Category: 111-95-5

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. 111-95-5, name is Bis(2-methoxyethyl)amine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Bis(2-methoxyethyl)amine

To an ethanolic solution (50 ml) of p-chlorophenol (30 mmol, 3.86 g), bis(2-methoxyethyl)amine (30 mmol, 3.99 g) was added dropwise with constant stirring. After 30 min, 37% (w/v) formalin solution (30 mmol, 2.43ml) was added to it. The resulting mixture was stirred for 1 h at room temperature and then refluxed for 8 h. It was evaporated under reduced pressure and the yellow oil was extracted with saturated brine solution and diethyl-ether several times. The organic phase was separated, dried with anhydrous MgSO4, concentrated by evaporation of ether and subsequently vacuum-dried for the removal of last traces of water.

According to the analysis of related databases, 111-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sanyal, Ria; Chakraborty, Prateeti; Zangrando, Ennio; Das, Debasis; Polyhedron; vol. 97; (2015); p. 55 – 65;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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. Computed Properties of C6H15NO2

A solution of (S)-isopropyl 2-(6-(bromomethyl)-4-(4,4-dimethylpiperidin-1-yl)-5-(4-(4- fluorophenethoxy)phenyl)-2-methylpyridin-3 -yl)-2-(tert-butoxy)acetate (0.015 g, 0.022 mmol) and bis(2-methoxyethyl)amine (0.02 g, 0.150 mmol) in EtOH (1 mL) was stirred for 2 h. Sodium hydroxide(0.04 g, 1.000 mmol) was added and the reaction mixture wasstirred at 80 C for 2 h. Then, cooled and purified by prep HPLC to afford (S)-2-(6- ((bis(2-methoxyethyl)amino)methyl)-4-(4,4-dimethylpiperidin- 1 -yl)-5-(4-(4- fluorophenethoxy)phenyl)-2-methylpyridin-3 -yl)-2-(tert-butoxy)acetic acid (0.0127 g, 0.0 18 mmol, 83 % yield). LCMS (M+H) = 694.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 111-95-5, its application will become more common.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PATEL, Manoj; SIVAPRAKASAM, Prasanna; TU, Yong; (275 pag.)WO2017/25915; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 111-95-5,Some common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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.

The following reactions were carried out in an argon gas atmosphere. There was dissolved, in toluene (3 mL), 2-(4-bromo-phenyl)-5-chloro-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine (59.0 mg, 0.150 mM), there were then added, to the solution, a solution of sodium t-butoxide (21.6 mg, 0.225 mM), tris(dibenzylidene acetone) di-palladium (6.9 mg, 0.0076 mM) and tri-t-butyl phosphine (10.9 muL, 0.0453 mM) in toluene (0.556 mL) and bis-(2-methoxyethyl)-amine (33.2 muL, 0.225 mM) and the resulting mixture was stirred at 80 C. for 4 hours and a half. This reaction liquid was diluted with a saturated aqueous common salt solution and then extracted with ethyl acetate. The extracts thus obtained were combined, dried over anhydrous sodium sulfate, then the solvent was distilled off and the resulting residue was purified by the silica gel column chromatography (ethyl acetate//hexane=1:4 to 2:3) to thus give the title compound (42.0 mg, yield: 63%). 1H-NMR (300 MHz, CDCl3): delta 3.37 (2s each 3H), 3.55-3.64 (m, 8H), 3.83-3.86 (m, 4H), 3.97-4.00 (m, 4H), 6.10 (s, 1H), 6.65 (s, 1H), 6.78 (d, 2H, J=8.5 Hz), 7.79 (d, 2H, J=8.5 Hz); MS (ESI) m/z 446 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Bis(2-methoxyethyl)amine, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 111-95-5, name is Bis(2-methoxyethyl)amine, 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 111-95-5, name: Bis(2-methoxyethyl)amine

EXAMPLE 29 Bis-(2-methoxy-ethyl)-prop-2-ynyl-amine Propargyl bromide (17.8 g, 150 mmol) was added dropwise to a mixture of bis(2-methoxy-ethyl)amine (20 g, 150 mmol) and cesium carbonate (49 g, 150 mmol) in 350 mL of acetone. The mixture was stirred overnight under nitrogen at room temperature. The inorganic salts were then filtered off, and the solvent was removed. The residue was dissolved in saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic extracts were then evaporated to give 20 g of bis-(2-methoxy-ethyl)-prop-2-ynyl-amine: mass spectrum (m/e): M+H 172.

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

Related Products of 111-95-5, 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. 111-95-5, name is Bis(2-methoxyethyl)amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To the product from step 46 2 (116 mg, 0.19 mmol) was added 43 bis(2-methoxylethyl)amine (3.0 mL, 2.71 g, 20.3 mmol) and a ?spatula tip? of Pd(PPh3)4. The resulting mixture was heated to 140 C. for 2 h. The reaction was cooled and concentrated. The residue was purified by flash chromatography (SiO2, 10/1 CHCl3-MeOH). The resulting 47 material was purified again by reverse phase medium pressure chromatography (C18, 10-50% manual gradient acetonitrile in 0.1% TFA) to afford 12 mg (10% yield) of Example 4 as an orange-brown film: LCMS (15-95% gradient acetonitrile in 0.1% TFA over 10 min), single peak retention time=3.85 min on 250 mm column, (M+H)+=661. UV/vis (100 ?M in PBS) ?abs=434 nm. Fluorescence ?ex=449 nm, ?em=559 nm.

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, Bis(2-methoxyethyl)amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MediBeacon Inc.; Debreczeny, Martin P.; Rajagopalan, Raghavan; Dorshow, Richard B.; Neumann, William L.; Rogers, Thomas E.; (54 pag.)US2019/125901; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 111-95-5, name is Bis(2-methoxyethyl)amine, 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 111-95-5, SDS of cas: 111-95-5

Example 2 8.0 g (60 mmol) of bis(methoxyethyl) amine was added to 100 ml of dehydrated dichlorrmethane in a flask followed by Ar gas replacement. Thereafter, 8.8 g (87 mmol) of triethyl amine was added thereto. Next, the system was cooled down to about -10 C. 6.5 g (72 mmol) of acrylic acid chloride was slowly dropped in the system while keeping the temperature in the system ranged from -10 C. to -5 C. and thereafter stirred for two hours at room temperature. Furthermore, subsequent to removal of precipitants by filtration, the filtrate was washed with saturated sodium hydrogen carbonate aqueous solution and saturated sodium chloride aqueous solution. Next, subsequent to drying by sodium sulfate, the dried resultant was condensed under a reduced pressure to obtain an oily brown material. (0184) Furthermore, by a column chromatography filled with 300 g of Wakogel C300 (manufactured by Wako Pure Chemical Industries, Ltd.) using hexane and ethyl acetate as eluate, the oily brown material was fined to obtain 5.5 g (yield: about 50%) of an oily, pale yellow material represented by the following chemical formula. 1H-NMR (CDCl3): delta3.34 (d, 6H), 3.51 (t, 2H), 3.57 (t, 2H), 3.63 (t, 4H), 5.67 (dd, 1H), 6.34 (dd, 1H), 6.64-6.69 (m, 1H) IR(NaCl): 2982, 2930, 2981, 2829, 1651, 1613, 1447, 1366, 1315, 1270, 1230, 1193, 1157, 1118, 1069, 1015, 981, 962, 824, 795, 529 cm-1

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

Reference:
Patent; Ricoh Company, Ltd.; Morita, Mitsunobu; Noguchi, Soh; Kimura, Okitoshi; (28 pag.)US9593248; (2017); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 111-95-5,Some common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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.

A suspension of l-methyl-5-(2-phenyl-[l,2,4]triazolo[l,5-a]pyridin-7-ylcarbamoyl)-lH- pyrazole-4-carboxylic acid with 1 eq. lithium chloride (80 mg, 0.198 mmol), bis(2- methoxyethyl) amine (87 ul, 0.59 mmole), diisopropylethylamine (104 ul, 0.59 mmol) and propylphosphonic anhydride (50 % in ethyl acetate, 291 ul, 0.494 mmol) in tetrahydrofurane (4 ml) is stirred for 2.5 hours at 70 C giving after 20 min a light yellow solution. The cooled solution is diluted with ethyl acetate, washed once with sat. aqueous sodium carbonate solution, once with IN aqueous hydrochloric acid, once with brine, dried with magnesium sulfate and the solvent is evaporated to dryness affording N4,N4-bis(2-methoxyethyl)-l-methyl-N5-(2-phenyl- [l,2,4]triazolo[l,5-a]pyridin-7-yl)-lH-pyrazole-4,5-dicarboxamide (80 mg, 84.8%) as a colorless waxy solid. MS: m/z= 478.2 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Bis(2-methoxyethyl)amine, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; FLOHR, Alexander; GOBBI, Luca; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; PETERS, Jens-Uwe; WO2012/76430; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 111-95-5, The chemical industry reduces the impact on the environment during synthesis 111-95-5, name is Bis(2-methoxyethyl)amine, I believe this compound will play a more active role in future production and life.

To a stirred solution of DCM, bis(2-methoxyethyl)ami?e (40.0 g, 44.0 ml_, 300 mmol), and triethylamine (69.25 ml_, 500 mmol), under a nitrogen atmosphere at -78 0C was added drop wise bromo acetyl bromide (34.8 ml_, 400 mmol). After stirring at -78 0C for 5 h, the reaction mixture was allowed to warm up to -20 0C and then quenched by addition of water (60 ml_). The organic phase was washed with distilled water (3 x 30 ml_), saturated ammonium chloride (3 x 30 ml_), saturated sodium bicarbonate (3 x 30 ml_) and brine (2 x 30 ml_). The organic phase was then dried over magnesium sulfate, filtered and solvents removed via rotary evaporation to yield a crude product in 82 % yield (62.3 g, 245 mmol). The crude product was then distilled under high vacuum at 170 C to give pale yellow crystals in 49 % yield (35.57 g, 140 mmol). Pure product can also be recrystallised from the crude material with diethyl ether.1H delta ppm 4.02 (s, 2H), 3.66 (t, J = 5.2 Hz, 2H), 3.55 (br, 3H), 3.53 (t, J = 5.0 Hz, 3H), 3.33 (s, 6H)13C delta ppm 167.79, 70.74, 70.27, 59.13, 58.94, 50.12, 46.90, 27.20

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, Bis(2-methoxyethyl)amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DUBLIN CITY UNIVERSITY; WO2009/24607; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 111-95-5,Some common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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.

To the product from step 46 2 (1.00 g, 5.29 mmol) in 94 ACN (20 mL) was added 43 bis(2-methoxyethyl)amine (3.0 mL, 2.71 g, 20.3 mmol) and the reaction mixture was heated to 70 C. for 16 hours thereafter. The reaction was cooled and concentrated. The residue was partitioned with EtOAc and water. The organic layer was separated and the aqueous was extracted again with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and concentrated. Purification by flash column chromatography (SiO2, 10/1 hexanes-EtOAc to 1/1) afforded 950 mg (63% yield) of the desired adduct as a yellow solid: 1NMR (300 MHz, CDCl3) delta 7.47 (bs, 2H), 3.77 (t, J=5.7 Hz, 4H), 3.52 (t, J=5.4 Hz, 4H), 3.25 (s, 6H). 13C NMR (75 MHz, CDCl3) ? 154.7 (s), 152.0 (s), 120.9 (s), 119.5 (s), 95.8 (s), 71.0 (t), 59.1 (q), 50.0 (t). LCMS (50-95% gradient acetonitrile in 0.1% TFA over 10 min), single peak retention time=4.91 min on 250 mm column, (M+H)+=286, (M+Na)+=308, (M+Na+ACN)+=349.

The synthetic route of 111-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MediBeacon Inc.; Debreczeny, Martin P.; Rajagopalan, Raghavan; Dorshow, Richard B.; Neumann, William L.; Rogers, Thomas E.; (54 pag.)US2019/125901; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 111-95-5, name is Bis(2-methoxyethyl)amine, 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 111-95-5, Formula: C6H15NO2

EXAMPLE 61 Bis-(2-methoxy-ethyl)-prop-2-ynyl-amine Propargyl bromide (17.8 g, 150 mmol) was added dropwise to a mixture of bis(2-methoxy-ethyl)amine (20 g, 150 mmol) and cesium carbonate (49 g, 150 mmol) in 350 mL of acetone. The mixture was stirred overnight under nitrogen at room temperature. The inorganic salts were then filtered off, and the solvent was removed. The residue was dissolved in saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic extracts were then evaporated to give 20 g of bis-(2-methoxy-ethyl)-prop-2-ynyl-amine: mass spectrum (m/e): M+H 172.

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; American Cyanamid Company; US6297258; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem