Category: 111-95-5

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 111-95-5 as follows. category: ethers-buliding-blocks

1-fluoro-4-nitrobenzene (133 mg, 0.94 mmol), bis(2-methoxyethyl)amine (125 mg, 0.94 mmol) and potassium carbonate (143 mg, 1.04 mmol) were stirred in DMSO (2 mL) at 70 C. for 24 hours. The reaction mixture was poured into water, and the aqueous phase was extracted with ethyl acetate (2×25 mL). The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated to provide the title compound. MS (ESI+) m/e 255.1 (M+H)+.

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:
Patent; ABBOTT LABORATORIES; US2012/220572; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 111-95-5 as follows. category: ethers-buliding-blocks

To a 0 C solution of compound 1(300 mg, 0.73 mmol), HATLI (698 mg,1.84 mmol), HOBt (205 rng, 1.84 rnmol) and DIPEA (379 mg, 2.79 mmol) in 3 rnLof DMF was added compound 2 (139 mg, 1.35mmol), The mixture was stirred at the room temperature for I h. Then the resulting solution was diluted with water (15 rnL and ethyl acetate (15 rnL. The layers were separated and the aqueous phase was extracted with ethyl acetate (15 rnL x 2). The combined organic layers weredried over anhydrous Na2SO4, concentrated and the residue was purified by flash column on silica gel eluted with petroleum ether and EtOAc to give the compound 3 (170 mg, 35%) as yellow solid. LCMS (M+H) m/z: cacld 638.8, found 638.9.

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:
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; WO2014/66506; (2014); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 111-95-5, These common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, 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.

The [6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]carbaldehyde (100 mg, 0.245 mmol) obtained in Example 47, bis(2-methoxyethyl)amine (70 mg, 0.53 mmol) and acetic acid (0.029 ml, 0.51 mmol) were dissolved in 1,2-dichloroethane (5 ml). To the resulting solution was added sodium triacetoxyborohydride (115 mg, 0.515 mmol) at room temperature. The resulting mixture was stirred at room temperature for 3 days. To the reaction mixture were added a saturated aqueous solution of sodium bicarbonate and ethyl acetate. The resulting mixture was separated into layers. The organic layer thus obtained was washed sequentially with a satu-rated aqueous solution of sodium bicarbonate and brine, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue thus obtained was subjected to flash silica gel chromatography. The fraction obtained from the hexane:ethyl acetate=3:2 eluate was concentrated under reduced pressure to afford a white solid. The resulting solid was washed with hexane to give the title compound (101 mg, 0.192 mmol, 78%) as a white powder. 1H-NMR(400MHz,CDCl3) delta: 2.73(4H,t,J=5.8Hz), 3.31(6H,s), 3.47(4H,d,J=5.8Hz), 3.75(2H,s), 5.93(1H,s); 6.88-6.97(1H,m), 6.97-7.07(1H,m), 7.38(2H,d,J=8.8Hz), 7.50-7.60(3H,m), 7.76(1H,dd,J=8.1,2.0Hz), 7.98-8.08(1H,m), 8.54(1H,d,J=2.0Hz). MSm/z: 525(M++H).

Statistics shows that Bis(2-methoxyethyl)amine is playing an increasingly important role. we look forward to future research findings about 111-95-5.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1640366; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application 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 mixture of 3,6-diaminopyrazine-2,5-dicarboxylic acid (200 mg, 1.01 mmol), bis-2- (methoxyethyl)amine (372 mul_, 335.5 mg, 2.52 mmol), HOBt-H2O (459 mg, 3.00 mmol), and EDC-HCI (575 mg, 3.00 mmol) were stirred together in DMF (20 m._) for 1 h at room temperature. The mixture was concentrated to dryness and the residue was partitioned withEtOAc and water. The layers were separated and the EtOAc solution was washed with saturated NaHCO3 and brine. The solution was dried over anhydrous Na2SO4, filtered and concentrated. Purification by radial flash chromatography (SiO2, 10/1 CHCI3-MeOH) afforded 228.7 mg (53% yield) of Example 1 as an orange foam: 1H NMR (300MHz, CDCI3), delta 4.92 (s, 4 H), 3.76 (apparent t, J = 5.4 Hz, 4 H), 3.70 (apparent t, J = 5.6 Hz, 4 H), 3.64 (apparent t, J = 5.4 Hz, 4 H)1 3.565 (apparent t, J = 5.4 Hz), 3.67 (s, 6 H), 3.28 (s, 6 H). 13C NMR (75 MHz, CDCI3) delta 167.6 (s), 145.6 (s), 131.0 (s), 72.0 (t), 70.8 (t), 59.2 (q), 49.7 (t), 47.1 (t). LCMS (5- 95% gradient acetonitrile in 0.1 % TFA over 10 min), single peak retention time = 3.14 min on 30 mm column, (M+H)+ = 429. UV/vis (100 muM in PBS) lambdaabs = 394 nm. Fluorescence (100 nm) lambdaex = 394 nm.lambdaem = 550 nm.

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

Reference:
Patent; MALLINCKRODT INC.; WO2007/149479; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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., Product Details of 111-95-5

mixture of 4 3,6-diaminopyrazine-2,5-dicarboxylic acid (200 mg, 1.01 mmol), 5 bis-2-(methoxyethyl)amine (372 muL, 335.5 mg, 2.52 mmol), HOBt.H2O (459 mg, 3.00 mmol), and 6 EDC.HCl (575 mg, 3.00 mmol) were stirred together in 7 DMF (20 mL) for 1 h at room temperature. The mixture was concentrated to dryness and the residue was partitioned with EtOAc and water. The layers were separated and the 8 EtOAc solution was washed with saturated NaHCO3 and brine. The solution was dried over anhydrous Na2SO4, filtered and concentrated. Purification by radial flash chromatography (SiO2, 10/1 CHCl3-MeOH) afforded 228.7 mg (53% yield) of Example 1 as an orange foam: 1H NMR (300 MHz, CDCl3), delta 4.92 (s, 4H), 3.76 (apparent t, J=5.4 Hz, 4H), 3.70 (apparent t, J=5.6 Hz, 4H), 3.64 (apparent t, J=5.4 Hz, 4H), 3.565 (apparent t, J=5.4 Hz), 3.67 (s, 6H), 3.28 (s, 6H). 13C NMR (75 MHz, CDCl3) delta 167.6 (s), 145.6 (s), 131.0 (s), 72.0 (t), 70.8 (t), 59.2 (q), 49.7 (t), 47.1 (t). LCMS (5-95% gradient acetonitrile in 0.1% TFA over 10 min), single peak retention time=3.14 min on 30 mm column, (M+H)+=429. UV/vis (100 muM in PBS) lambdaabs=394 nm. Fluorescence (100 nm) lambdaex=394 nm lambdaem=550 nm.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 111-95-5.

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,
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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. 111-95-5, name is Bis(2-methoxyethyl)amine, A new synthetic method of this compound is introduced below., COA of Formula: C6H15NO2

Zu einer Loesung von 75g (0.56 Mol) Bis-(2-methoxy-ethyl)-amin und 50,6g (0.50 Mol)Triethyl amin in 700ml Methylenchlorid laesst man bei 10 C eine Loesung von 162,5g (0.50Mol) 2-Propyl-pentanoyl chlorid in 300ml Methylenchlorid zutropfen. Man ruehrt das Reaktionsgemisch ca 12h bei Raumtemperatur und waescht danach die Reaktionsloesung mit je 250ml H2O, 1 N NaOH, 1 N HCl und waessriger Kochsalzloesung. Anschliessend wird die organische Phase abgetrennt und eingedampft und der Rueckstand im Hochvakuum (0,1 Torr) ueber eine Vigreux Kolonne destilliert (Siedtemperatur: 108-112 C). Man erhaelt 121g (93%) eines farb- und geruchlosen Gels. Wie bereits ausgefuehrt handelt es sich bei den Verbindungen der Formel ( I ) um farblose bis hellgelbe, geschmacksneutrale Oele, die relativ leicht fluechtig sind.

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; Novartis AG; EP1431277; (2004); 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.

EXAMPLE 5 Synthesis of DTPA bis(di(2-methoxyethyl-amide)(3) 12.4 ml of bis(2-methoxyethyl)amine (0.084 mol), dissolved in 40 ml of anhydrous DMF, are added dropwise to 5_grams of DTPA anhydride (0.014 mol), dissolved in 80_ml of anhydrous DMF, under argon at 80 C. The reaction medium is kept stirred for 24 hours.After concentrating and addition of diethyl ether, the oily precipitate is separated from the solvents by settling.This residue is dissolved in the minimum amount of CHCl3 and reprecipitated from Et2O. After drying under vacuum, a hygroscopic foam (3) is obtained (6.43 g, yield of 74%), used without additional purification. 1H NMR (D2O+NaOD): 2.50 (t, 4H), 2.52 (t, 4H), 2.98 (s, 2H), 3.11 (s, 4H), 3.31 (s, 6H), 3.32 (s, 6H), 3.51 (s, 4H), 3.53-3.56 (m, 16H).13C NMR (D2O): 45.94, 47.03, 47.81, 49.75, 53.69, 56.29, 57.78, 67.16, 69.56, 69.69 (CH2); 58.63, 59.07 (OCH3); 166.9, 170.5, 175.7 (CO2H and CO). ES-MS: ES-: 622.1 ([M-H]-), ES+: 624.3 ([M+H]+), 646.2 ([M+Na]+).

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; Lemaire, Marc; Foos, Jacques; Guy, Alain; Chitry, Frederic; Pellet-Rostaing, Stephane; Vigneau, Olivier; US2004/81604; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature 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 an ethanolic solution (30 ml) of p-chlorophenol (30 mmol, 3.86 g), bis(2-methoxyethyl)amine (90 mmol, 11.99 g) was added dropwise with constant stirring. After 30 min, 37% (w/v) formalin solution (90 mmol, 7.5 ml) was added to it. The resulting mixture was stirred for 1 h at room temperature and then refluxed for 24 h. Then the same procedure-was followed as for HL1. The liquid ligand was further purified by flash column chromatography (silica gel, hexane:ethylacetate:triethylamine=100:5:1) to afford the desired beta-aminophenol.

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

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., Product Details of 111-95-5

Propargyl bromide (17.8 g, 150 mmol) was added dropwise to a mixture of bis(2-methoxyethyl)amine (20g, 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.

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:
Patent; Wyeth Holdings Corporation; EP1171440; (2004); B1;,
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, Computed Properties of C6H15NO2

Step E 3-[[Bis(2-methoxyethyl)amino]methyl]-2-(4-methoxyphenyl)-2H-thieno[3,2-e]-1,2-thiazine 1,1-dioxide To a solution of the product of Step D (1.19 g, 3.68 mmol) and triethylamine (1.24 g, 12.3 mmol) in anhydrous THF (50 mL) was added methanesulfonic anhydride (1.07 g, 6.13 mmol). After 30 min, bis(2-methoxyethyl)amine (3 mL) was added and stirring continued for 18 h at ambient temperature. The reaction mixture was heated at reflux temperature for 1 h, cooled, poured into a saturated solution of sodium bicarbonate (100 mL) and this mixture was extracted with ethyl acetate (2*100 mL). The combined extracts were dried (MgSO4) and evaporated to a residue which was purified by column chromatography (silica, 40% ethyl acetate/hexane) to give a viscous oil (1.16 g, 72%).

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; Alcon Laboratories, Inc.; US5538966; (1996); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem