Category: 4584-46-7

Adding a certain compound to certain chemical reactions, such as: 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, belongs to chlorides-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 4584-46-7, Product Details of 4584-46-7

The experimental equipment used in this study was a Vapourtec R4/R2+ flow reactor. Stock A: Ginkgolide B (4.4g), acetonitrile (100mL). Stock B: DECH (2.15g), potassium iodide (0.332g), acetonitrile (90mL), water (10mL). Initially, two flows were pumped into micromixer LH 25. Upon mixing together, the mixture entered the packed bed microreactor filled with acid-binding agents. The total volume of the packed bed microreactor was 24.5mL. However, the remaining volume was 4.5mL when the microreactor was filled with calcium carbonate (2.5g). The volumetric flow rate of stock A/B was 0.75mL/min. That is to say, the residence time in the microreactor was 3min. Upon completion at a set temperature for the appropriate residence time, the obtained organic layer was concentrated under vacuum and further purified by column chromatography on silica gel (MeOH/CH2Cl2=1:50). Dimethylaminoethyl ginkgolide B: 1H NMR (DMSO-d6, 300MHz): delta 7.12 (s, 1H), 6.32 (s, 1H), 6.12 (s, 1H), 5.31 (d, 1H, J=3.6Hz), 5.12 (s, 1H), 4.54 (d, 1H, J=7.5Hz), 4.35-4.41 (m, 1H), 4.07 (d, 1H, J=7.2Hz), 3.55-3.59 (m, 1H), 2.81-2.88 (m, 1H), 2.57-2.64 (m, 1H), 2.32 (d, 1H, J=12.6Hz), 2.18 (s, 6H), 2.11-2.12 (m, 1H), 1.83-1.94 (m, 1H), 1.71-1.77 (m, 1H), 1.11 (d, 3H, J=6.9Hz), 1.04 (m, 9H). 13C NMR (DMSO-d6, 300MHz): delta 176.44, 173.02, 170.18, 109.59, 98.40, 92.78, 82.00, 78.62, 74.36, 74.00, 72.19, 67.52, 64.11, 57.44, 48.64, 43.71, 41.62, 40.09, 39.81, 39.53, 39.25, 38.98, 36.57, 31.75, 28.58. HRMS calcd. for C24H33NO10 496.2177 [M+H], found 496.2196.

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; Qin, Yin-Lin; He, Wei; Su, Mei; Fang, Zheng; Ouyang, Ping-Kai; Guo, Kai; Chinese Chemical Letters; vol. 27; 10; (2016); p. 1644 – 1648;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4584-46-7, The chemical industry reduces the impact on the environment during synthesis 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, I believe this compound will play a more active role in future production and life.

Solution of 2-(dimethylamino)ethyl chloride in heptane. To 2-(dimethylamino)ethyl chloride hydrochloride (10 g, 100 mmol) was added water (12 mL) and heptane (10 g). The mixture was stirred, and the pH of the aqueous phase was cautiously adjusted to pH 10 using a concentrated solution of sodium hydroxide, and the mixture was stirred for 45 min. The organic phase was separated, and the aqueous phase was extracted with further heptane (2.5 g). The combined organic phases were washed with water (5 mL) and then dried over anhydrous potassium carbonate for 15 min before filtering. This solution was used directly in the following step. Analysis by MR indicated that the concentration of 2- (dimethylamino)ethyl chloride was approximately 25 % w/w in heptane.

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-Chloro-N,N-dimethylethanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; BØGESØ, Klaus, Peter; JUHL, Karsten; ZHONG, Huailing; LØLAND, Claus, Juul; WO2013/110313; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H11Cl2N

To a stirred solution of 2-chloro-N,N- dimethylethan-1 -amine hydrochloride (2.00 g, 13.8 mmol) in DMF (20.0 ml_), at r.t under N2atmosphere, was added sodium azide (2.71 g, 41.7 mmol) portion wise over a period of 5 min. After complete addition the reaction mixture was heated at 60 C for 6 h. The reaction mixture was cooled to r. t and the contents were slowly poured onto water (50 ml.) and extracted with MTBE (2 x 100 ml_). The combined organic extracts were washed with brine (100 ml_), dried over anhydrous Na2S04, filtered and concentrated under vacuum to obtain 2-azido-N, N- dimethylethan-1 -amine.

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; THE SCRIPPS RESEARCH INSTITUTE; EXPANSION THERAPEUTICS, INC.; DISNEY, Matthew; BLIZZARD, Timothy, Allen; RZUCZEK, Suzanne; NDUNGU, John; VACCA, Joseph; JENNINGS, Andy; PUSHECHNIKOV, Alexei; (333 pag.)WO2019/99777; (2019); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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. Recommanded Product: 2-Chloro-N,N-dimethylethanamine hydrochloride

The title compound was obtained as a colorless oil in 49 % yield by following the general procedure B. UV (EtOH) mm: 219 and 276 nm. IR (nujol): 2945, 2822, 2727, 1685, 1597, 1510, 1466, 131 1,1258, 1216 1 160, 1030 and 834 cm ‘. NMR (300 MHz, CDCI3): delta 2.37 (6H, s, 2 x NC¾), 2.81(2H, t, J = 5.1Hz, -NCH2), 4. 1 1 (2H, t, J = 5.4 Hz, OCH2), 6.99 (2H, d, J = 8.1 Hz, 2 x Ar-H), 7.81 (2H, d, J = 7.8 Hz, 2 x Ar-H), 9.85 (1H, s, CHO). 13C NMR (75.5 MHz, CDC13): delta 45.68 (2 x NC¾), 57.90 (NCH2), 66.08 (OCH2), 1 14.82 (C-2 & C-6), 130.04(C-1), 13 1.92 (C-3 & C-5), 163.72 (C-4), 190.75 (C=0). HRMS m/z calculated for C?H,5N02 [M+H]+ 194.1 176, observed [M+Hf 194. 1 168. In a dried single-neck round bottom flask, 4-hydroxylbenzaldehyde (40 mmol), potassium carbonate (122 mmol) and dry acetone (160 ml) were taken and the contents refluxed for 2 h. The reaction mixture was brought to room temperature and catalytic amount of potassium iodide was added, followed by the gradual addition of the appropriate dialkylaminoethyl chloride hydrochloride (45 mmol) dissolved in dry acetone (50 ml) through a pressure-equalizing addition funnel and the reaction mixture was allowed to reflux again. The contents were regularly monitored for reaction progress by TLC using 10 % methanol/dichloromethane as the solvent system. The reaction was generally complete in 10-13 h. At this point, reaction mixture was filtered under suction and the solid inorganic salts were washed with acetone (3 x 60 ml). The solvent was evaporated under reduced pressure and the residue was purified by column chromatography over silica gel (6-8 % methanol in dichloromethane, v/v as eluent) to afford the six pure 4-dialkylaminoethoxybenzaldehydes as colorless oils in 49-92 % yields. The structures of these products were unambiguously established from the analysis of their spectral data (IR, NMR, l3C NMR and mass spectra).

The synthetic route of 2-Chloro-N,N-dimethylethanamine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DALHOUSIE UNIVERSITY; JHA, Amitabh; WO2012/79154; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4584-46-7,Some common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, molecular formula is C4H11Cl2N, 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.

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (2 g, 10.31 mmol), cesium carbonate (6.72 g, 20.61 mmol) and 2-chloro-N,N-dimethylethanamine hydrochloride (2.227 g, 15.46 mmol) were suspended in acetonitrile (30 mL) and the mixture was heated at reflux for 5 h, then cooled to room temperature, diluted with Et2O and filtered. The filtrate was concentrated in vacuo to give N,N-dimethyl-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]ethanamine dimethyl{2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]ethyl}amine (2.61 g, 9.84 mmol, 95% yield) as an amber oil which was used in the next step without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-N,N-dimethylethanamine hydrochloride, its application will become more common.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4584-46-7, These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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.

2-Dimethylaminoethyl chloride hydrochloride (0.97 g, 6.70 mmol) was added to a mixture of 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrazole (1 .00 g, 5.15 mmol) and caesiumcarbonate (5.54 g, 17.01 mmol) in dry N,N-dimethylformamide (20 mL) at 0C. After stirring for30 mm the ice-water bath was removed. The reaction mixture was stirred at room temperaturefor three days. The reaction mixture was diluted with ethyl acetate (150 mL) and washed with brine (3×100 mL). The organic layer was dried with sodium sulfate and concentrated in vacuo to afford 1 .00 g (3.41 mmol; 66% of theory) of the title compound.GO-MS (Method L9): R1 = 4.48 mm; (no mass detected)1 H NMR (300 MHz, Chloroform-d, Method M2) 6 7.78 (s, 1 H), 7.74 (s, 1 H), 4.23 (t, J = 6.8 Hz,2H), 2.76 (t, J = 6.8 Hz, 2H), 2.26 (s, 6H), 1.31 (s, 12H).

The synthetic route of 4584-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER ANIMAL HEALTH GMBH; KOeHLER, Adeline; WELZ, Claudia; BOeRNGEN, Kirsten; KULKE, Daniel; ILG, Thomas; KOeBBERLING, Johannes; HUeBSCH, Walter; SCHWARZ, Hans-Georg; GOeRGENS, Ulrich; EBBINGHAUS-KINTSCHER, Ulrich; HINK, Maike; NENNSTIEL, Dirk; RAMING, Klaus; ADAMCZEWSKI, Martin; BOeHM, Claudia; (269 pag.)WO2017/178416; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 4584-46-7 as follows. Application In Synthesis of 2-Chloro-N,N-dimethylethanamine hydrochloride

Caesium carbonate (3.0 Eq), sodium iodide (0.14 Eq) and 2-chloro-N,N- dimethylethylamine hydrochloride (1.5 Eq) are added to a suspension of p-bromo-phenol (1.0 Eq) in butanone (50 mL). The suspension is kept under reflux for four hours, after which the solid is filtered through a Hirsch funnel and washed with acetone, and the solvent is evaporated at low pressure. The crude product (yellow oil) is purified by silica-gel chromatography (eluent: dichloromethane-methanol; 95:5) to obtain the desired product (2-p-bromophenoxyethyl-N,N-dimethylamine) as a colourless oil (yield 70%).

According to the analysis of related databases, 4584-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITA’ DEGLI STUDI DI MILANO; FUMAGALLI, Laura; PICOZZI, Claudia; REGAZZONI, Luca; CARINI, Marina; ALDINI, Giancarlo; VISTOLI, Giulio; (26 pag.)WO2019/53626; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4584-46-7,Some common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, molecular formula is C4H11Cl2N, 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 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 /-/-pyrazole (100 mg, 0.515 mmol), 2-chloro-A/,A/-dimethylethanamine hydrochloride (82 mg, 0.567 mmol), and Cs2C03 (504 mg, 1.546 mmol) in acetonitrile (2 ml_) was heated at 90 C for 3 d. After cooling to RT, the reaction mixture was partitioned between DCM and water. The aqueous layer was extracted with DCM and the combined extracts were washed (water), dried (MgS04), and concentrated in vacuo to give the title compound (76 mg, 56%) as a colourless oil. LCMS (Method B): RT = 0.61 min, m/z = 266 [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 2-Chloro-N,N-dimethylethanamine hydrochloride, its application will become more common.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin; HARRISON, Tim; HEWITT, Peter; ROUNTREE, Shane; HUGUES, Miel; BURKAMP, Frank; JORDAN, Linda; HELM, Matthew; BROCCATELLI, Fabio; CRAWFORD, James John; GAZZARD, Lewis; WERTZ, Ingrid; LEE, Wendy; (304 pag.)WO2018/73602; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Chloro-N,N-dimethylethanamine hydrochloride

l-(3′-Hydroxybenzenesulfonyl) indole (0.602 mmol, 0.163 grams) (obtained from preparation 1) was taken in 50 mL two neck round bottom flask and added tetrahydrofuran (7 mL). To the aboe mixture potassium carbonate (1.24 mmol, 0.171 grams) was added and stirred for a period of 15 – 20 minutes. The free base generated from 2-dimethylaminoethyl chloride hydrochloride (2.48 minol, 0.358 grams), by dissolving it in a solution of 3 mL 40 % aqueous sodium hydroxide, diluted with 5 mL water and extracting free base with toluene (3 mL) was directly charged to reaction mixture. Reaction mixture was kept on reflux temperature and the progress was monitored. After completion of reaction, the reaction mass was cooled to room temperature, poured onto 25 mL of water and extracted the product with ethyl acetate (10 mL x 4). Combined organic extracts were dried over sodium sulfate and the volatiles were removed under the reduced pressure to obtain 0.214 grams crude compound. The compound was purified by column chromatography using silica gel (100-200 mesh), the eluents being ethyl acetate and n-hexane (2:3) to obtain pure compound.IR (cm 1): 2947, 1373, 1 170;1H-NMR (ppm): 2.32 (6H, s), 2.70 – 2 .73 (2H, t, J = 5.57 Hz), 4.00 – 4.03 (2H, t, J = 5.58 Hz), 6.66 – 6.67 (IH, d, J = 3.33 Hz), 7.04 – 7.07 (IH, m); 7.20 – 7.24 (IH, m), 7.28 – 7.33 (2H, m),7.37 – 7.38 (I H, r), 7.43 – 7.48 (IH, m), 7.52 – 7.54 (IH, d, J = 7.94 Hz)5 7.54 – 7.55 (I H, d, J= 3.76 Hz), 7.97 – 7.99 (1 H, d, J = 8.29 Hz);Mass (m/z): 345 (M+H)

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; SUVEN LIFE SCIENCES LIMITED; WO2008/136017; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, belongs to chlorides-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 4584-46-7, Safety of 2-Chloro-N,N-dimethylethanamine hydrochloride

N,N-Dimethyl-2-(5-nitroindolin-1-yl)ethanamine (2) A solution of compound 1 (500 mg, 3.05 mmol) in DMF (10 mL) was treated with NaH (390 mg, 9.75 mmol, 60% wt in mineral oil) at 0 C. resulting in an orange mixture. It was then treated with 2-chloro-N,N-dimethylethanamine hydrochloride (877 mg, 6.09 mmol) resulting in a dark red mixture. The reaction was heated to 90 C. and stirred for 1.5 hours. After allowing the reaction to cool to room temperature, water (80 mL) was added, and the reaction was extracted into ethyl acetate (3*25 mL). The combined organic layers were washed with water (2*15 mL) and then with brine (10 mL), dried (Na2SO4), filtered, and concentrated. The residue was subjected to flash chromatography on silica gel:CH2Cl2 and then 2.5% 2M NH3 in methanol: 97.5% CH2Cl2 to give a brownish/red solid (400 mg, 56% yield). 1H-NMR (DMSO-d6) delta 7.96 (dd, J=2.1, 8.7 Hz, 1H), 7.79 (d, J=2.1 Hz, 1H), 6.49 (d, J=9.0 Hz, 1H), 3.72 (t, J=8.7 Hz, 2H), 3.39 (t, J=6.6 Hz, 2H), 3.04 (t, J=8.7 Hz, 2H), 2.44 (t, J=6.3, 2H), 2.18 (s, 6H).

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; MADDAFORD, Shawn; RAMNAUTH, Jailall; RAKHIT, Suman; PATMAN, Joanne; ANNEDI, Subhash C.; ANDREWS, John; DOVE, Peter; SILVERMAN, Sarah; Renton, Paul; US2008/234237; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics