Category: chlorides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, 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 54932-72-8, Recommanded Product: 4-Bromo-1-chloro-2-methylbenzene

Reference Example 5 Preparation of methyl N-(5-bromo-2-chlorobenzyl)carbamate (Compound II-b) A mixture comprising 10.0 g of 5-bromo-2-chlorotoluene, 8.7 g of N-bromosuccinimide, 0.3 g of 2,2′-azobisisobutyronitrile and 60 ml of carbon tetrachloride, was refluxed under heating for 3 hours and, after cooling to room temperature, filtered and concentrated. A mixture comprising the obtained crude product, 5.9 g of potassium cyanate, 10 ml of methanol and 50 ml of N,N-dimethylformamide, was stirred at 100 C. for 2 hours. To this reaction mixture, water was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with isopropanol to obtain 6.8 g of methyl N-(5-bromo-2-chlorobenzyl)carbamate as white crystals.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US6313071; (2001); B1;,
Chloride – Wikipedia,
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Related Products of 29671-92-9, 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. 29671-92-9, name is Carbamimidic chloride hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

Step 3; 2-Amino-6- (2-chlorophenoxymethyl)benzonitrile mg; 0.31mmol) and chloroformamidine hydrochloride (53.0 mg, 0.46 mmol) were heated at 140 C in diglyme for 3 hours. The reaction mixture was diluted with water, stirred for 2 hours, filtered, washed with water and dried. Purification by silica gel chromatography (5% methanol in dichloromethane) yielded 50 mg of 5-(2- chlorophenoxymethyl) quinazoline-2,4-diamine.

The chemical industry reduces the impact on the environment during synthesis Carbamimidic chloride hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DECODE CHEMISTRY, INC.; SINGH, Jasbir; GURNEY, Mark E.; WO2005/123724; (2005); A1;,
Chloride – Wikipedia,
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Reference of 106-39-8, 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 106-39-8 as follows.

General procedure: In a thermostatted bath at 25C (or 60C for compounds 18 and 28), a 25 mL Schlenk flask was charged in air with a magnetic stir bar, arylbromide (0.5 mmol), arylboronic acid (0.6 mmol), K2CO3 (0.6 mmol), 1 (26.6 mg, 1mol-%), ethanol (1.5 mL), and water (0.5 mL). The reaction mixture was kept under vigorous stirring until the GC control showed no residual aryl bromide in solution. Water (10 mL) was added to the suspension and the organics were extracted with dichloromethane (3×10 mL). The solution was dried over Na2SO4 and then passed through a column filled with silica gel (diatomaceous earths were used in the case of compound 28). Elimination of the solvent under vacuum gave the desired biaryl as white microcrystalline solid. Purity (96÷99%) was established by GC and 1H NMR. 1H and 13C{1H} NMR data of compounds 8-28. Spin multiplicity is given by s=singlet, br s=broad singlet, q=quartet, st=septet, qq=quartet of quartets, ddd=doublet of doublets of doublets, m=unresolved multiplet. 4-Chloro-4′-methoxy-1,1′-biphenyl (17). Yield 94%. C13H11OCl (218.68): calcd. C 71.40, H 5.07; found C 71.27, H 5.13. 1H NMR (CDCl3): delta = 7.58-7.44 (4H, m), 7.42-7.33 (2H, m), 7.08-6.95 (2H, m), 3.86 (3H, s, OCH3) ppm. 13C NMR (CDCl3): delta = 159.3, 139.2, 132.6, 132.4, 128.8, 128.0, 127.9, 114.3, 55.3 (OCH3) ppm.

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; Del Zotto, Alessandro; Colussi, Sara; Trovarelli, Alessandro; Inorganica Chimica Acta; vol. 470; (2018); p. 275 – 283;,
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These common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, 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. Application In Synthesis of 2-(4-Chlorophenoxy)aniline

A solution of 2-(4-chloro-phenoxy)-phenylamine (298 mg, 1.4 mmol), N-(2-acetyl- phenyl)-acetamide, (200 mg, 1.13 mmol) and chlorotriisopropoxytitanium IV (0.53 ml, 2.26 mmol) in toluene (15 ml) was stirred at r.t. for 4 days. NaHCO3 was added and the mixture was extracted repeatedly with EtOAc, dried (MgSO4) and evaporated to dryness. The residue was re-dissolved in THF (20 ml) and cooled to 0 C, to this was added succinic acid (270 mg, 2.26 mmol) and borane (IM in THF, 2.3 ml, 2.26 mmol). The reaction was slowly warmed to r.t. and stirred for 8 h. NaHCO3 was added and the volatile solvents removed in vacuo, the mixture was then extracted with EtOAc and dried (MgSO4). The crude material was purified by flash chromatography (0-100 % DCM in hexane) to yield the product, 79 mg, 19 % yield. LCMS: tr= 1.42 min (95 % MeOH in water), m/z M-H 365.33, HPLC: U= 4.49 min (90 % ACN in water), 97 %,1H NMR (CDCl3, 270 MHz,): delta 1.17 (3H, X, J = 12 Hz, CH3CH2), 1.56 (3H, d, J = 6.7 Hz, CH3CH), 3.10 (2H, q, J= 14.1 Hz, CH2), 4.22 (IH, d, J= 6.0 Hz, NH), 4.53 (IH, q, J = 13.3 Hz, CH), 4.59 (IH, br.s, NH), 6.66-6.93 (7H, m, ArH), 7.01 (IH, td, J= 7.9, 1.5 Hz, ArH), 7.16-7.31 (4H, m, ArH).13C NMR (CDCl3, 68 MHz): 14.9, 19.9 (CH3), 38.1 (CH2), 50.9 (CH), 111.1, 113.6, 117.0, 118.0, 118.6, 119.5, 125.5, 126.5 (ArCH), 128.6, 127.8 (ArC), 128.3, 129.7 (ArCH), 13.7, 143.3, 146.7, 156.4 (ArC).HRMS: Calcd for C22H23ClN2O (M+Na)+ 389.1386, found (M+Na)+ 389.1391.

The synthetic route of 2-(4-Chlorophenoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; STERIX LIMITED; WO2009/66072; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

108649-59-8, name is 1-(2-Bromoethyl)-2,4-dichlorobenzene, 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. Quality Control of 1-(2-Bromoethyl)-2,4-dichlorobenzene

General procedure: Pyridine or 4-picoline (1 mmol) and phenylalkyl halide derivatives (1.2 mmol) were condensed at 140 C to yield the corresponding N-phenylalkyl pyridinium halides.refPreviewPlaceHolder26 W. Wichitnithad, T.J. McManus and P.S. Callery. Rapid Commun. Mass Spectrom., 24 (2010), p. 2547. [26] and refPreviewPlaceHolder[47] The products were solidified from diethyl ether. Sodium borohydride (5 mmol) was added in portions to a stirred solution of the N-phenylalkyl pyridinium halide (1 mmol) in 30 mL of dry methanol at 0 C. The mixture was stirred for an additional 4 h, and the solvent was subsequently removed under reduced pressure. The residue in 30 mL of water was extracted with ethyl acetate (3 × 20 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to near dryness under reduced pressure. The crude tetrahydropyridine was purified by column chromatography on silica using 1% triethylamine in hexane/ethyl acetate (1:5). The obtained product was eluted through a basic alumina column with CH2Cl2 to yield the corresponding N-phenylalkyl substituted 1,2,3,6-tetrahydro-pyridine, which was converted to the hydrochloride salt by dissolving the free base in 10 mL of 120 mM ethanolic HCl and evaporating to afford pure tetrahydropyridine hydrochloride.

The synthetic route of 108649-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wichitnithad, Wisut; O’Callaghan, James P.; Miller, Diane B.; Train, Brian C.; Callery, Patrick S.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7482 – 7492;,
Chloride – Wikipedia,
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Reference of 2533-69-9, The chemical industry reduces the impact on the environment during synthesis 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, I believe this compound will play a more active role in future production and life.

General procedure: Preparation of 2-methyl-6-nitro-2H-indazole (5d). To a stirred mixture of 6-nitro-1H-indazole (1.0 g, 0.0061 mmol) in dichloromethane (25.0 mL) was added trifluoromethanesulfonic acid (0.54 mL, 0.0061 mmol), stirred for 5-10 min at 25-35 C. To this mixture was added methyl 2,2,2,-trichlroacetimidate (2.69 g, 0.015 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16-18 h under N2. After reaction completion, chilled saturated NaHCO3 solution was added. The aqueous and organic phases were separated. Aqueous phase was extracted with dichloromethane 10 mL. Combined organic layers were washed with DM water (2 × 10 mL). Organic layer was dried over anhydrous Na2SO4, filtered, and evaporated completely under vacuum to obtain 2-methyl-6-nitro-2H-indazole (1.03 g, 95.0%) as a yellow solid.

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, Methyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Baddam, Sudhakar Reddy; Uday Kumar; Panasa Reddy; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 54; 13; (2013); p. 1661 – 1663;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 932-96-7, 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 932-96-7 as follows.

General procedure:To a solution of 3-(chlorosulfonyl)benzoic acid (1.0 equiv, ca. 0.1 M) in dichloromethane, 4-bromo-N-methylaniline (3.1 equiv) was slowly added at 0 C with stirring. The mixture was stirred at room temp for 12 h. The solvent was removed with a nitrogen gas stream, the mixture was treated with 1 M NaOH (> 10 equiv), and was extracted with ether three times. The aqueous fraction was then acidified with 3 M HCl to pH ~1. The mixture turned cloudy during the addition. The resulting precipitate was collected by suction filtration on a Buchner funnel, washed with distilled water, and dried overnight at reduced pressure to give 3-(N-(4-bromophenyl)-N-methylsulfamoyl)benzoic acid (7a, 50-60%), which was used without further purification. To a solution of 7a (1.0 equiv, ca. 0.1 M), was added 4-chloro-N-methylaniline (1.1 equiv), EDCI (1.3 equiv), and DMAP (0.1 equiv). The mixture was stirred at room temp for 12 h and then diluted with excess EtOAc. The organic mixture was washed with 1 M aqueous HCl (2 times), 1 M aqueous NaHCO3 (2 times), and brine. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to yield a crude product, which was purified by silica gel column chromatography to give 3a as a thick gel.

According to the analysis of related databases, 932-96-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Choi, Soo Hyuk; Quinti, Luisa; Kazantsev, Aleksey G.; Silverman, Richard B.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 8; (2012); p. 2789 – 2793;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 433-94-3,Some common heterocyclic compound, 433-94-3, name is 2-Chloro-6-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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.

First, 30 g (0.153 mol) 2-chloro-6-trifluoromethylaniline (commercially available)765 ml of dimethyl sub-grind (DMSO)Followed by the addition of 68.1 g (0.23 mol) of 2-iodoheptafluoropropane,46 ml 1 molar aqueous solution of iron (II) sulfate with 15.4 g 98% strength sulfuric acid.The mixture was then degassed with argon,And using a syringe pump,Then 34.8 g of a 30% strength aqueous hydrogen peroxide solution was added dropwise over 30 minutes.During the addition,The temperature rose to 70 C.The mixture was allowed to stir for another 20 minutes,During that period,The temperature dropped to 30 C.The reaction mixture was then poured onto a saturated aqueous solution of sodium hydrogencarbonate,And extracted with ethyl acetate.The combined extracts were washed with water,Followed by washing with a saturated aqueous solution of sodium hydrogen sulfate and a saturated aqueous solution of sodium chloride,Dried over sodium sulfate,And concentrated on a rotary evaporator under reduced pressure. In terms of purification,The residue was placed in cassettes containing 330 g of silica gel,Gradient chromatography using pure cyclohexane to 90:10 (v / v) cyclohexyl acetate / ethyl acetate. This gave 46.1 g of 2-chloro-4-heptafluoroisopropyl-6-trifluoromethylaniline.

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-6-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; HALLENBACH, WERNER; SCHWARZ, HANS-GEORG; GOERGENS, ULRICH; ILG, KERSTIN; TURBERG, ANDREAS; HORSTMANN, SEBASTIAN; KOEHLER, ADELINE; (178 pag.)TW2016/7938; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 26487-67-2, The chemical industry reduces the impact on the environment during synthesis 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, I believe this compound will play a more active role in future production and life.

0.12 g (3 mmol) of a 60percent NaH suspension in mineral oil were added under nitrogen to a solution of pyrazolo[1,5-a]pyridin-2-ylmethanol (100 mg, 0.67 mmol) in 5 mL of dry THF. The mixture was stirred for 5 h at room temperature, and after this time, was added 1-(2-chloroethyl)azepane hydrochloride (201 mg, 1.01 mmol) suspended in 8 mL of THF with 200mul of triethylamine (TEA). The mixture was heated at 55 ºC for 18 h, allowed to cool to room temperature, quenched with water and extracted with EtOAc, and washed with water. The organic layers were dried over Na2SO4 and concentrated under vacuum to afford 0.22 g (65percent) of brown oil.

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-(2-Chloroethyl)azepane hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Laboratorios del. Dr. Esteve, S.A.; Diaz-Fernandez,Jose-Luis; Cuberes-Altisent,Mª Rosa; EP2631236; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2106-02-7, A common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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: General procedure for synthesis of various 7-chloroquinolin-4-yl-phenylamine (1a-1p) Compounds were synthesized using 4, 7-dichloroquinoline and suitable substituted anilines. Briefly, equimolar quantities of anilines (1 mmol) and 4, 7-dichloroquinoline (1 mmol) were refluxed in dry ethanol in basic medium (1.2 mmol K2CO3) for 2-16 h depending upon the various substituents. Progress of reaction was monitored by thin layer chromatography. After completion of reaction, reaction mixture was neutralized by 1 N NaOH solution and extracted with 3 * 50 mL of CHCl3, washed with NaHCO3 and brine. The organic layer was dried over anhydrous Na2SO4. The solvent was again evaporated under reduced pressure. The ligands were purified by successive recrystallization [32].

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; Singh, Shailja; Agarwal, Drishti; Sharma, Kumkum; Sharma, Manish; Nielsen, Morten A.; Alifrangis, Michael; Singh, Ashok K.; Gupta, Rinkoo D.; Awasthi, Satish K.; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 394 – 407;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics