Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 102-52-3, name is 1,1,3,3-Tetramethoxypropane, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 102-52-3, Computed Properties of C7H16O4

1. The starting precursor 2-bromomalonaldehydewas prepared using procedure given in literature [S. Trofimenko, J.Org. Chem. 28(11) (1963), 3243-3245.], [W.J. Tomsho, J.J. McGuire, K. Coward, Org. Biomol. Chem. 3(18) (2005)3388-3398.].To a 100 ml of aqueous solution of 1,1,3,3-tetramethoxypropane (1) (100g, 0.12 M) added concentrated HCl (4.3 ml) and stirred untilit forms homogeneous solution, the temperature of the reaction mixturemaintained was below 35 0C,then slowly added bromine (0.15 M) solution drop wise.After the completeaddition of bromine, stirring was continued for another 30 minutes. Then thereaction mixture was concentrated under vacuum, maintaining the temperature below50 0C until thick slurry was obtained. The obtained slurry waswashed with 200 ml cold water and 100 ml of cold dichloromethane and dried invacuum. Yield: 65%, MP: 148 0C (Lit: 146-147 0C [W.J. Tomsho, J.J. McGuire, K. Coward, Org. Biomol. Chem. 3(18) (2005)3388-3398.],148 0C [M.J. Grard, Compt. Rend. Acad. Sciences. 190 (1930)187:Ann.1930, 13, 336.].

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Yallur, Basappa Chanabasappa; Katrahalli, Umesha; Krishna, Panchangam Murali; Hadagali, Manjunatha Devagondahalli; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 222; (2019);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 4003-89-8, A common heterocyclic compound, 4003-89-8, name is 7-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine, molecular formula is C11H15NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 17; Acetic acid 2-[3-(7-methoxy-1 ,2,3,4-tetrahydro-naphthalen-2-yl)-thioureido]-ethyl ester(compound 17); A solution of 7-methoxy-1 ,2,3,4-tetrahydro-naphthalen-2-ylamine (0.34 g) in toluene (10 mL) was treated with acetic acid 2-isothiocyanato-ethyl ester (0.28 g, cf. Collect. Czech. Chem Commun. 1986, 51 , 112-117), refluxed for 1 h and stirred at room temperature overnight. Purification by chromatography on silica gel yielded the product (0.45 g).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BASF SE; WO2008/145615; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 22236-08-4, name is 3-(Difluoromethoxy)aniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 22236-08-4, HPLC of Formula: C7H7F2NO

EXAMPLE 2 Preparation of 2,3-dichloro-N-(m-difluoromethoxyphenyl)maleimide 16.7 g (0.1 mole) of 2,3-dichloromaleic anhydride is dissolved in 100 ml of dioxane, and a solution of 15.9 g (0.1 mole) of m-difluoromethoxyaniline in 30 ml of dioxane is added dropwise to it at room temperature over 20 minutes with stirring. Thereafter, the resulting solution is stirred at 70-80 C. for 2 hours and the dioxane is then distilled off under a reduced pressure. Water is added to the residue to precipitate crystals. The precipitated crystals are filtered off and recrystallized to give 29.2 g (yield: 95%) of 2,3-dichloro-N-(m-difluoromethoxyphenyl)maleimide melting at 122-124 C. in the form of light yellow plate crystals.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Showa Denko Kabushiki Kaisha; US4455315; (1984); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, molecular formula is C9H13NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 2-(Benzyloxy)-1-ethanamine

A solution of N,N-diisopropylethylamine (2.31 ml, 13.2 mmol) and intermediate 29 (0.79 mg, 2.2 mmol) in dry tetrahydrofuran (6.6 ml) (+ few drop of Nu,Nu-dimethylformamide) was added drop wise to a solution of 1 ,1 ‘-carbonyl diimdazole (0.61 g, 3.74 mmol) in dry tetrahydrofuran (6 ml). The mixture was stirred at room temperature for 1 hour and 2-benzyloxyethanamine (0.998 g, 6.6 mmol) was added. The mixture was stirred at room temperature. When the reaction is completed, ethyl acetate was added and the organic layer was washed with water. The organic layer was dried, filtered and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography over silica gel using dichloromethane and methanol as eluents. The product fractions were collected and the solvent was evaporated.Yield: 1.065 g of intermediate 30 (90%)LCMS method 1 : MH+ = 537, RT = 1.035 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 38336-04-8, its application will become more common.

Reference:
Patent; IPSEN PHARMA S.A.S.; ONCODESIGN S.A.; HOFLACK, Jan; BLOM, Petra; WO2013/46029; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 20781-20-8, COA of Formula: C9H13NO2

To a solution of ethyl (4aS)- 1 -(4-fluorophenyl)-6-oxo-4,5 ,7,8-tetrahydrobenzo [fjindazole-4a- carboxylate (ig) (3.16 g, 8.92 mmol) and (2,4-dimethoxyphenyl)methanamine (2.68 mL, 17.83 mmol) in DCE (40 mL) was added acetic acid (1.54 mL, 26.75 mmol). After the reaction was stirred at rt for 5 mm and cooled down in an ice-bath, sodium triacetoxyborohydride (5.lg, 24.08 mmol) was added in portions. 5 Minute later, the reaction solution was allowed to warm to rt and continued stirring for 30 mm. The solution was quenched (sat. aq. NaHCO3) and extracted (EtOAc). The organic layers were washed (brine), dried (Na2SO4) and concentrated under reduced pressure. The cmde product was purified by silica gel chromatography (Si02, 0%-75 % EtOAc/hexanes, gradient elution) to provide the title compound (lila) (4.15 g, 92% yield) as an off-white solid. mlz (ESI, +ve ion) = 506.3 [M+Hj.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2,4-Dimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; REW, Yosup; SUN, Daqing; YE, Qiuping; ZHOU, Haiying; KAWAI, Hiroyuki; MOORE, Jared; PHAM, Johnny; WU, Kejia; ZHU, Liusheng; YAMASHITA, Dennis; (288 pag.)WO2018/191283; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 107622-80-0, name is (4-Phenoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Production example 3 0.88 g of a BOP reagent and 0.40 g of triethylamine were successively added to a mixture of 0.28 g of 2-aminonicotinic acid, 0.40 g of 4-phenoxybenzylamine and 10 ml of DMF. The obtained mixture was stirred at a room temperature for 4 hours. Thereafter, ice and a saline solution were successively added to the reaction mixture, and it was then extracted with ethyl acetate. The organic layer was further washed with a saline solution 3 times, and it was then dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. 0.80 g of the obtained residue was subjected to silica gel column chromatography, so as to obtain 0.62 g of N-(4-phenoxyphenyl)methyl-2-aminonicotinic acid amide (hereinafter referred to as the present compound 3).The present compound 3 [Show Image] 1H-NMR (DMSO-D6) delta: 4.42 (2H, d, J = 5.9 Hz), 6.59 (1H, dd, J = 7.8, 4.9 Hz), 6.97-6.99 (4H, m), 7.08 (2H, br), 7.10-7.13 (1H, m), 7.32-7.40 (4H, m), 7.95 (1H, dd, J = 7.8, 1.7 Hz), 8.08 (1H, dd, J = 4.9, 1.7 Hz), 8.98 (1H, t, J = 5.9 Hz).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2248423; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 60792-79-2, Quality Control of 2,2′-Oxybis(ethylamine) dihydrochloride

A suspension of 0.2 M 2,2′-oxydiethylamine dihydrochloride (0.135 gm, 0.74 mmole) and 0.4 M DIEA (0.32 ml, 1.85 mmole) in 2.5 DMF was added to 4-morpholino-1,8-naphthalic anhydride (0.068 gm, 0.24 mmole) and heated at 150 C with microwave treatment under nitrogen for 12 minutes. The mixture was cooled, diluted with dichloromethane, washed with sat. NaHCO3, dried over MgSO4, and concentrated under vacuum to give N-aminoethylethoxy-4-morpholino-1,8 naphthalimide 9. 1H NMR (300 MHz, CDCl3): delta 8.59 (IH, d, J = 7.2 Hz); 8.53 (IH, d, J = 7.8 Hz); 8.42 (IH, d, J = 8.4 Hz); 7.70 (IH, t, J= 7.2 Hz); 7.25 (d, IH, J= 8.1 Hz); 4.43 (2H, t, J= 5.8 Hz); 4.02 (4H, m); 3.80 (2H, t, J= 6.0 Hz); 3.54 (2H, t, J = 5.2 Hz); 3.26 (4H, m); 2.81 (2H, t, ./ = 5.7 Hz).

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, 2,2′-Oxybis(ethylamine) dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; WO2006/60533; (2006); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 33170-72-8, 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. 33170-72-8, name is 2-Bromo-1,1-dimethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: 1-(4-Bromo-pyridin-2-yl)-4,4-dimethoxy-butan-1-one (2)To a solution of (1) (8.86 g, 36.2 mmole) in 250 mL of anhydrous THF in a 3-neck flamed dried round bottom flask at -70 C. (acetone-dry ice bath) is slowly added the Grignard reagent prepared from bromopropionaldehyde dimethyl acetal (16.5 g, 90.4 mmol) and Mg turnings (4.39 g, 181 mmol) in anhydrous THF (250 mL), maintaining internal temperature around -68 C. to -70 C. After stirring at -70 C. for 2 hours, the reaction mixture is diluted with 200 mL of water with the dry ice bath removed. The mixture is poured into a separatory funnel, and the mixture is extracted 3 times with ethyl acetate (150 mL). The organic layers are combined and dried over Na2SO4 and the solvent evaporated leaving a thick yellow oil (11 g, 100% crude yield, MS ES+258.02).

The synthetic route of 2-Bromo-1,1-dimethoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Norvartis AG; US2011/65726; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 102-52-3, name is 1,1,3,3-Tetramethoxypropane, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 102-52-3, category: ethers-buliding-blocks

To a solution of ethyl 3,5-diamino-lH-pyrazole-4-carboxylate (5.00 g, 29.38 mmol) in DMF (80 mL) were added 1 , 1 ,3,3-tetramethoxypropane (14.50 mL, 88.15 mmol) and AcOH (0.34 mL, 5.88 mmol). The reaction mixture was stirred at 100 C for 14 h, and then concentrated in vacuo. The residue was partitioned between DCM (50 mL) and water (50 mL). The organic phase was separated and the aqueous phase was extracted with DCM (100 mL x 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (a solution of NH3in MeOH (7 M)/DCM (v/v) =1/100) to give the title compound as a pale yellow solid (3.52 g, 58.1%).MS (ESI, pos. ion) m/z: 207.1 [M+H]+; H NMR (400 MHz, CDC1 ): delta (ppm) 8.60 (dd, J= 4.40 Hz, 1.76 Hz, 1H), 8.46 (dd, J = 6.76 Hz, 1.76 Hz, 1H), 6.86 (dd, J = 6.72 Hz, 4.40 Hz, 1H), 4.50 (q, J = 7.08 Hz, 2H), 1.47 (t, J = 7.08 Hz, 3H).

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, 1,1,3,3-Tetramethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 41365-75-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 41365-75-7, name is 1-Amino-3,3-diethoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

Prepared according to General Procedure B from THP-protected bromophenol S1 (10.0 g, 38.9mmol), CuI (0.99 g, 5.84 mmol), L-proline (1.34 g, 11.7 mmol), K2CO3 (10.7 g, 77.8 mmol) andamino-3,3-diethoxypropane (9.43 mL, 58.4 mmol) in DMSO (55 mL). The reaction was stirred at 90C for 24 h and then purified by flash chromatography (SiO2, 0.5% Et3N in 5:1?1:1, 40-60 Cpetroleum ether/diethyl ether) to yield the title compound S2 (10.4 g, 32.2 mmol, 83% yield) as anorange oil; Rf 0.45 (5:1, 40-60 C petroleum ether/diethyl ether); numax/cm-1 (film) 3386, 2971, 2940,2875, 1616, 1510, 1226, 1201; deltaH (400 MHz, CDCl3) 6.92 (2H, d, J = 8.8 Hz), 6.55 (2H, d, J = 8.8Hz), 5.23 (1H, t, J = 3.3 Hz), 4.62 (1H, t, J = 5.5 Hz), 3.99-3.93 (1H, m, J = 3.3 Hz), 3.81 (1H, bs),3.71-3.64 (2H, m), 3.60-3.55 (1H, m), 3.54-3.47 (2H, m), 3.17 (2H, t, J = 7.0 Hz), 2.03-1.91 (3H,m), 1.85-1.81 (2H, m), 1.70-1.56 (3H, m), 1.22 (6H, t, J = 7.0 Hz); deltaC (100 MHz, CDCl3) 149.3,143.7, 118.2, 113.8, 102.2, 97.7, 62.1, 61.5, 40.9, 33.3, 30.6, 25.3, 19.1, 15.3; HRMS (ESI) calculatedfor C18H30NO4 [M+H]+ m/z 324.2169, found 324.2170.

The chemical industry reduces the impact on the environment during synthesis 1-Amino-3,3-diethoxypropane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Williamson, Alice E.; Ngouansavanh, Tifelle; Pace, Robert D. M.; Allen, Anna E.; Cuthbertson, James D.; Gaunt, Matthew J.; Synlett; vol. 27; 1; (2016); p. 116 – 120;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem