Month: May 2021

Synthetic Route 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.

3-Chloropropylamine hydrochloride (1.85g, 14.2mmol) is suspended in toluene (20mL). 1.0mL of 37w% formaldehyde solution (13.4mmol) is added, then once the solids have dissolved KOH (930mg, 14.1mmol based on 85% purity) is also added. The mixture is stirred for 5h. The clear toluene phase is taken from the white paste and filtered through MgSO4. The solids are extracted with a further 1mL of toluene. The combined solutions are pumped down and the residue is dried under high vacuum for 1hr to leave a colourless oil (1.298g, 4.1mmol, 93%) which turns cloudy within a few hours. 1H NMR (m-PhF set to 7.072): delta=3.39 (6H, t, J=6.4, -CH2Cl), 3.12 (6H, s, NCH2N), 2.38 (6H, t, J=6.6, TACCH2-), 1.64 (6H, quintet, J=6.5, -CH2CH2Cl). 13C NMR – 1H-coupled, (m-PhF set to 130.476): delta=74.6 (t of quintets, J=143/4.6, NCH2N), 49.6 (t, J=133, TAC-CH2-), 43.3 (t of quintets, J=151/4.2, -CH2Cl), 31.1 (t of t, J=128/2.8, -CH2CH2Cl).

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:
Article; Koehn, Randolf D.; Coxon, Alexander G.N.; Hawkins, Christopher R.; Smith, David; Mihan, Shahram; Schuhen, Katrin; Schiendorfer, Michael; Kociok-Koehn, Gabriele; Polyhedron; vol. 84; (2014); p. 3 – 13;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 918538-05-3,Some common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, molecular formula is C6H3Cl2N3, 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.

191A. 2-Chloro-N-(5-cyclobutyl-1H-pyrazol-3-yl)pyrrolo[1,2-f][1,2,4]triazin-4-amine 5-Cyclobutyl-1H-pyrazol-3-amine (see J. Med. Chem., 2001, 44(26), 4628-4660) (89 mg, 0.65 mmol) is dissolved in isopropyl alcohol (2-3 mL), N,N-diisopropylethylamine (174 muL, 1.0 mmol) is then added, followed by the compound from 1B (85 mg, 0.45 mmol). The reaction mixture is then stirred at RT for 22 h and the solid precipitate is collected by filtration, washed with a few mL of cold isopropyl alcohol, and dried in vacuo to give 106 mg (81.5%) of the title compound as a solid: MS: 289, 291 (M+H)+, LC/MS ret. t=2.02 min.; HPLC (Method D) ret. time 15.35 min.

The synthetic route of 918538-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/9497; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 67279-24-7, name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 67279-24-7

To a solution of 1,4-dichloro-5,6,7,8-tetrahydro-phthalazine (compound 41, 0.50 g, 2.46 mmol) in THF (5 mL) are added 4-fluoro-benzyl zincchloride (0.5M in THF) (6.40 mL, 3.20 mmol) and palladium tetrakis triphenylphosphine (0.36 g, 0.31 mmol). The mixture is degassed and stirred at 50 C. overnight. Then the reaction mixture is cooled down to room temperature, sat. NaHCO3 and water are added and the mixture is extracted with EtOAc. The combined organic layers are washed with brine, dried over Na2SO4, filtered and concentrated down. The crude product is purified by chromatography (EtOAc/heptane: 10% 40%) to give 1-chloro-4-(4-fluoro-benzyl)-5,6,7,8-tetrahydro-phthalazine (46) (0.51 g, 30%).MS (m/z, MH+) meas. 277.11.

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 67279-24-7.

Reference:
Patent; Novartis AG; US2010/41663; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 106131-61-7,Some common heterocyclic compound, 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, molecular formula is C2Cl2N4, 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.

1,2,4-Triazole (3:5 g 50 mmol) was dissolved in 200 mL acetone, and 20 mL (12 mmol) of a 0:6M solution of 3,6-dichloro-tetrazine in acetonitrile was added. The solution was refluxed for 20 h. After cooling the resulting precipitate was washed with water and acetone. 2:1 g (9:9 mmol,83%) of (7) was isolated as an orange powder. – Elemental analysis (C6H4N10, 212.21) exp. (calcd.) in %: C33.43 (33.34), N 64.33 (64.80), H 1.87 (1.87). – DSC(5 C min1): Tdec:: 245 C (onset). – 1H NMR ([D6]DMSO,25 C, ppm): d =8.34 (s, 1H, C-H), 9.46 (s, 1H, C-H). -13C NMR ([D6]DMSO, 25 C, ppm): d =144.9 (1C), 147.2(1C), 154.2 (1C). – MS ((+)-DEI): m=z=216 [M]+ (50), 94(100), 67 (92). – Raman: n (cm-1)= 3139 (8), 3124 (12),1912 (2), 1557 (2), 1511 (63), 1483 (100), 1426 (4), 1379(21), 1336 (2), 1293 (2), 1264 (12), 1135 (19), 980 (43), 947(5), 813 (20), 662 (2). – IR (25 C, ATR): n (cm-1) = 3135(w), 3120 (w), 1813 (vw), 1755 (vw), 1551 (vw), 1514 (s),1480 (vs), 1384 (m), 1365 (m), 1337 (w), 1293 (vs), 1266 (m), 1196 (s), 1170 (vw), 1155 (s), 1116 (s), 1112 (s), 1054(s), 976 (vs), 953 (m), 939 (m), 910 (m), 880 (m), 672 (vs).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,6-Dichloro-1,2,4,5-tetrazine, its application will become more common.

Reference:
Article; Klapoetke, Thomas M.; Preimesser, Andreas; Stierstorfer, Joerg; Zeitschrift fur Naturforschung, B: Chemical Sciences; vol. 68; 12; (2013); p. 1310 – 1320;,
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 75717-77-0 as follows. Product Details of 75717-77-0

General procedure: A solution of 3-azido-1-tert-butyl-3-nitro-azetidine 5 (995 mg, 5 mmol) and substituted acetylene (c-k) (5.25 mmol.) in THF (40 ml) was treated at room temperature by adding a solution of ascorbic acid (440 mg, 2.5 mmol) in water (20 ml), followed by a solution of CuSO4¡¤5H2O (188 mg, 0.75 mmol) in water (10 ml). The reaction mixture was stirred for 2-6 h at room temperature. After the reaction was complete according to TLC, the mixture was diluted with water (20 ml) and extracted with CH2Cl2 (4¡Á20 ml). The organic layer was dried over Na2SO4, the solvent was removed at reduced pressure, and the residue was purified by flash chromatography (EtOAc/n-hexane, 2:3) to give the desired products 6c-k as colorless solids.

According to the analysis of related databases, 75717-77-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dubovis, Mikhail V.; Rudakov, Gennady F.; Kulagin, Alexander S.; Tsarkova, Kseniya V.; Popkov, Sergey V.; Goloveshkin, Alexander S.; Cherkaev, Georgiy V.; Tetrahedron; vol. 74; 6; (2018); p. 672 – 683;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 31604-30-5,Some common heterocyclic compound, 31604-30-5, name is 1,2,4,5-Tetrabromo-3,6-dichlorobenzene, molecular formula is C6H7N5O, 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.

In an argon flushed Schlenk flask a mixture of magnesium turnings (3.6 g, 150 mmol), 1,2 dibromoethane (0.2 mL) and 10 mL of dry THF was stirred at 45-50 C for a few minutes. After the reaction ceasing, the solution was removed via cannulation and dry THF (100 mL) was added. Then, a solution of 1-bromo-4-(3,7-dimethyloctyl)benzene (22 g, 100 mmol) was slowly added at room temperature and the reaction mixture was stirred for 24 h at 80 C. The gray solution of 4-(3,7-dimethyloctyl)phenyl magnesium bromide was then transformed into a suspension of 1,4-dichloro-2,3,5,6-tetrabromobenzene (4.6 g, 10 mmol) in 20 mL of dry THF under argon and the resulting mixture was stirred at 80 C for 24 h. I2 (25 g, 100 mmol) was mixed directly to the reaction mixture at 0 C and the reaction was stirred at 80 C under argon for 4 h. The reaction was quenched with water and the resulting mixture was extracted with CHCl3 (100 mL ¡Á 3). The combined organic layers were washed with 2 M aqueous NaHSO3 solution (200 mL ¡Á 2) and brine (50 mL), dried with MgSO4 and concentrated in vacuum. The residue was purified with chromatography (Silica gel, CH3(CH2)4CH3/CH2Cl2 = 20/1) to give 7.7 g of compound I as a thick oil. The yield is 65%.

The synthetic route of 31604-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Patil, Siddappa A.; Uthaisar, Chananate; Barone, Veronica; Fahlman, Bradley D.; Journal of Molecular Structure; vol. 1032; (2013); p. 41 – 47;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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 89794-02-5, Recommanded Product: 4-Bromo-2-chlorotoluene

Example 3 bis(3-chloro-4-methylphenyl)borate After ignition drying of magnesium piece (0.97g) in vacuo and purging with argon, anhydrous THF (40ml) and 1,2-dibromoethane (a few drops) were added.. Solution of 3-chloro-4-methylphenyl bromide (6.2g) in THF (20ml) was delivered by drops to the mixture over one hour at room temperature and the reaction mixture was heated to reflux for 30 minutes.. The reaction mixture was cooled to room temperature and added slowly to solution of trimethyl borate (1.36ml) in THF (20ml) cooled to -78C and the mixture was left standing to be warmed to room temperature. 1N hydrochloric acid (100ml) was added to the reaction mixture and the water layer was extracted with ethyl acetate.. The organic layer was dried with anhydrous sodium sulfate and concentrated.. The residue was purified by column chromatography (ethyl acetate: hexane = 1: 1), and the obtained solid was recrystallized to obtain the title compound (2.89g) having the following physical data. TLC: Rf 0.38 (ethyl acetate: hexane = 1:1); NMR (200 MHz, CDCl3): delta 7.72 (2H, s), 7.53 (2H, d, J = 7 Hz), 7.29 (2H, d, J = 7 Hz), 5.7-6.0 (1H, br), 2.45 (6H, s).

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

Reference:
Patent; Mikoshiba, Katsuhiko; EP1444981; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 4535-90-4

A mixture of 2-t-butylaniline (5.4 g) andmethylchlorethylamine hydrochloride (7 g) and K2C03 (5 g) inNal (2 g) in diglyme (150 m) was heated at 170 2C for 8 h.The reaction was filtered and the filtrate was evaporatedunder high vacuum. The residue was mixed with EtOAc (200 ml)and H20 (200 ml) and extracted with EtOAc twice. Thecombined organic layer was washed with brine and dried overNa2S04 and evaporated to give crude 1-[2-(tert-butylphenyl]-4-methylpiperazine. The crude 1-[2-(tert-butylphenyl]-4-methylpiperazine (260 mg) was stirred with H2S04 (3 ml) atOaC and HN03 (1.2 ml, 70%) was slowly added to the reaction.The reaction was warmed to RT, stirred for 30 min, poured onice and basified with K2C03 slowly. The solution wasextracted with EtOAc three times, washed with H20, followedby brine, dried over Na2S04 and evaporated under reducedpressure. The residue was purified by column chromatographyto give 1-[2-(tert-butyl)-5-nitrophenyl]-4-methylpiperazine(260 mg) , which was hydrogenated under H2 atmosphere to give1-[2-(tert-butyl)-5-aminophenyl]-4-methylpiperazine.

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 4535-90-4.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); 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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-2-chlorotoluene

4-Bromo-2-chloro-l-methylbenzene (CAS 89794-02-5, 30 g, 0.15 mol) and N-bromosuccinirnide (26 g, 0.15 mol) were mixed in CCl4 (300 mL). Azobis(2- methylpropionitrile) (-0.3 g) was added in portions under vigorous stirring and refluxing. The mixture was refluxed for 30 min and cooled. The precipitate was filtered off and discarded. The filtrate was evaporated. The residue was distilled at 1 mmHg, bp 75 0C to give the title compound (28 g, 65%). 1H nuMR data (CDCl3): delta 7.57 (d, J=I .9 Hz, IH ArH), 7.39 (dd, IH, Ji=I.9 Hz, J2=S-I Hz, ArH), 7.31 (d, IH, J=I .9 Hz, ArH), 4.53 (s, 2H, ArCH2).

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; PFIZER PRODUCTS INC.; WO2007/49123; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 823-57-4,Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

Compound 16-3 (0417) A solution of 16-2 (3.778 g, 18.43 mmol), Bis(pinacolato)diboron (8.5 g, 33.17 mol), KOAc (3.2 g, 36.86 mmol) and Pd(dppf)2Cl2DCM (500 mg, 0.92 mmol) in DMSO (50 mL) was stirred at 85¡ã C. for 2.5 h. TLC showed that the reaction was complete. Water (60 mL) was added and the mixture was extracted with ethyl acetate (60 mL¡Á3). The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by silica gel column (PE:EA=10:1) to afford 16-3 as a yellow solid (5.0 g, yield 100percent).

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics