Author: Jessica.F

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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

Example 103 A: To a stirring solution of 2,4-dichloropyrrolo[l ,2- f][ l ,2,4]triazine (Mastalerz, et al. US20070004731 Al) (1.0 g, 5.3 mmol) in CH3CN at rt was added SelectFluor (N-chloromethyl-N-fluorotriethylenediammoniumbis(tetrafluoroborate) ( 1.89 g, 5.3 mmol). The mixture was stirred at rt for 2 h, and then heated at 80 C for 2 h. The mixture was concentrated and the residue waspurified by silica gel chromatography eluting with 0-5% EtOAc in hexanes to give an impure sample of 2,4-dichloro-7-fluoropyrrolo[l,2-f][l,2,4]tria2ine (750 mg).

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

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; ABRAHAM, Sunny; BHAGWAT, Shripad, S.; HADD, Michael, J.; HOLLADAY, Mark, W.; LIU, Gang; MILANOV, Zdravko, V.; PATEL, Hitesh, K.; SETTI, Eduardo; SINDAC, Janice, A.; WO2011/88045; (2011); A1;,
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329944-72-1, name is 3-Bromo-5-chlorotoluene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 329944-72-1

The mixture of 3-bromo-5-chlorotoluene (9 g, 43.8 mmol), NBS (8.19 g, 46 mmol), and AIBN (200 mg) in carbon tetrachloride (50 mL) was heated at 80 C. for 3 hours. The resulting mixture was run through a silicon gel column with dichloromethane as the eluant. The fraction was collected and solvent was removed by rotovap, crude 1-bromo-3-(bromomethyl)-5-chlorobenzene (3) was obtained as a brown residue and used in the next step without further purification.

The synthetic route of 329944-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gerritz, Samuel; Shi, Shuhao; Zhu, Shirong; US2006/287287; (2006); A1;,
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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. 16799-05-6, name is 3-Chlorophenethyl Bromide, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrCl

EXAMPLE 3 Preparation of 1-(3-chlorophenyl)-3-(4-pyridyl)-butane 1.0 g (9.35 mmol) of 4-ethylpyridine and 2.05 g (9.35 mmol) of 3-chlorophenethyl bromide were reacted in the same manner as in Example 1. The reaction product was purified to obtain 0.65 g of the desired compound (yield: 28.2%). The resulting compound was identified as 1-(3-chlorophenyl)-3-(4-pyridyl)-butane (hereinafter referred to as compound 3) by the following analytical results.

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; Idemitsu Kosan Co., Ltd.; US5262420; (1993); A;,
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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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H9ClO2

General procedure: Cross-Coupling of ortho-, meta-, and para-Substituted, Electron-Rich and Electron-Deficient Aryl Halides and Aryl Mesylates with Aryl Neopentylglycolboronates Catalyzed by NiIICl(1-naph-thyl)(PCy3)2/PCy3 in Anhydrous THF at 23 C; General Procedure 2In an oven-dried test tube charged with a Teflon coated stirring barwere added aryl halide or aryl mesylate (0.3 mmol), aryl neopentyl-glycolboronates (0.315 mmol), K3PO4(H2O)3.2 (191.00 ¡À 1.00 mg, 0.9mmol), and NiIICl(1-naphthyl)(PCy3)2 (11.73 ¡À 0.0510 mg, 0.015mmol, 5% catalyst loading). The test tube was brought into a N2 filledglove box (moisture level <2 ppm) through three degassing cycles andPCy3 (8.4 mg, 0.03 mmol, 10% loading) ligand was added. Distilled sol-vent (1 mL) was added inside the glove box and the test tube wassealed by a rubber septum and left stirring at 23 C. A sample was tak-en by syringe and transferred outside the glove box. The sample wasdiluted by distilled THF (0.2 mL) and filtered through a short columnof Al2O3. The filtrate was concentrated and the GC analysis was car-ried out. The reaction mixture was diluted with CH2Cl2 (2 mL), filteredthrough a layer of Al2O3, and washed with CH2Cl2 (3 1 mL). The fil-trate was collected and concentrated under vacuum. The crude prod-uct was purified by column chromatography on silica gel with EtO-Ac/hexane mixture as eluent. The reductive elimination side-productwas also isolated and characterized. 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; Malineni, Jagadeesh; Jezorek, Ryan L.; Zhang, Na; Percec, Virgil; Synthesis; vol. 48; 17; (2016); p. 2795 – 2807;,
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Related Products of 56961-77-4,Some common heterocyclic compound, 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, molecular formula is C6H3BrCl2, 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 a nitrogen atmosphere, a flask containing 60 N1,N1,N3-triphenylbenzene-1,3-diamine (20.0 g), 44 1-bromo-2,3-dichlorobenzene (6.4 g), Pd-132 (0.2 g), 45 NaOtBu (6.8 g), and 28 xylene (70 ml) was heated and stirred at 120 C. for two hours. The reaction liquid was cooled to room temperature. Thereafter, 30 water and 40 ethyl acetate were added thereto, and the resulting mixture was partitioned. Subsequently, purification was performed by silica gel column chromatography (eluent: toluene/heptane=4/6 (volume ratio)) to obtain 88 N1,N1?-(2-chloro-1,3-phenylene) bis(N1,N3,N3-triphenylbenzene-1,3-diamine) (15.0 g).

The synthetic route of 56961-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JNC CORPORATION; FUJITA, Yukihiro; (228 pag.)US2019/165279; (2019); A1;,
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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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H3ClF2O2S

General procedure: To a mixture of7-(1,4-diazepan-1-yl)-2-(4-fluorophenyl)imidazo[1,2-a]pyrimidine 6 (1 mmol)in CH2Cl2 was added Et3N (2 mmol), followedby corresponding acid chloride or sulfonylchloride or alkyl halide (1.1 mmol)at room temperature and the mixture was allowed to stir for 3 h. The mixturewas diluted with water (50 mL), extracted with CH2Cl2(2 ¡Á 50 mL) and the combined organic layers were dried over anhydrous Na2SO4,filtered and concentrated under reduced pressure. The residue was purified bycolumn chromatography over silica gel [100-200 mesh; CH3OH:CH2Cl2 (1:9)]. Fractions containingthe product were concentrated under vacuum to obtain title compounds (10a-i,11a-g, 12).

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mantipally, Manohar; Gangireddy, Madhusudhana Reddy; Gundla, Rambabu; Badavath, Vishnu Nayak; Mandha, Santhosh Reddy; Maddipati, Venkatanarayana Chowdary; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2248 – 2253;,
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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. 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

To a solution of 3-bromo-6-chloroimidazo[1,2-b]pyridazine (500 mg, 2.15 mmol) in a mixed solvent of dioxane (5 mL) and water (0.5 mL) was added (3-fluorophenyl)boronic acid (273 mg, 1.96 mmol), K2CO3 (811 mg, 5.88 mmol) and Pd(dppf)2Cl2 (79 mg, 0.098 mmol). The reaction mixture was stirred at 80 C. overnight under N2. TLC (PE:EA=5:1) showed the starting material was consumed. The mixture was cooled and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/EtOAc=20:1 to 1:1) to give 6-chloro-3-(3-fluorophenyl)imidazo[1,2-b]pyridazine (300 mg, 56%) as a yellow solid.

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

Reference:
Patent; Tolero Pharmaceuticals, Inc.; Xu, Yong; Brenning, Benjamin Gary; Kultgen, Steven G.; Liu, Xiaohui; Saunders, Michael; Ho, Koc-Kan; (119 pag.)US9416132; (2016); B2;,
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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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 94-97-3

General procedure: TBHP (70% w.t. in H2O, 25.7 muL, 0.19 mmol) and an excess of iodine (3-4 equiv) was added to a solution of 1b (50 mg, 0.19 mmol) and 5-methyl-1H-benzotriazole (50 mg, 0.38 mmol) in anhydrous DMF (6 mL). The resulting dark solution was stirred for 15 min, after which TLC indicated 80% consumption of 1b and formation of less polar product(s). After 16 h, volatiles were evaporated and the resulting dark gum was partitioned between CHCl3 (10 mL) and diluted Na2S2O3/H2O (1 mL). The separated organic layer was concentrated and the residue was column chromatographed (10% MeOH/EtOAC) to give crude 11a/b (35 mg, 48%). Purification of this material on a semi-preparative HPLC column (Phenomenex Gemini RP-C18 column; 5 mu, 25 cm x 1 cm) using isocratic mobile phase mixture 20% CH3CN in H2O at a flow rate of 1.5 mL/min gave mixture (~3:2) of 11a/11b (23.5 mg, 32%; tR = 17 min) as a white powder: UV (MeOH) lambdamax 278 nm (epsilon 17 100), lambdamin 242 nm (epsilon 8050); 1H NMR delta 8.21 (s, 1H, H2), 8.10 (d, 0.4H, J = 8.4,HAr), 8.01 (s, 0.6H, HAr), 7.48-7.56 (m, 3.2H, HAr,NH2 ), 7.36 (s, 0.4 H, HAr), 7.35 (d, 0.4H, J = 8.4 Hz, HAr), 7.02 (s, 1H, H7), 5.58-5.62 (m, 1H, OH), 5.18-5.25 (m, 2H, H1′, OH), 4.55-5.00 (m, 2H,H2′, OH), 3.72-3.85 (m, 2H, H3′, H4′), 3.41-3.47 (m, 1H, H5′) 3.22-3.30 (m, 1H, H5”), 2.52 (brs, 1.8H, CH3), 2.48 (brs, 1.2H, CH3); 13CNMR delta 158.32, 158.26, 153.29, 153.28, 148.99, 148.94, 145.27, 143.28, 140.25, 135.83, 135.22, 133.84, 131.63, 127.44, 126.07, 125.97, 119.33, 118.63, 110.21, 109.78, 102.15, 102.12, 99.63, 99.53, 88.39, 88.37, 86.12, 86.01, 71.45, 71.40, 70.88, 70.86, 62.24, 21.57, 21.07; HRMS (ESI) m/z [M+H]+calcd for [C18H20N7O4]+398.1571; found 398.1589. Note: Analogous treatment of 1b (100 mg, 0.38 mmol) with 5-methyl-1H-benzotriazole (100 mg, mmol) in the presence of 0.2 equiv. of iodine (19 mg) gave 11a/11b (10 mg, 6%).

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; Kavoosi, Sam; Rayala, Ramanjaneyulu; Walsh, Brenna; Barrios, Maria; Gonzalez, Walter G.; Miksovska, Jaroslava; Mathivathanan, Logesh; Raptis, Raphael G.; Wnuk, Stanislaw F.; Tetrahedron Letters; vol. 57; 39; (2016); p. 4364 – 4367;,
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Reference of 61881-19-4,Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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 a typical experimental procedure, a dry, two-necked, 50 mL round-bottomed flask equipped with a nitrogen inlet was charged with 5 mL of dry MeCN, 0.117 g (1.0 mmol) of indole and 0.24 g (1.0 mmol) of NaH. The solution was stirred under a nitrogen atmosphere at room temperature for 30 min, then a solution of 2a (1.0 mmol in 2 mL of dry MeCN) was added dropwise via a syringe. The mixture was stirred at room temperature for 20 h under an N2 atmosphere and then filtered. After removing the solvent under reduced pressure, the crude product was purified by preparative thin-layer chromatography on silica gel [eluent: n-hexane/EtOAC, 4:1] to give the product 4a. The products obtained from indole-3-carbaldehyde were purified by recrystallization from EtOH (twice).

The synthetic route of 61881-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Darehkordi, Ali; Rahmani, Fariba; Hashemi, Vahide; Tetrahedron Letters; vol. 54; 35; (2013); p. 4689 – 4692;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 106-39-8, name is 1-Bromo-4-chlorobenzene, 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 106-39-8, Quality Control of 1-Bromo-4-chlorobenzene

General procedure: The catalytic o-arylation reaction was carried out in a magnetically stirred round bottom flask (capacity: 25 cm3), at the following reaction conditions: reaction mixture = 1 mmol aryl halides + 1.2 mmol phenol or naphthol + 3 ml solvent (DMF) + catalyst (50 mg), bath temperature = 140 C and reaction time = 7-15 h. The reaction was monitored by TLC. After completion of the reaction, the catalyst was separated by filtration and the filtrate was treated with water, followed by extraction with ethyl acetate to give the crude product, which was subsequently purified by column chromatography on silica gel with petroleum ether/ethyl acetate as eluent. The catalyst was further washed with acetone, dried and reused. The reaction product was isolated by column chromatography and was characterized by comparison of its NMR spectra with that reported earlier.

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, 1-Bromo-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Choudhary; Dumbre; Yadav; Bhargava; Catalysis Communications; vol. 29; (2012); p. 132 – 136;,
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