154.8, 137.5, 128.9, 128.4, 126.5, 80.1, 61.5, 52.0, 35.4, 32.4, 28.0, minorrotamer delta171.7, 155.6, 137.2, 128.8, 128.2, 126.3, 79.8, 59.4, 52.0, 34.9, 31.8, 28.1; IR (thin film, neat) numax2977, 1746, 1698, 1393, 1332, 1227, 1145, 751 cm-1; LR-MS (ESI+) m/z 316 (M + Na+); HR-MS (ESI+)calcd for C16H23NNaO4 (M + Na+) 316.1519; found 316.1523.

The chemical industry reduces the impact on the environment during synthesis,673-06-3,D-Phenylalanine,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Lim, Changjin; Molecules; vol. 24; 19; (2019);,
Chiral Catalysts
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1121-22-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. trans-Cyclohexane-1,2-diamine, cas is 1121-22-8,the chiral-catalyst compound, it is a common compound, a new synthetic route is introduced below.

To a solution containing 1,6-diisocyanatohexane (5.04 grams, 30 mmol; obtained from Sigma-Aldrich Fine Chemicals, Milwaukee, Wis.) and anhydrous tetrahydrofuran (100 milliliters) stirring at room temperature was added 1,4-butanediol vinyl ether (3.48 grams, 30 mmol; obtained from Sigma-Aldrich Fine Chemicals) and dibutyltin dilaurate (0.19 grams, 0.3 mmol; obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of about 65 C. for 25 minutes. The progress of the reaction was monitored by 1H-NMR spectroscopy for consumption of the 1,4-butanediol vinyl ether reactant, indicated by the disappearance of the -CH2OH multiplet, which appears at 3.5 ppm as a shoulder peak on the downfield end of the intermediate isocyanate product whose signal is located at 3.35-3.40 ppm. The mixture was cooled to about 15 C. internal temperature after which to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.71 grams, 15 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in anhydrous tetrahydrofuran (10 milliliters). The mixture was stirred for about 60 minutes while warming up to room temperature, and thickened to form a gelatinous slurry. 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 was quenched by addition of methanol (5 milliliters). The reaction mixture was then filtered by vacuum filtration to give a semi-solid product, which was subsequently stirred in hexane to ensure full precipitation. The solid product was filtered and dried in air to give 8.17 grams of a white powder (79 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 high temperature (60 C.) and indicated the above structure with the following assigned peaks: 1.05-1.90 ppm (several multiplets, 16 H integration, 4 methylene protons from 1,4-butanediol vinyl ether portion, 8 methylene protons from the 1,6-diisocyanatohexane portion, and 4 methylene protons from the cyclohexane ring portion); 2.95 ppm (multiplet, 4 H integration, -NH(CO)NHCH2(CH2)4CH2NH(CO)O-); 3.2 ppm (broad singlet, 1 H integration, tertiary methane proton adjacent to urea group on cyclohexane ring); 3.70 ppm (multiplet, 2 H integration, NH(CO)O(CH2)4-O-C(Hc)C(Ha)(Hb)); 3.96 ppm (doublet, 1 H integration, -O-C(Hc)C(Ha)(Hb)); 3.98 ppm (multiplet, 2 H integration, NH(CO)OCH2CH2CH2CH2-O-C(Hc)C(Ha)(Hb)); 4.20 ppm (doublet, 1 H integration, -O-C(Hc)C(Ha)(Hb)); 5.60 ppm and 5.72 ppm (broad singlets, each 1 H integration, urea NH protons); 6.48 ppm (doublet of doublets, 1 H integration, -O-C(Hc)C(Ha)(Hb)); 6.82 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for C: 59.80%, H: 9.15%, N: 12.31%; found for C: 59.36%, H: 9.53%, N: 12.58%.

The chemical industry reduces the impact on the environment during synthesis,1121-22-8,trans-Cyclohexane-1,2-diamine,I believe this compound will play a more active role in future production and life.

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

Name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 22795-99-9, its synthesis route is as follows.

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at approximately -10 to -20 C. was added 3-fluoro-p-anisidine (0.28 g, 2 mmol) in CH3CN followed by the addition of N,N-diisopropylethylamine (DIEA) (0.35 mL, 2 mmol) and stirred for an hour. The reaction mixture was then allowed to reach room temperature for an hour. The second step was continued without further purification. Cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. The third step was also preceded without any further purification. S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over potassium carbonate, filtered, and concentrated under reduced pressure affording 0.920 g crude material. The crude material was purified by column chromatography to yield a white solid 139 (0.550 g, 60%), mp 75-77 C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 7.9 min, 95.9% purity; MS (ESI): m/z 458 (M+H, 100).

22795-99-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,22795-99-9 ,(S)-(1-Ethylpyrrolidin-2-yl)methanamine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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.

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; 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

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 7 (S)-(+)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-amino-3-bromo-5,6-dimethoxybenzamide (Method A) To a solution of 2-amino-3-bromo-5,6-dimethoxybenzoic acid (0.96 g, 3 mmol) and triethylamine (0.58 ml, 4.2 mmol) in 15 ml tetrahydrofuran/ /dichloromethane (1:1) was added ethyl chloroformate (0.32 ml, 3.4 mmol) at -20¡ã C. After stirring for 45 min. at -20¡ã C. a solution of (2S)-(-)-1-ethyl-2-aminomethylpyrrolidine in 10 ml dichloromethane was added at -20¡ã C. After stirring for 3 h at room temperature the mixture was washed with water and extracted with 0.5M HCl. The aqueous phase was made alkaline and extracted twice with dichloromethane. Drying (Na2 SO4) and evaporation gave 0.45 g crude material which was purified by chromatography on a C18 reversed phase column with H2 O/MeOH/NH3 40:60:0.3 as eluent to give 0.25 g (22percent) pure product as an oil. Anal. (C16 H24 BrN3 O3): Calcd: C, 49.75; H, 6.26; N, 10.88. Found: C, 49.90; H, 6.31; N, 10.69. 1 H-NMR (CDCl3):delta1.11 (t,CH3), 1.7-3.9 (multiplets, 11 H), 3.80 and 3.82 (two s, (OMe)2), 5.80 (b, NH2), 7.14 (s,4-H), 7.9 (b, NH)ppm. 13 C-NMR (CDCl3):delta167.0 (CONH), 148.1, 143.7, 140.9, 120.3, 113.0, 104.9 (aromatic) ppm., 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Astra Lakemedel Akteibolag; US5240957; (1993); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

A 2-L beaker equipped with a mechanical overhead stirrer was charged with 250 mL of water. L-(+)-Tartaric acid (52.5 g, 0.35 mol) was added with stirring in one portion. The solution was stirredas 114 g (120 mL, 1 mol) of cis- and racemic trans-cyclohexanediamines was carefully added inone portion. A slurry was initially formed but complete dissolution was observed once the additionwas complete. Glacial acetic acid (50 ml) was then added in one portion. The product began toprecipitate during the addition, and continued to precipitate while the reaction mixture was allowedto cool from 90C to 5C, with stirring, over 3 h. The temperature was maintained at 5C for anadditional hour and the product was isolated by filtration. The filter cake was washed with 50 mL ofcold (5C) water followed by 4×50 mL portions of ambient temperature methanol. The product wasdissolved in 500 ml of hot water (100 C). The solvent was filtered from the foam and put into afreezer for recrystallization to give 14.17 g of crystals. Then the foam was dissolved in 500 ml ofhot water (100 C). The solvent was filtered and put into a freezer for recrystallization to give 9.77g of crystals. Total mass of the product was 23.94 g (0.09 mol, 26%). Enantiomeric excess wasdetermined by chiral GC of a trifluoroacetyl derivative. ee>99.9%

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; Tsygankov, Alexey A.; Chun, Man-Seog; Samoylova, Alexandra D.; Kwon, Seongyeon; Kreschenova, Yuliya M.; Kim, Suhyeon; Shin, Euijin; Oh, Jinho; Strelkova, Tatyana V.; Kolesov, Valerii S.; Zubkov, Fedor I.; Semenov, Sergei E.; Fedyanin, Ivan V.; Chusov, Denis; Synlett; vol. 28; 5; (2017); p. 615 – 619;,
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: C8H14ClNO341,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

General procedure: In a clean and dry Tiny-clave reactor covered with aluminum foil, 1-iodo-m-carborane (0.09 mmol), amine (0.135 mmol), base (0.27 mmol) and ligand (4 molpercent with respect to carborane) were solved in degassed dry THF (1 mL). The catalyst (2 molpercent with respect to carborane) was added and the solution was degassed one more time. The reactor was closed and filled with the required pressure of CO, placed in a pre heated oil bath and heated at 85?C. Progress of the reaction was monitored by GC-MS analysis. After finishing the reaction, the oil bath was removed, cooled to room temperature and the CO was flushed with nitrogen. The reaction mixture was filtered through a celite bed. The celite was washed with ethyl acetate and the collected filtrates were concentrated and purified by column chromatography. Conditions were as follows:Compound 1: chloroform/ethanol 75/25; Compound 2: chloroform/ethanol 95/05; Compound 3: chloroform/ethanol 92/08; Compound 4: chloroform/ethanol 92/08

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Article; Gona, Kiran Babu; Go?mez-Vallejo, Vanessa; Llop, Jordi; Tetrahedron Letters; vol. 54; 8; (2013); p. 941 – 944;,
Chiral Catalysts
Chiral catalysts – SlideShare