Chlorides-buliding-blocks

Application of 622-86-6, These common heterocyclic compound, 622-86-6, name is (2-Chloroethoxy)benzene, 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.

EXAMPLE 3 Preparation of N-n-propyl-N-2-phenoxyethyl amine Into a 1-liter glass reactor, which can withstand a pressure of 6 atmospheres, fitted with a stirrer, heat-ing mantle and a pressure gauge, were added 100 g 2-phenoxy ethyl chloride, 150 g propyl amine, 130 ml ethanol and 100 ml water. The reaction was heated to 100 C. for 5 hours, during which time the pressure increased to 2.2 atmospheres. Afterwards the mixture was cooled to 50 C. to lower the pressure, the propyl amine was distilled off, about 200 ml of 20% aqueous HCl was added and the white hydrochloride precipitated out. This afforded 133 g having a purity of 95% in a yield of 93%.

Statistics shows that (2-Chloroethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 622-86-6.

Reference:
Patent; Makhteshim Chemical Works Ltd.; US5093526; (1992); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2106-04-9, A common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, 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.

Example 3 Step 1. A round bottom flask was charged with 1 eq of 3-chloro-2-fluoroaniline (3A), 1- methyl-2-pyrrolidinone (about 1.5 M 3 A in NMP), 2.2 eq of sodium cyanide, and 1.35 eq of nickel(II) bromide at RT under N2. The concentration was halved by the introduction of additional NMP under N2 and the solution was gently warmed to 200+/- 5C and stirred for 4 days under N2. The reaction mixture was allowed to cool to room temperature. The reaction mixture was diluted with 30 volumes of tert-butyl methyl ether (MTBE) and filtered through celite. The celite pad was then rinsed with 10 volumes of MTBE. The organics were washed with 40 volumes of brine, 2 x 40 volumes of water and 40 volumes of brine. The combined organics were dried over sodium sulfate and concentrated to afford a brown solid, which was dried under vacuum (-30 in Hg) at 400C for 8 hours to afford the compound of Formula 3B (71 % yield).

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; CYTOKINETICS, INC.; WO2007/78839; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 10061-02-6, 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. 10061-02-6, name is trans-1,3-Dichloropropene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1.22 g (0.011 mol) of (E)-1,3-dichloropropene 6, 2.07 g(0.015 mol) of K2CO3, 50 mL of anhydrous acetonitrile, and 2.88 g (0.01 mol) of 1-[bis(4-fluorophenyl)-methyl]piperazine 5 was stirred for 0.5 h at room temperature, and then for 4 h under reflux until amine 5 was completely consumed (monitoring with GLC). After cooling, the solution was filtered, and the precipitate was washed with ethyl acetate. The combined organic layers were concentrated, and the residue was purified by column chromatography (hexane-ethylacetate, 9 : 1 ? 2 : 1). Yield 3.31 g (91%), colorless crystals, mp 89C. IR spectrum, nu, cm-1: 1609, 1506,1453, 1288, 1226, 1153, 1137, 1008, 828. 1 NMRspectrum, delta, ppm: 2.43 br.s (4H, CH2N), 2.51 br.s (4H,CH2N), 3.04 d (2H, CH2CH=, J = 7.0 Hz), 4.23 s (1H,HAr2), 5.98 d.t (1H, CH2CH=, Jtrans = 13.2, 7.0 Hz),6.15 d (1H, ClCH=, Jtrans = 13.2 Hz), 6.96 t (4H, CHAr,J = 8.5 Hz), 7.28-7.38 m (4H, CHAr). 13 NMR spectrum,delta, ppm: 51.51 (2CH2N), 52.97 (2CH2N), 58.10(C1), 74.33 (HAr2), 115.13 d (4CHAr, 2JCF = 20 Hz),120.59 (C3), 129.20 d (4CHAr, 3JCF = 6.8 Hz), 129.96(C2), 138.11 (2CAr), 161.78 d (2CFAr, 1JCF = 244.2 Hz).Mass spectrum, m/z (Irel, %): 362 (0.8) [M]+, 203 (41),201 (19), 183 (30), 161 (31), 159 (100), 132 (13), 123(32), 75 (34), 56 (15), 42 (22). Mass spectrum(HRMS), m/z: 362.1348 [M]+ (calculated forC20H21ClF2N2: 362.1361).

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, trans-1,3-Dichloropropene, other downstream synthetic routes, hurry up and to see.

Reference:
Letter; Shakhmaev; Sunagatullina, A. Sh.; Zorin; Russian Journal of General Chemistry; vol. 86; 8; (2016); p. 1969 – 1972; Zh. Obshch. Khim.; vol. 86; 8; (2016); p. 1395 – 1398,4;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 210532-25-5, 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 7 (R)-N-(1-Benzyl-6-bromo-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-3,5-difluorobenzenesulfonamide To a solution of 6C (0.068 mmol) in CH2Cl2(11 mL) under argon was added triethylamine (36 mg, 0.36 mmol), followed by 3,5-difluorobenzenesulfonyl chloride (24 mg, 0.113 mmol). After stirring at RT for 4 h, the reaction mixture was loaded directly onto silica gel and chromatographed by elution with 100% CH2Cl2. The title compound (32 mg) was obtained as a white solid. Stereochemical assignment was proven by x-ray crystal structure. HPLC/MS retention time=4.0 min (Phenomenex Luna 5 micron C18 4.6 mm*50 mm column eluted with a 0% to 100% B solvent gradient over 4 min; solvent A=90% H2O, 10% MeOH, 10 mM NH4OAc and solvent B=10% H2O, 90% MeOH, 10 mM NH4OAc; flow rate=4.0 mL/min; UV detection at 220 nm); m/z=507 and 509 [M+H]+, 505 and 507 [M-H]-.

The synthetic route of 3,5-Difluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sher, Philip M.; Sun, Chongqing; Sulsky, Richard B.; Wu, Gang; Ewing, William R.; US2005/9870; (2005); 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. 13726-14-2, name is 4-Chloro-3-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H8ClNO

A mixture of 4-chloro-6-(tetrahydro-2H-pyran-4-ylthio)quinoline (1.4 g, 5.00 mmol), 4-chloro-3-(methyloxy)aniline (0.789 g, 5.00 mmol) and ethanol (16.68 ml) was treated with concentrated HCl (1 drop) and at 80 C for 3d. The reaction was cooled to rt, poured into diethylether (300 mL) and filtered to provide crude product (1g). The material was partitioned between ethyl acetate and sat. sodium bicarbonate. The aqueous layer was extracted with ethyl acetate (1x) and the combined organic extracts were washed with brine (1x), dried over magnesium sulfate, dry-loaded onto silica gel and purified via column chromatography (ISCO-Rf, 40g column, 0-10% methanol/DCM) to afford N-[4-chloro-3-(methyloxy)phenyl]-6-(tetrahydro-2H-pyran-4-ylthio)-4-quinolinamine (700 mg, 1.746 mmol, 34.9 % yield) as a brown oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.07 (s, 1 H), 8.48 (d, J=5.3 Hz, 1 H), 8.41 (d, J=1.8 Hz, 1 H), 7.85 (d, J=8.8 Hz, 1 H), 7.70 – 7.79 (m, 1 H), 7.43 (d, J=8.6 Hz, 1 H), 7.12 (d, J=2.3 Hz, 1 H), 7.06 (d, J=5.3 Hz, 1 H), 6.96 (dd, J=8.5, 2.4 Hz, 1 H), 3.81 – 3.90 (m, 5 H), 3.63 – 3.67 (m, 1 H), 3.40 (td, J=11.2, 2.4 Hz, 2 H), 1.84 – 1.94 (m, 2 H), 1.48 – 1.62 (m, 2 H). MS (m/z) 401(M+H)+.

According to the analysis of related databases, 13726-14-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; BURY, Michael, Jonathan; CASILLAS, Linda, N.; CHARNLEY, Adam, Kenneth; DEMARTINO, Michael, P.; DONG, Xiaoyang; HAILE, Pamela, A.; HARRIS, Philip, Anthony; LAKDAWALA SHAH, Ami; KING, Bryan, W.; MARQUIS, Robert, W., Jr.; MEHLMANN, John, F.; ROMANO, Joseph, J.; SEHON, Clark, A.; EIDAM, Patric; EP2566477; (2015); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, This compound has unique chemical properties. The synthetic route is as follows.

(i) Methyl 2,2,2-trichloroacetimidate (480 muL, 3.86 mmol) was added dropwise to a cooled solution of 4-chloro-benzene-1,2-diamine (500 mg, 3.51 mmol) in acetic acid (20 mL). At the end of the addition (10 min), the reaction mixture was kept at room temperature for 1 h. The reaction mixture was extracted with CH2Cl2, washed with water, dried with anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to provide 5-chloro-2-trichloromethyl-1H-benzimidazole (805 mg, 85%). LRMS (ESI) m/z 269 [M + H]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 2,2,2-trichloroacetimidate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Lei; Chen, Xiaojie; Liu, Jun; Zhu, Qingzhang; Leng, Ying; Luo, Xiaomin; Jiang, Hualiang; Liu, Hong; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 624 – 639;,
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 93-50-5 as follows. COA of Formula: C7H8ClNO

Reference Example 40 4-Chloro-2-methoxy-5-nitroaniline To a suspension of 4-chloro-2-methoxyaniline (1.88 g) in concentrated sulfuric acid (18 mL) was added guanidine nitrate (1.46 g) under ice-cooling over 15 minutes, and the mixture was stirred at the same temperature for 15 minutes. The reaction mixture was poured into a saturated aqueous sodium carbonate solution cooled in ice, and the precipitated crystals were collected by filtration. The crystals were dissolved in ethyl acetate, and the solution was dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (1.94 g).

According to the analysis of related databases, 93-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); 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. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(2-Chloroethyl)azepane hydrochloride

A solution of 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-ol (66 mg, 0.477 mmol), potassium carbonate (264 mg, 1.91 mmol), 2-(hexamethylenimino)ethyl chloride hydrochloride (142 mg, 0.717 mmol) and Nal (catalytic amount) in 3 mL of DMF, was heated to 90 ºC under nitrogen for 18 h. The mixture was allowed to cool to room temperature and evaporated to dryness. The residue was partitioned between water and EtOAc, the organic layer washed with water, dried and concentrated under vacuum to afford a residue of 101 mg that was purified by flash chromatography on silica gel with EtOAc/MeOH eluent mixtures from 90:10 to 60: 40 with 1percent TEA to give 58 mg (46percent) of yellow oil.

The synthetic route of 26487-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Laboratorios del. Dr. Esteve, S.A.; Diaz-Fernandez,Jose-Luis; Cuberes-Altisent,Mª Rosa; EP2631236; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6276-54-6,Some common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, molecular formula is C3H9Cl2N, 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 3-[8-(2,6-difluorophenyl)-2-(methylsulfonyl)-7-oxo-5,6,7,8- tetrahydropyrimido[4,5-(i]pyrimidin-4-yl]-4-methyl-N-propylbenzamide (206 mg, 0.4 mmol) in DMF (4 mL) was added (3-chloropropyl)amine hydrochloride (78 mg, 0.6 mmol) and triethylamine (112 uL, 0.8 mmol). The mixture was heated with microwave at 600C for 2 hrs. The mixture was separated by flash chromatography to afford the title compound (100 mg, 47%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloropropan-1-amine hydrochloride, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/147109; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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. HPLC of Formula: C6H3BrClN3

EXAMPLE 41 1 -(4- { 3 – IY 1 S)- 1 -( 6-Chloroimidazo Gamma 1 ,2-blpyridazin-8-ylamino ethyl1 -7-fluoro-8-methyl- quinolin-2-yl)piperazin-l-yl)ethanoneIntermediate 21 (800 mg, 2.42 mmol) and 8-bromo-6-chloroimidazo[l,2- >]- pyridazine (670 mg, 2.8 mmol) in NMP (8 mL) were treated with DIPEA (1.4 g, 11 mmol) and heated at 120C under microwave irradiation for 1 h. The reaction mixture was partitioned between water (25 mL) and EtOAc (150 mL). The organic layer was washed with water (25 mL) and brine (25 mL), then dried (phase separation cartridge) and concentrated in vacuo. Purification by column chromatography (Si02, 20% EtOAc in isohexane) gave the title compound (400 mg, 38%) as a white solid, delta? (CDC13) 8.13 (IH, s), 7.69 (IH, s), 7.52 (IH, dd, J8.92, 6.04 Hz), 7.46 (IH, s), 7.17 (IH, t, J9.01 Hz), 6.48 (IH, d, J6.64 Hz), 6.28 (IH, s), 5.08-5.00 (IH, m), 4.10-4.02 (IH, m), 3.95-3.70 (3H, m), 3.46-3.18 (4H, m), 2.61 (3H, d, J2.34 Hz), 2.21 (3H, s), 1.83 (3H, d, J6.80 Hz). LCMS (ES+) 482/484 (M+H)+, RT 4.22 minutes {Method 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 933190-51-3, its application will become more common.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58109; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics