Category: chlorides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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 72235-58-6, HPLC of Formula: C7H7ClFN

Multicomponent reaction First, aldehyde 3 (646.6 mg, 3.6 mmol) and amine 11 (478.8 mg, 3 mmol) were condensed in 3 mL trimethylorthoformiate for 10 hours at room temperature. Then, the solvent was removed in vacuo and the residue was solved in 25 mL o-xylene. Afterwards, succinic anhydride 15 (850 mg, 4.5 mmol) was added and the mixture was heated to 150 C for 24 hours under Dean-Stark conditions. After cooled to room temperature, the solution was concentrated in vacuo. Purification on silica gel (ethyl acetate: methanol = 9:1 -> 1 :1) yielded MCR-product 16 as a diastereoisomeric mixture (33.9 mg, 2.11 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (4-Chloro-3-fluorophenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; PRIAXON AG; BURDACK, Christoph; KALINSKI, Cedric; ROSS, Guenther; WEBER, Lutz; KHAZAK, Vladimir; WO2010/28862; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 626-43-7, 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. 626-43-7, name is 3,5-Dichloroaniline, This compound has unique chemical properties. The synthetic route is as follows.

5.2.1 5,7-Dichloro-2-methylquinoline (B-TDMQ5) To a solution of 3,5-dichloroaniline (3.24 g, 20 mmol) in HCl (12 M, 15 mL) at 0 C acetaldehyde was added dropwise, under stirring. The reaction medium was kept at 0 C for 15 min and the temperature was gradually increased to 80 C. The mixture was stirred at 80 C for 4 h. The resulting mixture was poured into ice-cold water and neutralized with aqueous ammonium. After extraction with CH2Cl2, the organic phase was dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude mixture was purified by silica gel flash column chromatography (ethyl acetate/petroleum ether, 1/20, v/v). After evaporation of the eluent, B-TDMQ5 was obtained as a yellow solid (2.88 g, 68%). 1H NMR (400 MHz, CDCl3): delta = 8.40 (d, J = 8.0 Hz, 1H), 7.96 (d, J = 2.0 Hz, 1H), 7.55 (d, J =2.0 Hz, 1H), 7.37 (d, J = 8.0 Hz, 1H), 2.76 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 3,5-Dichloroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Weixin; Huang, Meijie; Bijani, Christian; Liu, Yan; Robert, Anne; Meunier, Bernard; Comptes Rendus Chimie; vol. 21; 5; (2018); p. 475 – 483;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 63624-28-2, A common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, molecular formula is C8H9ClO4S, 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.

A stirred solution of 1- (2′, 4, 4′-trifluoro-1, 1′-BIPHENYL-2-YL) ethylamin (0.71 g, 2.84 MMOL) in DICHLOROMETHANE (5 mL) was treated with 2,4- DIMETHOXYBENZENESULFONYL chloride (0.71 g, 3.0 MMOL), and N, N-diisopropylethylamine (0. 77 g, 6.0 MMOL). The reaction was stirred at room temperature for twelve hours, and the solvent was evaporated in vacuo to a crude oil. The crude oil was purified by preparative liquid chromatography on a BIOTAGE 40 Mi column of pre-packed silica gel (90 g), eluting with a gradient of between 5% and 50% methyl TEFF-BUTYL ether in hexane at a flow rate of 40 mL/min to afford, after evaporation of the solvent, a colorless oil. Crystallization of the colorless oil from ethyl acetate-hexane yielded the title compound (0.93 g, 2.07 mmol, 73%) as a homogeneous, colorless, crystalline solid, m. p. 192- 194C ; MS [ (+ESI), M/Z] : 452 [M+H] + ; MS [(-ESI), M/Z] : 450 [M-H]- ; IR (Solid), A : 3281,1592, 1470,1421, 1319,1136, 1022,817, 681 CM~1 ; 1H NMR (400 MHz, DMSO-d6) 6 : 1.18 (d, J = 6.7 Hz, 3H), 3.79 (s, 6H), 4.05 (m, 1 H), 6.36-6. 56 (m, 2H), 6.98-7. 14 (m, 3H), 7.22 (broad t, 1 H), 7. 26-7.42 (m, 3H), 7.81 (broad d, J = 8.0 Hz, 1 H), exists as approximately 1: 1 mixture of rotamers; Anal. calcd for C22H2OF3NO4S : C, 58.53 ; H, 4.47 ; N, 3.10. Found: C, 58.52 ; H, 4.45 N, 3.13.

The synthetic route of 63624-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; WO2004/50631; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6775-78-6, 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. 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-Chloroimidazo[1,2-b]pyridazine (8.5 g, 0.055 mol) and N-bromosuccinimide (10.0 g, 0.056 mol) were combined in chloroform (250 mL) and refluxed for 4 hours. The reaction was cooled with an ice bath and the solids filtered. The filtrate was diluted with chloroform (150 mL) and saturated Na2CO3 solution (100 mL) and then vigorously stirred for an hour. The organic phase was washed with more saturated Na2CO3 solution and dried over MgSO4. After evaporation, 3-bromo-6-chloro-imidazo[1,2-b]pyridazine was obtained as a tan solid (12.64 g, 98%).MS (ESI (+)m/z): 233.87 (M+H+)1H NMR (CDCl3-d1, 300 MHz), delta 7.83 (d, J=9.3 Hz, 1H), 7.72 (s, 1H), 7.05 (d, J=9.3 Hz, 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, 6-Chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Biogen Idec Ma Inc.; US2011/21513; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 51114-68-2, 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. 51114-68-2, name is 3-Chloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 40; This Example. illustrates the preparation of(2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yll-phenoxy)-acetic acid; To a solution of 4-[4-(3,4-dichloro-phenoxy)-piperidin-1-ylmethyl]-cyclopentane- 1,2-diol (0.54 g) in dichloromethane (20 mL), was added lead tetraacetate (0.99 g) and potassium carbonate (0.25 g). The mixture was stired at room temperature for 1.5 h, then 3-chloro-2-methoxy-aniline (0.26 g) and sodium triacetoxyborohydride (0.64 g) were added. After a further 2 h the mixture was partitioned between dichloromethane and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate. Concentration in vacuo gave a brown gum, that was taken up in dichloromethane (20 mL) and treated dropwise with boron tribromide (1.0 M soln in dichloromethane, 12.4 mL) and stirred at RT for 1 h. The reaction was diluted with methanol (100 mL) and concentrated in vacuo. The residue was partitioned between ethyl acetate and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate and concentrated in vacuo. The residue was subject to reversed phase HPLC (Xterra column, eluting 50% to 95% acetonitrile in aqueous ammonia (0.2%) ), yielding 2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yl]-phenol (0.12 g). The phenol was dissolved in DMF (5 mL) ; potassium carbonate (0.03 g) and methyl bromoacetate (0.15 g) were added. The reaction was heated at 70 C for 2 h and then partitioned between sodium hydrogen carbonate solution (sat. ) and diethylether. The organics were dried over sodium sulfate and concentrated in vacuo. The residue was dissolved in THF:water (1:1,5 5 mL) and lithium hydroxide (0.02 g) was added. The reaction was stirred at RT for 1 hr and then concentrated in vacuo. The residue was dissolved in water (5 mL) and neutralised with the dropwise addition ofHCl (1 M) to precipitate the title compound (0.03 g) as a white solid which was collected by filtration. ¹H NMR No. (DMSO) (d, 1H), 7.26 (d, 1H), 7.14 – 6.95 (m, 4H), 4.57 (s, 2H), 4.49 – 4.39 (m, 1H), 2.75 – 2.55 (m, 2H), 2.49 – 2.36 (m, 2H), 2.29 – 2.16 (m, 4H), 2.00 – 1.87 (m, 2H), 1.86 – 1.73 (m, 2H), 1.67 – 1.54 (m, 2H), 1.32 – 1.14 (m, 2H), 3.57 – 3.13 (m, 3H); MS [M-H] -=525/527 (APCI-).

The synthetic route of 3-Chloro-2-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/97775; (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. 106-39-8, name is 1-Bromo-4-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-4-chlorobenzene

General procedure: To a round bottle with a magnetic stir bar, ligand (0.01% mmol), PdCl2 (0.01% mmol), aryl halides (1.0 mmol), phenylboronic acid (1.2 mmol), K2CO3 (2.0 mmol) and 6 ml of solvent were added. The reaction mixture was conducted at room temperature for the required time, and then the solvent was removed under reduced pressure. The residual was diluted with Et2O (5 mL), followed by extraction twice (2×5 mL) with Et2O. The organic layer was dried with anhydrous MgSO4, filtered and evaporated under vacuum. The conversions rates were analyzed by gas chromatography, based on the peak area normalization method. The corrected factor was determined by samples against a standard of n-heptane. The crude products were purified by silica-gel column chromatography using petroleum ether-ethyl acetate (20:1) as an eluent, and the isolated yield was then calculated based on the feeding of the aryl halide. The isolated corresponding products were characterized by 1H NMR and 13C NMR.

According to the analysis of related databases, 106-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhou, Zhen; Cao, Gao; Liu, Ning; Chemistry Letters; vol. 48; 6; (2019); p. 547 – 550;,
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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Computed Properties of C6H3ClF2O2S

A mixture of 1.80 g (8.8 mmol) C-5, 2.29 mL (17 mmol) 2,4-difluorobenzenesulphonyl chloride, 1.07 mL (13.3 mmol) pyridine and 20 mL DCM is stirred at RT over night. 100 mL DCM is added and the reaction mixture is extracted three times with 50 mL aqueous 1M HCl. The organic layer is dried over MgSO4 and the solvent is removed under reduced pressure. The solid is dissolved in water/MeCN and further purified by RP-chromatograpy. Yield: 2.9 g (86%).

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; The designation of the inventor has not yet been filed; EP2546249; (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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-2-chloro-1-fluorobenzene

To a mixture of magnesium (434 mg) and THF (2 mL) was added a slight amount of iodine under an argonatmosphere. The mixture was allowed to warm to 60C. To the mixture was added dropwise a solution of 4-bromo-2-chloro-1-fluorobenzene (3.58 g) in THF (6.5 mL) while keeping the temperature at 65C. The mixture was stirred at 60Cfor 30 minutes, and then allowed to cool to room temperature to give (3-chloro-4-fluorophenyl)magnesium bromide. Toa solution of (R)-1-(tert-butoxycarbonyl)-5-oxopyrrolidine-2-carboxylic acid ethyl (2.00 g) in THF (25 mL) was added theobtained (3-chloro-4-fluorophenyl)magnesium bromide under an argon atmosphere at -40C. The mixture was stirredat -40C for 1 hour. To the reaction mixture were added a saturated aqueous solution of ammonium chloride (20 mL)and water (10 mL). The mixture was stirred at room temperature for 2 hours, and then to the mixture were added ethylacetate and water. The organic layer was separated. The organic layer was dried over anhydrous sodium sulfate, andconcentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: nhexane/ethyl acetate=90/10-60/40) to give the title compound (2.79 g).

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; KONDO, Atsushi; MORITA, Naohide; ISHIKAWA, Takehiro; YOSHIDA, Masako; MORIYAMA, Akihiro; WANAJO, Isao; (158 pag.)EP3459941; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 7006-52-2, 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. 7006-52-2, name is N-Methyl-3-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In air, K2HPO4 (10 mol percent, 4.35mg), PMHS (242 mul), amine (0.25 mmol), formic acid (4.6equiv ,43.3mul), 18-crown-6 (20mol percent, 13.2mg) 4A MS(10mg) and 2 ml THF were added into a tube equipped with a water condenser. The reaction mixturewas stirred at 80C for 12 hours. The yields of isolated products were reported. The mixture was filtered through a silica gelcolumn with petroleum ether and ethyl acetate as the eluent. The resultant solution was concentrated and purified by silica gelcolumn chromatography to give the corresponding product.

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, N-Methyl-3-chloroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Huang, Yan; Deng, Wei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 57946-56-2,Some common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, 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 solution of 4-chloro-6-hydroxy-7-methoxyquinoline (3.0 g, 14 mmol) and 4-chloro-2-fluoroaniline (3.5 g, 23 mmol) in cyclohexanol (100 ml) containing 1M ethereal hydrogen chloride (16 ml) was heated at 155 C. for 18 hours.. After cooling the mixture was diluted with ether and isohexanes and the precipitate was collected by filtration.. The crude product was dissolved in a mixture of methylene chloride/methanol/ammonia (100/10/1) and silica (10 g) was added.. The solvent was removed by evaporation and the resulting powder was purified by flash chromatography eluding with methylene chloride/methanol/ammonia (95/5/1 increasing to 80/20/1) to give 4-(4-chloro-2-fluoroanilino)-6-hydroxy-7-methoxyquinoline (1.12 g, 25%). 1H NMR Spectrum: (DMSOd6) 3.95 (s, 3H); 6.30 (m, 1H); 7.25 (s, 1H);7.35 (m, 2H); 7.55 (m, 2H); 8.20 (d, 1H); MS (ESI): 319 [MH]+.

The synthetic route of 57946-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.; US6809097; (2004); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics