Category: 6276-54-6

Electric Literature of 6276-54-6, The chemical industry reduces the impact on the environment during synthesis 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, I believe this compound will play a more active role in future production and life.

Example IVa-1; 3-Chloro-N-[(6-chloropyridin-3-yl)methyl]propan-1-amine (R’CH2CH2CH2-Cl, A=6-chloropyrid-3-yl) (cf. B. Latli et al. J. Med. Chem. 1999, 42, 2227-2234); 16.20 g (100 mmol) of 2-chloro-5-(chloromethyl)pyridine, 16.90 g (130 mmol) of 3-chloropropan-1-amine hydrochloride and 36.24 ml (260 mmol) of triethylamine in 200 ml acetonitrile stirred at 60 C. for 20 hours. After addition of 30.67 g (230 mmol) of 30 percent strength aqueous sodium hydroxide solution, the reaction mixture is concentrated under reduced pressure and the residue is extracted with chloroform. Concentration of the extract under reduced pressure gives 19.03 g (87% of theory) of 3-chloro-N-[(6-chloropyridin-3-yl)methyl]propan-1-amine which can be used without further purification for the next reaction (cf. Ex. II-2).1H-NMR (CD3CN): delta [ppm]=1.85-2.05 (m, 2H), 2.69 (t, 2H), 3.65 (t, 2H), 3.75 (s, 2H), 7.32 (d, 1H), 7.71 (dd, 1H), 8.30 (d, 1H).

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, 3-Chloropropan-1-amine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience AG; US2009/181947; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6276-54-6, These common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine 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.

3-chloropropylamine-HCL (5 g, 38.46 mmole, 1.0 equiv) was dissolved in 20 mL dry DCM under inert atmosphere. DIPEA (5.47g , 42.31 mmole, 1.1 equiv) was added via syringe at room temperature to the stirring mixture. When the solution was clear and all reagents solubilized, the reaction mixture was cooled to 00C. Under inert atmosphere, boc-anhydride (8.4 g, 38.49 mmole, 1.1 equiv) was dissolved in 5 mL dry DCM. This solution was added slowly to the stirring solution of 3-chloropropylamine-HCL at 00C. After addition, the solution was allowed to warm up to R.T. and mix for 5 hrs while monitoring for completion by TLC and LC/MS. Upon completion, 25 mL of H2O was added to the reaction at ambient atmosphere while mixing. The mixture was then diluted, transferred to a seperatory funnel, and the water layer extracted into DCM (3 x 20 mL). The organic layer was dried over Na2SO4, filtered, and evaporated to dryness to afford a crude powder. The product was purified by Hex: EtOAc silica chromatography using a CombiFlash purification system. Product eluted at 2 : 1 Hex: EtOAc and collected fractions were evaporated to dryness to afford S1-1 as a white powder (MW: 193.67 g/mol, 6.08 g, 82% yield).1H NMR (400 MHz, CDCl3): 3.58 (t, J = 6.4 Hz, 2H), 3.27 (m, 2H), 1.96 (m, 2H), 1.43 (s, 9H).

Statistics shows that 3-Chloropropan-1-amine hydrochloride is playing an increasingly important role. we look forward to future research findings about 6276-54-6.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SHOKAT, Kevan, M.; GENTILE, Daniel; MOSS, Steven; (380 pag.)WO2018/112420; (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. 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, A new synthetic method of this compound is introduced below., Safety of 3-Chloropropan-1-amine hydrochloride

To a solution of phenol D4 (60.0 mg, 0.17 mmol, 1.0equiv) in dry CH3CN (4 mL) was added tetrabutylammonium hydrogen sulfate (16.0 mg, 0.05allowed to stir at room temperature for 30 minutes, at which point 4-(2-chloroethyl)morpholine hydrochloride (63.0 mg, 0.34 mmol, 2.0 equiv) was added to the solution. The mixture was then placed in an oil bath that had been preheated to 55 C, and was allowed to stir at this temperaturefor 14 hours. Following determination of reaction completion by TLC and LCMS analysis, the solution was then removed from the oil bath and allowed to cool to room temperature. Upon cooling, the mixture was diluted with EtOAc (20 mL) prior to the addition of H20 (10 mL), which served to dissolve all of the inorganic solids present. Following separation of the layers, the aqueous layer was extracted with EtOAc (20 mL). The organic layer was then washed withbrine (10 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure.The residue was then purified through flash column chromatography (12 g silica gel cartridge, 0- 50% EtOAc/Hexanes, followed by 0-20% MeOHICH2C12, and desired product eluted during 2%MeOH, to yield the desired product (48.0 mg, 61%) as a light yellow oil. Additionally, at thispoint, the compound appeared to exist as a single diastereomer based on the obtained NIVIR data.?H NMR (400 MHz, CHLOROFORM-d) 7.18 -7.24 (m, 1H), 6.72-6.83 (m, 3H), 4.09-4.14 (m, 2H), 3.71 -3.79 (m, 4H), 2.73 -2.85 (m, 3H), 2.56 -2.65 (m, 4H), 1.89-2.15 (m, 9H), 1.78- 1.87 (m, 5H), 1.65 – 1.75 (m, 6H), 1.56 – 1.65 (m, 1H), 1.32 – 1.44 (m, 1H); ?3C NIVIR (100 IVIFIz, CHLOROFORM-d) 158.8, 147.4, 129.5, 119.4, 113.4, 112.1, 111.4, 109.0, 73.2, 66.9, 65.6, 57.7, 54.1, 42.1, 42.0, 41.3, 36.8, 36.5, 35.8, 34.9, 34.8, 34.3, 32.7, 31.0, 26.9, 26.5, 25.9,23.6; MS (ESI) calculated for C28H40N05 [M + H] m/z 470.29, found 470.22

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 REGENTS OF THE UNIVERSITY OF CALIFORNIA; TALUKDER, Poulami; RENSLO, Adam, Robert; BLANK, Brian, Richard; MUIR, Ryan, Keith; EVANS, Michael, John; (270 pag.)WO2019/5977; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6276-54-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6276-54-6 name is 3-Chloropropan-1-amine hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

di-tert-butyl dicarbonate(10.89 g, 50mmol)was dissolved in 50 ml THF. The solutionwas cooledto 0 C. 3-Chloropropan-1-amine hydrochloride (6.46 g, 69 mmol) wasdissolved in 20 ml of 1 M NaOH solution and added using a droppingfunnel, and the solution was stirred overnight. 150 ml of ethyl acetatewere added and extraction was performed. The organic phase waswashed three times with water and once with brine, and then driedover magnesium sulfate. The solvent was removed and a viscous oilwas produced, which was dried under vacuum (7.27 g, 68%). 1H NMR(400 MHz, CDCl3) delta (ppm): 4.80 (bs, NH), 3.53 (t, J = 6.4 Hz, 2H),3.22 (q, J = 6.4 Hz, 2H), 1.91 (quin, J = 6.4 Hz, 2H),1.42 (s, 9 H). 13CNMR (100 MHz, CDCl3, delta, ppm): 156, 79, 42, 37, 32, 28.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloropropan-1-amine hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Weiss, Ester; Gertopski, Diana; Gupta, Maneesh Kumar; Abu-Reziq, Raed; Reactive and functional polymers; vol. 96; (2015); p. 32 – 38;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics