Chlorides-buliding-blocks

Electric Literature of 20850-43-5, These common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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.

[[002511] To a mixture of 6-chloro-4- (3, 3-dimethyl-piperidin- 4-ylamino) -chromen-2-one, di-HBr salt (88 mg, 0.188 mmol) in THF was added Cs2CO3 (287 mg, 0.881 mmol) and the suspension was stirred for 5 min under nitrogen before 5-chloromethyl- benzo [[1,] 3] dioxole (124 mg, 0.363 mmol) was added dropwise. The mixture was stirred for 70 h at [25 C] before being refluxed 24 h. The reaction was concentrated with nitrogen flow. The crude product was partitioned between saturated aqueous [NAHC03] and EtOAc and the aqueous layer was extracted with EtOAc [(3X).] The combined organic layers were washed with saturated aqueous [NACL,] dried over [MGS04,] filtered, concentrated, and purified by C-18 RP LC-MS chromatography to afford 33 mg [(40%)] of the title compound as a white solid. MS (ESI (+) [Q1MS)] m/z 442 [(M+H)] + ; 1H NMR (300 MHz, DMSO) [B] ppm 0. [80] (s, 3H), 1. [06] (s, 3H), 1.52-1. 62 (m, [1H),] 1.84-2. 14 (m, 3H), 2.37-2. 55 (m, 1H), 2.80-2. 90 (m, 1H), 3.25-3. 37 (m, 1H), 3.39-3. 52 (m, 2H), 5.44 (s, 1H), 5.97-6. 02 (m, 2H), 6.73-6. 90 (m, 4H), 7.31-7. 38 (m, 1H), 7.60-7. 67 (m, 1H), 8.45-8. 50 (m, 1H).

Statistics shows that 5-(Chloromethyl)benzo[d][1,3]dioxole is playing an increasingly important role. we look forward to future research findings about 20850-43-5.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2003/106452; (2003); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7149-75-9, name is 4-Chloro-3-methylaniline, molecular formula is C7H8ClN, 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. category: chlorides-buliding-blocks

Step 1 (0424) To a mixture of 5-hydroxy-3,4-dihydro-2H-naphthalen-1-one (693 mg), 4-chloro-3-methylphenylamine (550 mg) and methanol (20 mL) was added decaborane (236 mg), and the mixture was stirred at room temperature for 8 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (5 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure to give 5-(4-chloro-3-methylphenylamino)-5,6,7,8-tetrahydronaphthalen-1-ol (1.1 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7149-75-9, its application will become more common.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
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

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. 7149-75-9, name is 4-Chloro-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Chloro-3-methylaniline

Step 2 (0404) To a mixture of 1-(3-formylbenzyl)azetidine-3-carboxylic acid methyl ester (330 mg), 4-chloro-3-methylphenylamine (243 mg) and methanol (8 mL) was added decaborane (90 mg), and the mixture was stirred at room temperature for 2 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (3 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by aminopropyl silica gel column chromatography (eluent: 20percent-50percent ethyl acetate/hexane, gradient elution) to give the title compound (450 mg). The structural formula was illustrated in Table 1. [table-us-00001-en] Reference Example Structural formula 1-1 (0405) The physical data of Reference Example 1-1 was shown below. Reference Example 1-1 (0406) MS (ESI, m/z): 359(M+H)+

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 7149-75-9.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); 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 870-24-6 as follows. Quality Control of 2-Chloroethanamine hydrochloride

beta- chloroethylamine hydrochloride 30g (0.26mol), phosphorusoxychloride 40g (0.26mol) were added in 200mL of dichloromethane and cooled to-20 deg.C. Under stirring, add dropwise triethylamine 26g (0.26mol) the methylenechloride solution 100mL. After the addition is complete, the reaction wasgradually raised to room temperature and reacted overnight. the solvent wasdistilled off under reduced pressure to reduced pressure distillation beta-chloroethylaminophosporylchloride 33.6 g, 53.6% yield.

According to the analysis of related databases, 870-24-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Institute of Technology; Wen, Hongliang; Shen, Xiurui; Huang, Cipan; Wang, Xiaodi; (47 pag.)CN105294756; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13526-66-4,Some common heterocyclic compound, 13526-66-4, name is 3-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.

13.9 g (59.8 mmol) 3-bromo-6-chloro-imidazo[1 ,2-b]pyridazine were suspended in 508 mL 1 ,4-dioxane. 10.1 g (62.8 mmol) 2-benzofuranylboronic acid, 2.76 g (2.29 mmol) tetrakis(tn’phenylphosphino)palladium-(0) and 19.0 g (179 mmol) sodium carbonate were added. The obtained mixture was heated to 100C for 24 h. 400 mL of a saturated aqueous ammonium chloride solution were added. The obtained mixture was extracted with ethyl acetate. The combined organic layers were washed with brine and dried over magnesium sulfate. After evaporation of the solvent, the obtained solid material was digested in 40 mL of a mixture of dichloromethane and methanol (8:2), filtered off and dried in vacuo to yield 5.42 g (44%) of the title compound as solid material. 1H-NMR (300MHz, DMSO-d6): delta [ppm]= 7.23 – 7.40 (2H), 7.51 (1 H), 7.59 – 7.67 (2H), 7.77 (1 H), 8.33 – 8.40 (2H). LCMS (Method 1 ): Rt = 1.35 min; MS (ESIpos) m/z = 270 [M+H]+.

The synthetic route of 13526-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Intellectual Property GmbH; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark, Jean; BOeMER, Ulf; GUeNTHER, Judith; HITCHCOCK, Marion; WO2013/34570; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 468075-00-5,Some common heterocyclic compound, 468075-00-5, name is 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene, molecular formula is C7H3BrClF3O, 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) 2-Chloro-5-trifluoromethoxy-benzoic acid methyl ester A mixture of 2-bromo-1-chloro-4-trifluoromethoxy-benzene (5 g, 18.2 mmol), triethylamine (5.51 g, 54.5 mmol), and Pd(dppf)Cl2 (1.33 g, 1.82 mmol) in methanol (200 mL) was stirred at 80 C. under carbon monoxide (50 Psi) overnight, filtered, and concentrated under vacuum. The residue was purified by silica gel chromatography (5% EtOAc in petroleum ether) to give the title intermediate as a colorless liquid (3.4 g, 74% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene, its application will become more common.

Reference:
Patent; LONG, Daniel D.; MCKINNELL, Robert Murray; JIANG, Lan; LOO, Mandy; LEPACK, Kassandra; VAN ORDEN, Lori Jean; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; US2013/115194; (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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Example 120 N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-5-oxo-1-(3-pyridinylmethyl)prolinamide (E120) 5-oxo-1-(3-pyridinylmethyl)proline (0.210 g, 1 mmol, prepared as described below), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.383 g, 2 mmol), and 1-hydroxybenzotriazole (0.306 g, 2 mmol) were stirred together in dichloromethane (10 ml) at room temperature for 30 minutes. The mixture was then treated with {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (0.314 g, 1.5 mmol) and the mixture was stirred overnight at room temperature. The mixture was concentrated and partitioned between ethyl acetate and saturated aqueous sodium hydrogen carbonate. The aqueous layer was separated and extracted with more ethyl acetate and then the combined ethyl acetate fractions were washed sequentially with 3 portions of water and then with saturated aqueous sodium chloride solution. Drying over magnesium sulphate and concentration gave a solid residue which was purified by mass-directed automated HPLC to give pure N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-5-oxo-1-(3-pyridinylmethyl)prolinamide (0.031 g). LC/MS [M+H]+=412/414, retention time=1.83 minutes.

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; GLAXO GROUP LIMITED; US2008/9541; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 108-41-8, name is 1-Chloro-3-methylbenzene, 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. Quality Control of 1-Chloro-3-methylbenzene

General procedure: Ethylbenzene (3a) (0.0531 g, 0.5 mmol), K2S2O8 (0.2703 g, 1.0 mmol), pyridine (0.0158 g, 0.2 mmol) and CH3CN (1.0 mL) were added to an oven-dried pressure vessel with a magnetic stir bar. Then the pressure vessel was filled with dioxygen and the reaction mixture was stirred at 80 C for 16 hours (oil bath). After the completion of the reaction, the solvent was evaporated and the reaction mixture was purified with column chromatography (eluenet: ethyl acetate/PE = 1/10) to give acetophenone (4a) (0.0535 g yield 89%).

The synthetic route of 1-Chloro-3-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Yixin; Zhou, Lihong; Lu, Wenjun; Synthesis; vol. 49; 17; (2017); p. 4007 – 4016;,
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. 622-86-6, name is (2-Chloroethoxy)benzene, A new synthetic method of this compound is introduced below., name: (2-Chloroethoxy)benzene

Phenyl acetic acid (2.6 g, 19 mmol) wassuspended in trifluoroacetic anhydride (11 mL, 76 mmol). Chloroethyoxylbenzene(2.7 mL, 19 mmol) was added to the stirred suspension dropwise. The resultingmixture was allowed to stir overnight at room temperature. The reaction wasquenched with 40% aqueous sodium hydroxide solution and then extracted withethyl acetate (2 x 15 mL). The combinedorganic layers were dried over anhydrous magnesium sulfate and concentrated ona rotary evaporator. The resultingresidue was purified by chromatography on silica gel (ethyl acetate/hexane) toafford 3.56 g (68%) of the desired product as a yellow solid. 1H NMR (400 MHz, CDCl3)delta 7.93 (d, J = 6.8 Hz, 2H), 7.22 (m, 5H), 6.87 (d, J = 6.9 Hz, 2H), 4.21 (t, J=5.8 Hz, 2H), 4.17 (s, 2H), 3.76 (t, J = 5.8 Hz, 2H); MS (ESI) (m/z) 275.1/277.1(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:
Article; Childers, Wayne; Fan, Rong; Martinez, Rogelio; Colussi, Dennis J.; Melenski, Edward; Liu, Yuxiao; Gordon, John; Abou-Gharbia, Magid; Jacobson, Marlene A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics