Month: June 2021

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. 201849-21-0, name is 4-Bromo-2-chloro-1-isopropoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H10BrClO

DESCRIPTION FOR D692-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (D69)To a suspension of 4-bromo-2-chloro-1-[(1-methylethyl)oxy]benzene (D68) (10 g), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (15.26 g) and potassium acetate (15.73 g) in N,N-dimethylformamide (DMF) (150 mL) stirred under nitrogen at room temperature was added PdCl2(dppf)-CH2Cl2 adduct (1.964 g). The reaction mixture was stirred at 80 C. overnight. After cooling the reaction, the reaction mixture was concentrated in vacuo, the residue was diluted with ethyl acetate and filtered through celite, the filtrate was washed with water and brine, the organic phase was dried over anhydrous Na2SO4. After removing the solvent, the residue was purified by column chromatography to give 2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (D69) (11.8 g). MS (ES): C15H22BClO3 requires 296. found 297.1 (M+H+).

The synthetic route of 201849-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; US2011/269738; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, 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 2770-11-8, category: chlorides-buliding-blocks

l-BOC-4-[2-(4-Chloro-phenoxy)-phenylamino]-3,4-dihydro-2H-quinoline (CMS02032, STX 2168)C26H27ClN2O3, MoI. Wt: 450.96 EPO To a mixture of l-BOC-2,3-dihydro-lH-quinolin-4-one (0.190 g, 0.77 mmol) and 2~(4- chlorophenoxy)-aniline (0.35 g, 1.6 mmol, 2.1 eq.) in toluene (10 mL) was added chlorotriisopropoxytitanium(IV) (0.4 mL, 2.1 eq.) and the resulting deep orange solution stirred at room temperature overnight. Saturated NaHCO3 solution (10 mL) was added and the phases separated. The organic layer was separated dried over anhydrous magnesium sulphate then filtered and evaporated. The residue was re-dissolved in TEDF (25 mL) and cooled to 0 0C under nitrogen. A solution of succinic acid (0.189 g, 1.6 mmol) in THF (5 mL) was added followed by IM borane tetrahydrofuran complex (1.6 mL, 2.1eq.). The reaction was allowed to warm to room temperature before the addition of saturated NaHCO3 solution (100 mL). The volatile solvent was removed under reduced pressure then ethyl acetate (100 mL) was added and the layers separated. The organic layer was dried, evaporated and then purified by column chromatography (flashmasterlL 50 g column) using 0-30% ethyl acetate/hexanes as eluent to give the desired product (0.223 g, 72%) as a colourless foam which showed;1H NMR (270 MHz, CDCl3) delta 1.46 (9H, s, 3 x CH3), 1.90-2.05 (IH, m), 2.05-2.20 (IH, m), 3.44-3.55 (IH, m), 3.91-4.03 (IH, m), 4.37 (IH, br s, NH), 4.50-4.59 (IH, m), 6.65 (IH, dt, J = 7.9 and 1.2 Hz), 6.80-6.90 (4H, m), 6.95-7.10 (2H, m), 7.20-7.35 (4H, m) and 7.70 (IH, d, J = 7.9 Hz);13C NMR (67.9 MHz, CDCl3) 328.43 (CH3), 29.94 and 41.36 (both CH2), 49.26 (CH), 111.90 and 117.26 (both Ar-CH), 118.82 (2 x Ar-CH), 119.57, 123.61, 123.89, 125.37, 127.49 and 127.92 (all Ar-CH) and 129.71 (2 x Ar-CH);

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-(4-Chlorophenoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; STERIX LIMITED; WO2007/3934; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 20850-43-5, 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 20850-43-5 as follows.

General procedure: Suspension of the appropriate 3-amino-1,1-dioxo-1,4,2-benzodithiazine derivative 4a-h (0.5 mmol), anhydrous K2CO3 (1.5 mmol, 0.21 g) and the appropriate alkyl chloride (0.6 mmol) in dry THF (5 ml) was heated at reflux for 20-24 h, then cooled in ice-bath and filtered off. The crude product was suspended in 5 ml of water, heated gently to ca. 50 C; and cooled with vigorous stirring until granular precipitate appeared. Filtering off and washing with cold water and diluted EtOH gave pure potassium salts. 4.5.10 ;N-{2-[(1,3-Benzodioxol-5-yl)methylthio]-4-chloro-5-(4-(4-chlorophenyl)thiazol-2-yl)benzenesulfonyl}cyanamide potassium salt (5n) ;Starting from 4f (0.221 g) and 1,3-benzodioxol-5-ylmethyl chloride (0.102 g). Yield: 0.234 g (76%): m.p. 260-262 C; IR (KBr): nu 2895, 2185, 1635, 1578, 1503, 1488, 1472, 1361, 1285, 1142 cm-1; 1H NMR (500 MHz, DMSO-d6): delta 4.32 (s, 2H, SCH2), 6.00 (s, 2H, OCH2O), 6.87-6.89 (m, 1H, Ar), 6.96-6.97 (m, 1H, Ar), 7.04 (s, 1H, Ar), 7.55-7.57 (m, 2H, Ar), 7.60 (s, 1H, Ar), 8.06-8.08 (m, 2H, Ar), 8.41 (s, 1H, Ar), 8.77 (s, 1H, Ar); Anal. C24H14Cl2KN3O4S3 (C, H, N).

According to the analysis of related databases, 20850-43-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Brozewicz, Kamil; Slawinski, Jaroslaw; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 384 – 394;,
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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., SDS of cas: 2106-04-9

Process step J+K, After 20 min at 50-60 C 1733 g 3-chloro-2-fluoranilin are added to the mixture. The dropping funnel is rinsed with 2 L acetonitrile. Then 7.8 kg 4 M hydrochloric acid in dioxane are added and the mixture is stirred for 45 mm at 55-80 C. After cooling to 1 C. the precipitate is filtered off and washed with 10 L ethanol. The precipitate is suspended in 40 L ethanol and combined with 290 g 3-chloro-2-fluoroaniline. The suspension is stirred for 45 min at 70-80 C and then for 13 h at RT. The precipitate is filtered off and washed with 10 L ethanol. After drying at 60 C in vacuo 4853 g of product is obtained as the hydrochloride.

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; OSTERMEIER, Markus; SIEGER, Peter; WO2014/12859; (2014); 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Methyl 2,2,2-trichloroacetimidate

Step B4-bromo-2-(trichloromethyl)-6-[(trifluoromethyl)oxy]-1H-benzim[00346] A suspension of {2-amino-3-bromo-5-[(trifluoromethyl)oxy]phenyl}amine (2.08 g, 6.76 mmol) in acetic acid (35 mL) was treated with methyl 2,2,2-trichloroacetimidate (1.14 mL, 9.21 mmol), added dropwise via syringe. After stirring at rt overnight, the reaction mixture was diluted with water and extracted with diethyl ether (3x). The combined organic layers were washed with water (2x) and brine (1x), then dried over sodium sulfate and concentrated.Toluene was added and the mixture was concentrated under reduced pressure, then dried under vacuum to afford the title compound (2.54 g, 94%). LCMS: m/z 399 (M+1).

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 2533-69-9.

Reference:
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John G; FANG, Jing; PEAT, Andrew James; TAI, Vincent; TURNER, Elizabeth; WO2011/97491; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)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. Recommanded Product: 202197-26-0

The 3.2g (12.7mmol) compound (VI compound of formula) and 6.4g (53.7mmol) DMF-DMA was added to 100mL eggplant Bottle, heated to reflux for 1h, evaporated under reduced pressure to remove excess DMF-DMA; glacial acetic acid was added 20mL (349.4mmol) and 3.4g (10.7mmol) 2-amino-5-[5-[[[2-(methanesulfonyl)ethyl]amino]methyl]furan-2-yl]benzonitrile (V), was heated under reflux IH; After the reaction system was cooled to room temperature and poured into 80mL of ice water, suction filtered, the filter cake washed with 80mL of methanol and 80mL of ice water Di, 60 C vacuum drying 8h, give lapatinib (a compound of Formula I) 5.1g (8.8mmol, molar yield of 82.4%, HPLC pure Of 99.3%).

The synthetic route of 3-Chloro-4-((3-fluorobenzyl)oxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI ACEBRIGHT PHARMACEUTICAL CO., LTD; DAFENG ACEBRIGHT PHARMACEUTICALS CO., LTD; SHANGHAI ACEBRIGHT PHARMACEUTICALS GROUP CO., LTD.; AN, XIAOXIA; LYU, FENG; YAN, LI; WANG, GUANXING; GAI, HONGTAO; LI, HUICHAO; (12 pag.)CN103896889; (2016); B;,
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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Safety of 3,6-Dichloro-1,2,4,5-tetrazine

To a solution of 3,6-dichloro-1,2,4,5-tetrazine (1 g, 6.62 mmol) in Tol. (10 mL) was added pent-1-yn-3-ol (1.11 g, 13.25 mmol, 1.14 mL) at 20 C. The mixture was stirred at 110 C. for 16 hours under sealed tube. LCMS showed desired MS. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (SiO2, petroleum ether:ethyl acetate=1:1) to give 32a. MS mass calculated for [M+1]+ (C7H8Cl2N2O) required m/z 207.1, LCMS found m/z 207.0; 1H NMR (400 MHz, CDCl3) delta 7.79 (s, 1H) 4.94 (dt, J=7.73, 3.77 Hz, 1H) 2.72 (d, J=4.03 Hz, 1H) 1.94 (dqd, J=14.52, 7.39, 7.39, 7.39, 3.55 Hz, 1H) 1.60-1.72 (m, 1H) 1.06 (t, J=7.34 Hz, 3H).

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; Terns, Inc.; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; ROMERO, F. Anthony; US2020/62742; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2533-69-9, These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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.

To a solution of 4-bromobenzene-1,2-diamine (4.78 g, 25.5 mmol)in AcOH (50 mL) at 0C was added 5-bromo-2-(trichloromethyl)-1H-benzo[djimidazole (5.0 g, 28.3 mmol), then the mixture was stirred at room temperature for 3 hrs. Water was added and the precipitate was collected by filtration. The solid was washed with water, then dried under vacuum to afford the cmde product that was used directly in the next step without further purification. LC-MS (ESI): 312 (M + 1).

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (256 pag.)WO2018/204176; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 13745-86-3 as follows. Safety of 11-Chlorodibenzo[b,f][1,4]thiazepine

(b) 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine. Piperazine (1.7mole) was dissolved in warm toluene (about 50C) (750ml) and 11-chloro-dibenzo[b,f][1,4]thiazepine added. The reaction was heated to reflux and maintained at this temperature for 5hr. After cooling to ambient temperature the reaction was filtered to remove piperazine hydrochloride, the organic phase was washed several times with water to remove excess piperazine. The organic phase was dried over magnesium sulphate and after filtration the solvent was removed in vacuo to give the product as an oil. The oil was dissolved in ethanol and treated with a solution of hydrogen chloride in ethanol. 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine was isolated as the dihydrochloride salt in ca 88% yield, m.pt. 103-105 (softens), 135-140C (decomp).

According to the analysis of related databases, 13745-86-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMPERIAL CHEMICAL INDUSTRIES PLC; EP282236; (1988); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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. Computed Properties of C6H3BrClN3

Intermediate 1-13To a suspension of Intermediate 1-12 (950 mg, 4.08 mmol) and Cs2C03 (1.6 g, 4.9 mmol) in acetonitrile (20 mL) was added allyl alcohol (0.3 mL, 4.5 mmol). The reaction mixture was heated at 65C for 6 h. More Cs2C03 (1.0 g) and allyl alcohol (0.25 mL) were added and the mixture was stirred at rt overnight. Water was added and the mixture was extracted with EtOAc. The organic phase was washed with brine, dried, filtered and concentrated. The residue was purified by column chromatography (cHex:EtOAc 2:1 to 1 :1.5) to give Intermediate 1-13 (690 mg, 80%).HPLC-MS (method 4): Rt =3.32 min, [M+Hf 210.H NMR (300 MHz, CDCI3) delta 7.87 (d, J = 0.9 Hz, 1H), 7.68 (s, 1H), 6.43 (s, 1 H), 6.13 (ddd, J = 22.7, 10.8, 5.5 Hz, 1H), 5.54 (d, J = 16.3 Hz, 1H), 5.44 (d, J = 10.4 Hz, 1H), 4.89 (d, J = 5.5 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 933190-51-3, its application will become more common.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); SNODIN, Michael D; PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; BLANCO-APARICIO, Carmen; LORENZO GARCIA, Milagros; RAMOS LIMA, Francisco Javier; WO2013/5041; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics