Tag: M.W=100-200

These common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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. COA of Formula: C6H3Cl2N3

228B. 2-Chloro-N-(1-isopropyl-1H-imidazol-4-yl)pyrrolo[1,2-f][1,2,4]triazin-4-amine A mixture of 1-isopropyl-4-nitro-1H-imidazole (5.0 gm, 34 mmole) and 10% palladium on carbon (5.0 gm) in isopropanol (25 mL) under hydrogen (balloon) was vigorously stirred for 15 hr. The catalyst was removed by filtration and the filtrate was treated with 1B (5.0 gm, 26 mmole) and diisopropylethylamine (9.1 mL, 52 mmole) for 1 hr at room temperature. The product, 228B, was collected by filtration, washed with a little cold isopropanol, and dried (5.0 gm, 74% yield). HPLC retention time=2.11 min; MS (M+H)+=279.

The synthetic route of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/9497; (2008); 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. 108-41-8, name is 1-Chloro-3-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

General procedure: In a glovebox with an N2 atmosphere, to a vial containing bis(pinacolato)diboron (0.6 mmol, 3 equiv.), complex 1 (8.5 mg, 0.01 mmol, 0.05 equiv.), potassium acetate (78.5 mg, 0.8 mmol, 4 equiv.), THF (1 mL), was added aryl chloride (0.2 mmol, 1 equiv.). The mixture was allowed to react at room temperature for 24-48 h. After quenching with water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with brine and then evaporated under vacuum. Flash chromatography on silica gel Flash chromatography on silica gel (hexane:ethyl acetate = 100:0 to 85:15) yielded the product.

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 108-41-8.

Reference:
Article; Dong, Jie; Guo, Hui; Peng, Wei; Hu, Qiao-Sheng; Tetrahedron Letters; vol. 60; 11; (2019); p. 760 – 763;,
Chloride – Wikipedia,
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Electric Literature of 15205-11-5,Some common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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.

Tert-butyl 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-car boxylate (8.30 g, 27.2 mmol) prepared according to Process Step 1 was dissolved in tetrahydrofuran (80 mL), and the solution was mixed with 2-chloro-4-fluorobenzylamine (8.69 g, 54.4 mmol) and triethylamine (11.4 mL), followed by stirring at 40 C for 15.5 hours. Crystals precipitated in the reaction mixture were separated by filtration, and the solvent was distilled off from the filtrate. The precipitated crystals were reslurried from a 3:1 mixture of hexane and ethyl acetate and thereby yielded tert-butyl 2-chloro-4-(2-chloro-4-fluorobenzylamino)-5,6,7,8-tetrahydro pyrido [4,3-d]pyrimidine-6-carboxylate (9.99 g, 23.4 mmol, in a yield of 86%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-4-fluorobenzylamine, its application will become more common.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1552842; (2005); A1;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 104-52-9, name is 3-Phenylpropyl Chloride, 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 104-52-9, COA of Formula: C9H11Cl

Preparation 149 1-[4-(3-chloropropyl)phenyl]ethanone Aluminium chloride (15.0 g, 0.11 moles) and acetyl chloride (16.0 g, 0.20 moles) were dissolved in dichloromethane (50 ml) at room temperature. This mixture was then added dropwise to a solution 1-chloro-3-phenylpropane (15.5 g, 0.10 moles) in dichloromethane (25 ml) at room temperature over 15 minutes. The mixture was stirred for 1 hr and then poured cautiously onto ice. The aqueous layer was extracted with dichloromethane (450 ml). The organics were washed with water and brine, and then dried (MgSO4) and concentrated in-vacuo to give the title compound (19.2 g, 98%) as an oil. 1H-NMR (300 MHz, CDCl3): 2.10 (quintet, 2H), 2.60 (s, 3H), 2.85 (t, 2H), 3.55 (t, 2H), 7.30 (d, 2H), 7.90 (d, 2H).

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, 3-Phenylpropyl Chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banks, Bernard Joseph; Critcher, Douglas James; Fenwick, Ashley Edward; Gethin, David Morris; Gibson, Stephen Paul; US2003/207876; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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. Formula: C6H5ClFN

Preparation 38 2-Chloro-4-fluoro-N-(4-fluorophenyl)aniline A round bottom flask was charged with 1-bromo-4-fluorobenzene (6.011 g, 34.4 mmol), 2-chloro-4-fluoroaniline (5.000 g, 34.3 mmol), Xantphos (0.795 g, 1.4 mmol), anhydrous toluene (200 mL), and sodium tert-butoxide (4.952 g, 51.5 mmol). The mixture was degassed and filled with nitrogen, and then tris(dibenzylideneacetone)dipalladium(0) (0.944 g, 1.0 mmol) was added and the reaction was stirred under nitrogen at 100 C. for 16 hrs. After cooling to room temperature, the mixture was filtered through Celite and the filter cake washed with methylene chloride. The filtrate was concentrated and the residue purified by silica gel chromatography (0-20% ethyl acetate/hexanes) to afford a yellowish oil (5.63 g, 68%). 1H NMR (300 MHz, CDCl3) delta 7.14 (dd, 1H, J=8.4, 3.0 Hz), 7.12-6.98 (m, 5H), 6.88 (td, 1H, J=8.7, 3.0 Hz), 5.80 (br s, 1H).

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

Reference:
Patent; Bersot, Ross; Humphries, Paul; US2013/303524; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 118-69-4, The chemical industry reduces the impact on the environment during synthesis 118-69-4, name is 2,6-Dichlorotoluene, I believe this compound will play a more active role in future production and life.

5 g of catalyst, as described in examples 3 and 4, was loaded in the reactor along with the diluent corundum particles (1: 1 by weight) and the reaction was performed under the following conditions. A reaction temperature of 350 to [400C] was used, and the GHSV comprised between 650-750 [H-1.] The contact time consisted of 4.8 to 5.5 seconds. The mole ratio of 2,6-DCT : H20 : NH3: air: N2 was 1: 15: 3-4: 21, the molar concentration of 2,6- DCT was 2.4 % and the ratio of [0/NH3] was 1. [1 %.] 5 g [VPCRO/TI02] (anatase) catalyst, as described in examples 3 and 4, was loaded in the reactor together with the diluent corundum particles (1: 1 by weight) and tested the influence of water vapour in the feed gas on the catalytic performance of the catalyst. The reaction was performed under the following reaction conditions. A reaction temperature of 350 to [400C] was used. The mole ratio of 2,6-DCT : NH3: air was 1: 4: 21, the molar concentration of 2,6-DCT was 2.1 to 3.8 %, and the ratio of [0/NHS] was 1. [1 %.]

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, 2,6-Dichlorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TESSENDERLO CHEMIE S.A.; WO2003/101939; (2003); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13726-14-2, These common heterocyclic compound, 13726-14-2, name is 4-Chloro-3-methoxyaniline, 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.

3 was synthesized in a similar procedure as described for 2 by using 4-chloro-3-methoxyaniline (400 mg, 2.54 mmol), 1 (312 mg, 2.54 mmol), HOBt·H2O (389 mg, 2.54 mmol), DIPEA (0.66 g, 5.08 mmol), EDC.HCl (730 mg, 3.81 mmol) and anhydrous 1,4-dioxane (30 mL). 3 was obtained as a pale yellow solid (325 mg, 1.34 mmol, 53 % yield); mp: 120 C. 1H NMR (500MHz, CDCl3) delta ppm 10.07 (s, 1H), 8.63 (d, J=4.0Hz, 1H), 8.29 (d, J=8.0Hz, 1H), 7.92 (ddd, J=7.6, 7.6, 1.6Hz, 1H), 7.81 (d, J=2.0Hz, 1H), 7.50 (dd, J=7.0Hz, 5.0Hz, 1H), 7.34 (d, J=8.5Hz, 1H), 7.09 (dd, J=9, 2.5Hz, 1H), 3.97 (s, 3H). 13C NMR (125MHz, CDCl3) delta ppm 162.41, 155.68, 149.85, 148.37, 138.17, 137.97, 130.47, 127.01, 122.72, 117.80, 112.45, 104.37. LC-MS, calcd for C13H11N2O2Cl: 262.05; obsd: 263.0 [M+H]+.

Statistics shows that 4-Chloro-3-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 13726-14-2.

Reference:
Article; Kil, Kun-Eek; Zhang, Zhaoda; Jokivarsi, Kimmo; Gong, Chunyu; Choi, Ji-Kyung; Kura, Sreekanth; Brownell, Anna-Liisa; Bioorganic and Medicinal Chemistry; vol. 21; 19; (2013); p. 5955 – 5962;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 363-51-9, 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. 363-51-9, name is 2-Chloro-6-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 0 C stirred solution of 5-fluoro-4-(3-oxo-5,6 -dihydro-3H-[1 ,2,4]triazolo[3,4-c][1 ,4]oxazin- 2(8H)-yl)-2-{[(2S)-1 ,1 ,1 -trifluoropropan-2-yl]oxy}benzoic acid (intermediate 24) (74.3 mg, 190 muiotaetaomicronIota) and DMF (3 drops) in anhydrous dichloromethane (0.95 ml) was added oxalyl chloride dropwise (28,9 mg, 0.23 mmol). The resulting mixture was warmed to room temperature, stirred for one hour and concentrated under reduced pressure. A solution of the crude acid chloride in dichloromethane (0.63 ml) was then added dropwise to a 0 C stirred solution of 2- chloro-6-fluoraniline (30.4 mg, 0.21 mmol) and triethylamine (21 .1 mg, 0.21 mmol) in dichloromethane (0.70 ml). Following complete addition, the mixture was warmed to room temperature and stirred for one hour. Aqueous hydrochloric acid (1 .0 M, 10 ml) was added to the residue and extracted with dichloromethane (3 x 10 ml). The combined organic extracts were washed with brine (10 ml), dried over magnesium sulfate, filtered and concentrated under reduced pressure to give a pale yellow oil. The residue was purified by reverse phase column chromatography (acetonitrile, 0.1 % aqueous formic acid) to give the amide as a white solid (73.3 mg, 66 %).LC-MS (method A): Rt = 1 .18 min; MS (ESIpos): m/z = 519 [M+H]+1H-NMR (400 MHz, CHLOROFORM-d) delta [ppm]: 1 .572 (8.35), 1 .659 (7.01 ), 1.676 (7.05), 3.807 (2.84), 3.820 (4.22), 3.834 (3.51 ), 4.086 (3.74), 4.098 (3.02), 4.100 (4.34), 4.1 13 (2.89), 4.772 (16.00), 4.91 1 (0.46), 4.927 (1 .09), 4.942 (1 .41 ), 4.958 (1 .09), 4.973 (0.42), 7.1 12 (0.89), 7.1 16 (0.94), 7.133 (1 .48), 7.136 (1 .96), 7.140 (1 .10), 7.155 (1.20), 7.159 (1 .25), 7.222 (0.85), 7.235 (0.84), 7.242 (1 .98), 7.256 (2.1 1 ), 7.263 (2.04), 7.285 (2.13), 7.290 (2.75), 7.305 (0.88), 7.309 (1 .07), 7.312 (0.89), 7.463 (2.95), 7.477 (2.96), 8.182 (3.04), 8.212 (3.06), 9.021 (2.04).

The synthetic route of 2-Chloro-6-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; THE BROAD INSTITUTE, INC.; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE GENERAL HOSPITAL CORPORATION; GRADL, Stefan, Nikolaus; NGUYEN, Duy; EIS, Knut; GUENTHER, Judith; STELLFELD, Timo; JANZER, Andreas; CHRISTIAN, Sven; MUELLER, Thomas; EL SHEIKH, Sherif; ZHOU, Han, Jie; ZHAO, Changjia; SYKES, David B; FERRARA, Steven, James; LIU, Kery; HERBERT, Simon, Anthony; MERZ, Claudia; NIEHUES, Michael; NISING, Carl, Friedrich; SCHAeFER, Martina; ZIMMERMANN, Katja; KNAEBLEIN, Joerg; THEDE, Kai; FAUPEL, Thomas; (539 pag.)WO2018/77944; (2018); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, 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 6775-78-6 as follows.

To 6-chloro-imidazo[l,2-b]pyridazine (1 eq, 17 mmol, 2.4 g) in acetic acid (10 ml) under inert atmosphere, is added dropwise bromine (1 eq, 17 mmol, 0.82 ml). After 4 hours stirring at room temperature, the reaction mixture is filtered and dried under vacuum to give 3-bromo-6- chloro-imidazo[l,2-b]pyridazine 1H nmr (MeOD) 8.42 (IH, d, J = 9.81 Hz), 8.07 (IH, s) and 7.91 (IH, d, J = 9.48 Hz).

According to the analysis of related databases, 6775-78-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; WO2008/52734; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 33050-38-3, The chemical industry reduces the impact on the environment during synthesis 33050-38-3, name is 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine, I believe this compound will play a more active role in future production and life.

e) 3-Chloro-6-(cyclohexyloxy)[1,2,4]triazolo[4,3-b]pyridazine may be prepared in the following manner: 762 mg of sodium hydride at 60% in oil are added to a solution of 3.18 g of cyclohexanol in 30 cm3 of tetrahydrofuran, at 0 C. under argon. After stirring for 15 minutes, 3 g of 3,6-dichloro[1,2,4]triazolo[4,3-b]pyridazine (commercial) are added. The brown suspension is stirred for 22 hours while allowing it to warm gradually to 20 C. The reaction mixture is poured into ice-water and the mixture is extracted with ethyl acetate. After concentrating the organic phase to dryness under vacuum, a brown oil is obtained. The oily residue is chromatographed on Biotage Quad 12/25 (KP-SIL, 60A; 32-63 muM), eluting with a 95/5 to 65/35 gradient of cyclohexane/ethyl acetate. 2.7 g of 3-Chloro-6-(cyclohexyloxy)[1,2,4]triazolo[4,3-b]pyridazine are thus obtained in the form of a yellowish powder, the characteristics of which are as follows:

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, 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; US2012/165326; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics