Author: Jessica.F

Application of 202865-57-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 202865-57-4 name is 1-Bromo-2,5-dichloro-3-fluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1-Bromo-2,5-dichloro-3-fluorobenzene (40 g, 160 mmol) and sodium methoxide (44.3g, 820 mmol) were stirred in methanol (500 ml) at reflux for 16 hours. The reaction was cooled to ambient temperature then quenched with water (500 ml). The mixture was extracted with diethyl ether (3 x 300 ml), dried over Na2SO4 and evaporated to afford the title compound as a white solid (40 g). 1HNMR (CDCI3): 3.90(s, 3H), 6.86(d, 1 H), 7.26(d, 1 H)GCMS Rt=4.58 min MS m/z 256 [MH]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,5-dichloro-3-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
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. 467435-07-0, name is 4-Bromo-2-chlorobenzotrifluoride, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrClF3

j00628j To a mixture of 4-bromo-2-chloro-1-(trifluoromethyl)benzene (0.11 g, 0.44 mmol) and compound (R)-A-2 (0.10 g, 0.55 mmol) in dioxane (10 mL) under nitrogen at room temperature was added cesium carbonate (0.36 g, 1.1 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (32 mg, 0.050 mmol) and tris(dibenzylideneacetone)dipalladium(0) (25 mg, 0.028 mmol). The reaction mixture was stirred at 106 C for 2 hours, then filtered and concentrated in vacuo. The residue was purified by prep-HPLC [Instrument: Shimadzu pump LC-20A; Column: GEMiNI 200 x 50 mm, particle size: 10 jim; Mobile phase: 55-66.7% acetonitrile in H20 (add 0.5% NH3 H20, v/v)j. The combined fractions were lyophilized, treated with 0.2 M hydrochloric acid and again lyophilized to give:Compound (R)-35 (65 mg, 37% yield) as a white solid: cSFC analytical tR=2.60 mm., purity: 100%; LCMS (M): tR=2.42 mm., 360.1 m/z (M+1); ?H-NMR (CD3OD, 400 MHz): 7.79 (s, 1H), 7.65 (d, J=8.8 Hz,1H), 7.43 (d, J=8.4 Hz,1H), 3.71-3.61 (m, 2H), 3.48-3.42 (m, 2H), 3.39-3.36 (m, 4H), 2.46-2.39 (m, 2H), 2.16-2.08 (m, 1H), 2.03-1.90 (m, 2H).

The synthetic route of 467435-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 21745-41-5, 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. 21745-41-5, name is 1,2-Diamino-3-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 60a:; Chiral To a 5.5 N HCI solution (9 mL) of 1 ,2-diamino-3-chloro-benzene (1.3 g, 9.12 mmol) was added H-D- Asp-OH (3.6 g, 27.4 mmol). The mixture was refluxed for 72h. It was filtered after cooling down to EPO room temperature. The filtrate was purified by prep. HPLC to give the title compound in 41% yield (0.9g). 1H NMR (DMSO-d6): delta 7.52 (1 H, dd, J=8.1 , 1 Hz), 7.28 (1 H, dd, J=7.8, 1 Hz), 7.20 (1 H, t, J=7.8Hz), 4.54 (1 H, t, J=6.8Hz), 3.49 (1 H, dd, J=16.4, 5.8Hz), 3.39 (1 H, dd, J=16.2, 7.1 Hz). LCMS (APCI): 240 (M+H+).

The synthetic route of 1,2-Diamino-3-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER, INC.; WO2006/40646; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 208186-78-1, 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. 208186-78-1, name is 1,2-Dibromo-5-chloro-3-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[A] 2-Bromo-4-chloro-6-fluoro-benzaldehyde To a solution of 1,2-dibromo-5-chloro-3-fluoro-benzene (10 g, 34.68 mmol) in heptane (27 ml) was added THF (44 ml) and the mixture was cooled to -45 C. Then, iPrMgCl (38.14 ml, 38.14 mmol, 1M solution in THF) was added dropwise to the reaction mixture maintaining the temperature between -40 C. to -45 C. The mixture was stirred for 30 minutes at -40 C. before DMF (13.4 ml, 173.4 mmol) was added dropwise to the reaction mixture maintaining the temperature between -45 C. to -20 C. After stirring for another 15 minutes at -20 C., it was poured into a mixture of 2N HCl (20 ml) and ether (50 ml) at 0 C. The organic layer was separated and the aqueous layer was extracted two times with ether. The combined organic layers were dried with Na2SO4 and evaporated in vacuo to obtain the title compound (7.8 g, 95%) as 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, 1,2-Dibromo-5-chloro-3-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Aebi, Johannes; Binggeli, Alfred; Hertel, Cornelia; Konkar, Anish Ashok; Kuehne, Holger; Kuhn, Bernd; Maerki, Hans P.; Wang, Haiyan; US2013/18055; (2013); 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. 2039-83-0, name is 3,4-Dichlorostyrene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 2039-83-0

General procedure: To a solution of FeCl3 6 H2O (6.8 mg, 25.0 mumol, 5 mol%) in 9 mL 2-Me-2-BuOH, an imidazole basedligand (50.0 mumol, 10 mol%) was added at room temperature under air. After addition of the olefin (500mumol), H2O2 (30 wt% in H2O, 170 muL, 1.50 mmol) mixed with 830 muL 2-Me-2-BuOH was added via syringepump over a 1 h period. The reaction was quenched with 50 muL saturated aqueous Na2SO3 solution. Afterextraction with CH2Cl2, the organic phases were combined and evaporated to dryness. The crude mixture was filtered through a SiO2-plug (1 cm, eluted with CH2Cl2). In order to determine the yield via 1H-NMR,pyrazine was added in a defined amount as an internal standard. Afterwards, purification was carriedout by means a preparative TLC plate (hexane/ethyl acetate) for the HPLC sample preparation in orderto determine enantioselectivity.

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 2039-83-0.

Reference:
Article; Fingerhut, Anja; Vargas-Caporali, Jorge; Leyva-Ramirez, Marco Antonio; Juaristi, Eusebio; Tsogoeva, Svetlana B.; Molecules; vol. 24; 17; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 41332-02-9,Some common heterocyclic compound, 41332-02-9, name is 1-(2-Chloroethyl)naphthalene, molecular formula is C12H11Cl, 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: A borosilicate glass tube (OD 0.6 mm, length 12 cm) was packed with PS-supported P2tBu (150 muiotatauiotaomicron base, loading 1.6 mmol/g, 93.75 mg) mixed with glass beads (212-300 mutaueta, 100-500 mg) and placed in a column oven in a LabView controlled automation apparatus. 18F- trapping: 18F- (target water, 3.5 mL, 500-5000 MBq) passed through the column at room temperature (flow 1.5 mL/min) . MeCN (dry, 4 ml, flow 2 mL/min) was passed through the column at room temperature followed by a helium gas flush through the column until excess of solvent was removed. Radiofluorination : Radiofluorination solvent (MeCN for mannose triflate, MeCN/tBuOH 1:5 for FLT-ONs, toluene for the naphthalene analogues and 2-nitro-3-methoxypyridine, dry, 4 mL, flow 2 mL/min) was passed through the column at room temperature followed by the substrate (50-100 muiotatauiotaomicron) dissolved in radiofluorination solvent (dry, 3 mL) and passed through the column at 120C (flow 0.55 mL/min) . Radiofluorination solvent (dry, 2 mL, flow 0.55 mL/min) was then passed through the column to elute the remaining product. The fluorinated product wasanalyzed by radio-TLC (eluent heptane : EtOAc 80:20 for the naphthalene analogues, MeCN:H20 95:5 for hydrolyzed FDG, DCM : MeOH 9:1 for hydrolyzed FLT, petroleum ether :EtOAc for the pyridine analogue).

The synthetic route of 41332-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TECHNICAL UNIVERSITY OF DENMARK; ZHURAVLEV, Fedor; MATHIESSEN, Bente; WO2014/20035; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29242-84-0, These common heterocyclic compound, 29242-84-0, name is 2-Chloro-4-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.

Part H. A solution of the aniline from Part G (7.98 g, 50 mmol) in conc. HCl (25 mL) was cooled to -5 C., and treated dropwise with a concentrated aqueous solution of sodium nitrite (3.80 g, 55.1 mmol). After 30 minutes, the mixture was charged with 15 mL cyclohexane and 15 mL dichloromethane, then treated dropwise with a concentrated aqueous solution of potassium iodide (16.6 g, 100 mmol). This mixture was allowed to stir for 4 hours, then was extracted with dichloromethane (2*100 mL). The extracts were washed in sequence with 1 N aqueous sodium bisulfite (100 mL) and brine (60 mL), then combined, dried over magnesium sulfate, filtered and evaporated to afford sufficiently pure product, 3-chloro-4-iodoanisole (7.00 g, 26.1 mmol, 52%). TLC RF 0.39 (5:95 ethyl acetate-hexane). 1 H NMR (300 MHz, CDCl3): d 7.69 (1H, d, J=8.8 Hz), 7.03 (1H, d, J=3.0 Hz), 6.57 (1H, dd, J=8.8, 3.0 Hz), 3.78 (3H, s). MS(H2 O-GC/MS): m/e 269 (100).

Statistics shows that 2-Chloro-4-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 29242-84-0.

Reference:
Patent; Dupont Pharmaceuticals Company; US6143743; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 3970-51-2, name is 5-Chloro-1H-indene, 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: C9H7Cl

General procedure: A solution of 5-methoxy-1H-indene (2.40 g, 16.4 mmol) in MeOH (20mL) and CH2Cl2 (50 mL) was cooled to -78 C under N2. O3 (with O2 carrier gas) was bubbled through the solution for 30 min. An exotherm to -65 C occurred while the reaction was in progress; this subsided at the end of the reaction and a blue colouration of dissolved ozone was seen. Unreacted ozone was removed by flushing the reaction vessel with N2. NaHCO3 (1.75 g, 20.9 mmol) and Me2S (3.28 mL,44.3 mmol) were added. The cooling bath was removed and the mixture was stirred for 16 h at r.t.. Concd (28-30%) aq ammonia (20 mL)was added and the mixture stirred for a further 24 h. The mixture was extracted with CH2Cl2 (3 × 100 mL) and the combined organic phases were extracted with 5% aq HCl (2 × 100 mL). The combined aqueous phases were washed with CH2Cl2 (100 mL) and basified with Na2CO3 to pH 10 with stirring. An oil precipitated from solution; the mixture was extracted with CH2Cl2 (2 × 100 mL). The combined organic extractswere washed with sat. brine (50 mL), dried (MgSO4) and evaporated to afford the title compound 6 (1.27 g, 49%) as a brown oil,which was used without further purification.

The synthetic route of 5-Chloro-1H-indene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
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. 54773-20-5, name is 1,3-Dichloro-5-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H3Cl2F3

Add 2.2 g of 1-bromo-3,5-dichlorobenzene (0.01 mol) to the reaction flask. 2.3 g of potassium 2,2,2-trifluoroacetate (0.015 mmol), 2.3 g of iodinated ketone (0.012),1.04 g of pyridine (0.013 mol), 10 ml of N-methylpyrrolidone, refluxed at 200 C for 1 hour, and the solvent was evaporated to give a crude compound 1.94 g. Then, after mixing 10 ml of H2SO4 and 5 ml of HNO3, the crude compound 1 was slowly added at 0 C. After the reaction for 2 hours, the reaction was stopped, and the mixture was poured into ice water and suction filtered to give the desired fipronil intermediate 2.19 g in a yield of 86.2%.

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; Jiangsu Changqing Agrochemical Co., Ltd.; Yu Guoquan; Sun Xialin; Ma Changqing; Ding Huaping; (5 pag.)CN109369403; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, 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 69411-05-8, Quality Control of 3-Chloro-5-trifluoromethylaniline

To a stirred mixture of Preparation 65A (2.51 g, 12.9 mmoL) in EtOH (130 mL) was added acetic anhydride (15.0 mL, 159 mmoL). The mixture was stirred at room temperature for 17 h. The mixture was then poured into a mixture of 40 mL of ice, 10 mL of saturated NaHCCh solution and 60 mL of EtOAc. The aqueous layer was separated and extracted with EtOAc (1 x 60 mL). The combined EtOAc layers were washed with brine (Ix 20 mL), dried (MgSO4), filtered and concentrated in vacuo to give 2.88 g of Preparation 65B in 94% yield. [00497] HPLC: 2.84 min (RT)(Chromolith SpeedROD column 4.6 x 50 mm, 10- 90% aqueous MeOH over 4 minutes containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm). MS (ES): m/z=238 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta ppm 10.4 (s, IH, NH) 7.96 (s, IH) 7.91 (s,l H) 7.50 (s, IH), 2.09 (s, 3H).

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; BRISTOL-MYERS SQUIBB COMPANY; WO2009/3077; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics