Tag: M.W=100-200

57946-56-2, 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. 57946-56-2, name is 4-Chloro-2-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 5 Preparation of N-(4-chloro-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide A solution of 4-chloro-2-fluoroaniline (19.0 g, 130.6 mmol) and 3,4,5,6-tetrahydrophthalic anhydride (19.85 g, 130.6 mmol) in acetic acid is refluxed for 2 hours, treated with additional 4-chloro-2-fluoroaniline (3.0 g), refluxed for 90 minutes, stirred at room temperature overnight and poured into water. The resultant aqueous mixture is extracted with ethyl acetate. The organic extract is washed sequentially with water, saturated sodium hydrogen carbonate solution and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuoto obtain a purple oil. Flash column chromatography of the oil using silica gel and 15 to 20% ethyl acetate in hexanes solutions gives the title product as an off-white solid (25.3 g, 69% yield, mp 81-82C) which is identified by 1H, 13C and 19F NMR spectral analyses.

The synthetic route of 4-Chloro-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; EP985670; (2000); A1;,
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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.

To a solution of methyl 2,2,2-trichloroacetimidate (1.53 g) in acetic acid (10 ml) was added a solution of 4-fluorobenzene-1,2-diamine in acetic acid (10 ml) under ice-cooling, followed by stirring at room temperature for 3 hours. The reaction liquid was concentrated under reduced pressure and to the obtained residue was added water, followed by neutralization with a saturated aqueous sodium hydrogen carbonate solution and extraction with EtOAc. The organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from iPr2O/EtOAc/MeOH to obtain 5-fluoro-2-(trichloromethyl)-benzimidazole (1.5 g) as a beige powder.

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:
Patent; Astellas Pharma Inc.; EP2351749; (2011); A1;,
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Reference of 932-96-7, A common heterocyclic compound, 932-96-7, name is 4-Chloro-N-methylaniline, molecular formula is C7H8ClN, 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.

General procedure: In air, K2HPO4 (10 mol %, 4.35mg), PMHS (242 mul), amine (0.25 mmol), formic acid (4.6equiv ,43.3mul), 18-crown-6 (20mol %, 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.

The synthetic route of 932-96-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Yan; Deng, Wei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
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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. 108-70-3, name is 1,3,5-Trichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3Cl3

In a nitrogen-filled glove box, a 50 mL pressure flask wascharged with 1,3,5-trichlorobenzene (13.68 g, 75.40 mmol),0.67 mL of chloroform (1.00 g, 8.37 mmol), aluminum trichloride(1.22 g, 9.14 mmol), and a magnetic stir bar. This mixture washeated to 90 C for 2 h under an atmosphere of nitrogen. After thistime the mixture was allowed to cool to room temperature and 20 ml of HCl (0.1N) was added drop-wise over this mixture whichwas cooled in an ice bath. The purple suspension immediatelyturned into a yellow solution that was then extracted from theaqueous byproducts using 50 mL of chloroform in a separatoryfunnel. The organic layer was dried over magnesium sulfate for 1 hand filtered over a scintillated glass frit. The yellow solution wasimmediately concentrated under vacuum and the obtained oilymaterial was added to 40 mL of hexanes which resulted in theimmediate precipitation of a white solid. The solid was collected ona frit, and washed with hexanes until the washings were colorless.The white solid was dried under vacuum to get an 80% yield whichwas used in the next step without further purification. m.p. 246-248C. 1H NMR (400 MHz) (CDCl3): d 6.68 (s, 1H, CHPh), 7.23e7.24(d, 3H, J 2.3 Hz), 7.35e7.36 (d, 3H, J 2.3 Hz). 13C NMR(100.61 MHz): delta 49.80(CH), 128.43, 130.00, 133.78,133.82, 137.07,137.90. The synthesis has been modified slightly and the purificationprocess as well. Characterization data of this compound is inagreement with those reported in the literature [16].

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 108-70-3.

Reference:
Article; Neier, Eric; Arias Ugarte, Renzo; Rady, Nader; Venkatesan, Swaminathan; Hudnall, Todd W.; Zakhidov, Alexander; Organic electronics; vol. 44; (2017); p. 126 – 131;,
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Electric Literature of 4152-90-3, 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. 4152-90-3, name is (3-Chlorophenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of 4-tert-butylbenzylamine (1a, 0.3 mmol), K2CO3 (3.7 equiv), and MB (1.0 mol%) in dry MeCN (5 mL) in a Pyrex test tube, purged with an O2 balloon, was stirred and irradiated externally with four 22 W fluorescent lamps for 10 h. Products were purified by filtration through a pad of silica gel (3 mm thick) with Et2O, and the filtrate was concentrated.

The synthetic route of (3-Chlorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Okada, Akifumi; Yuasa, Hiroki; Fujiya, Akitoshi; Tada, Norihiro; Miura, Tsuyoshi; Itoh, Akichika; Synlett; vol. 26; 12; (2015); p. 1705 – 1709;,
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Synthetic Route of 694-80-4, A common heterocyclic compound, 694-80-4, name is 1-Bromo-2-chlorobenzene, molecular formula is C6H4BrCl, 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.

III – 1 raw materials (0.5g, 2 . 6mmol) dissolved in 42 ml in the mixed solvent (toluene/ethanol/water, 3:1: 3, v/v/v), adding raw material III – 2 (0.3g, 2 . 6mmol), triphenyl phosphorus palladium (0.15g, 0 . 13mmol), anhydrous sodium carbonate (0.69g, 6 . 5mmol), under the protection of nitrogen, 60 C heating reaction 24h. After the reaction cooled to room temperature, water 20 ml dilution, diatomite groundwork for filtering, ethyl acetate (15 ml × 3) washing the filter cake, the filtrate with ethyl acetate (30 ml × 4) extraction, the combined organic phase to saturated NaCl solution (20 ml × 2) washing, to obtained organic phase dried with anhydrous sodium sulfate, filtered, filtrate is decompressed and evaporate the solvent, the residue by column chromatography (petroleum ether/ethyl acetate, 70:30, v/v) to obtain the gray solid 0.47g, yield 84%.

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; China Pharmaceutical University; Huang Wenlong; Qian Hai; Liu Chunxia; (26 pag.)CN106748922; (2017); A;,
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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. 102-49-8, name is 3,4-Dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,4-Dichlorobenzylamine

tert-butyl(2-(N-cyclohexylacrylamido)ethyl)(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)carbamate (100 mg, 0.205 mmol) and (3,4-dichlorophenyl)methanamine (72 mg, 0.41 mmol) were dissolved in ethanol (1 mL) and heated at 50° C. for 20 hours. The solvent was evaporated in vacuo and the residue dissolved in dichloromethane (1 mL). Trifluoroacetic acid (1 mL, 13 mmol) was added and the mixture stirred for 2 hours, and then concentrated under reduced pressure. The residue was purified by prep-HPLC with (eluting with acetonitrile and 0.2percent aqueous trifluoroacetic acid) to afford the title compound (125 mg, 0.155 mmol, 76percent yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 10.04-9.98 (m, 1H), 9.94-9.84 (m, 1H), 8.81 (s, 2H), 8.43 (s, 1H), 7.88-7.80 (m, 1H), 7.80-7.72 (m, 1H), 7.56-7.46 (m, 1H), 6.70-6.62 (m, 1H), 6.52-6.41 (m, 1H), 4.57-4.48 (m, 2H), 4.27-4.18 (m, 2H), 3.56-3.41 (m, 1H), 3.17-3.03 (m, 5H), 2.98 (d, J=12.0 Hz, 2H), 2.76 (dq, J=14.9, 6.9 Hz, 4H), 1.82-1.74 (m, 2H), 1.71-1.58 (m, 3H), 1.56-1.17 (m, 4H), 1.15-1.03 (m, 1H). MS (ESI+) 563.3 [M+H]+.

According to the analysis of related databases, 102-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Chiang, Gary G.; Pappano, William N.; Sweis, Ramzi F.; Wang, Zhi; (23 pag.)US2016/31838; (2016); A1;,
Chloride – Wikipedia,
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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. 6306-61-2, name is N-(2-Chloroethyl)propan-2-amine hydrochloride, A new synthetic method of this compound is introduced below., COA of Formula: C5H13Cl2N

KOH (932 mg; 14.1 mmol) was dissolved in THF (7ml) and H20 (distilled, 0.17 ml). Intermediate 7 (341 mg; 0.95 mmol), then tetrabutylammonium bromide (76.5 mg, 0.24 mmol) were added to the mixture and stirred at room temperature for 5 minutes. The reaction mixture was heated at 50C for 1 hour. Then A/-(2-chloroethyl)-2-propanamine, hydrochloride (225 mg, 1.4 mmol) was added and the reaction mixture was stirred at 50C for 18 hours. A/-(2-chloroethyl)-2-propanamine, hydrochloride (76mg, 0.48 mmol) was added and the reaction mixture was stirred at 50C for 5 hours. Water was added and the reaction mixture was extracted with EtOAc. The organic layer was washed with brine, dried over MgS04, filtered and evaporated to dryness. The crude product was purified by chromatography over silica gel (5muetaeta, mobile phase :Gradient from 0.2% NH4OH, 98% DCM, 2% MeOH to 0.8% NH4OH, 92% DCM, 8% MeOH). The desired product fraction was collected and the solvent was evaporated. The residue was dissolved in MeOH, 2 drops of HCI (37%) were added and the reaction mixture was stirred at room temperature for 2 minutes. The mixture was evaporated, taken up with CH3CN and crystallized from CH3CN to afford 41 mg of compound 1 (9%) as a chlorohydrate

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; ASTEX THERAPEUTICS LIMITED; BERDINI, Valerio; ANGIBAUD, Patrick Rene; WOODHEAD, Steven John; SAXTY, Gordon; WO2013/61074; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, 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 94-97-3, 94-97-3

General procedure: 1-phenylbutane-1,3-dione 1a (0.2 mmol, 32.4 mg), 1H-benzo[d][1,2,3]triazole 2a (0.2 mmol, 23.8 mg), N-bromosuccinimide (NBS) (39.2 mg, 1.2 equiv), KOtBu (44.8 mg, 2 equiv) and EtOAc (2 mL) were added to a flask with a magnetic stirring bar. The resulting mixture was stirred for 6 h at 60 oC. After cooling to room temperature, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to get the crude product, which was further purified by silica gel chromatography (petroleum/ethyl acetate = 5/1-2/1 as eluent) to give product 3a and 4a as light yellow and pink solids. The identity and purity of the products was confirmed by 1H and 13C NMR spectroscopic analysis

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, 5-Chloro-1H-benzo[d][1,2,3]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Wen-Lin; Li, Ji-Hui; Meng, Xu; Tang, Dong; Guo, Shuai-Bo; Chen, Bao-Hua; Tetrahedron Letters; vol. 54; 4; (2013); p. 295 – 299;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, 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 7149-75-9, Product Details of 7149-75-9

Intermediate 6; Step A: Benzyl 4-[(4-chloro-3-methyl-phenyl)carbamoyl]piperidine- 1 -carboxylate.; 1- BenzyloxycarbonyIpiperidine-4-carboxylic acid (1.00 g, 3.80 mmol) and 4-chloro- 3 -methyl – aniline (0.592 g, 4.18 mmol) in C3/4C12 (5 mL) were treated with HOBT (0.582, 3.80 mmol) and EDC (1.46 g, 7.60 mmol), and stirred at rt for 16 h. The mixture was directly purified on Si02 (50 to 100percent EtOAc, hexanes) to afford the title compound. HPLC MS: 387.2/389.1 (M+l); R, = 1.22 min (LC2).

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, 4-Chloro-3-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GRAHAM, Thomas, H.; LIU, Wensheng; SEBHAT, Iyassu, K.; SHEN, Dong-Ming; SHI, Zhi-Cai; WO2011/156220; (2011); A1;,
Chloride – Wikipedia,
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