Month: June 2021

These common heterocyclic compound, 24279-39-8, name is 2,6-Dichloro-4-(trifluoromethyl)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 2,6-Dichloro-4-(trifluoromethyl)aniline

EXAMPLE 5 A solution of sodium nitrite (3.2 g) in concentrated sulphuric acid (22 ml) was added dropwise with cooling to a solution of 2,6-dichloro-4-trifluoromethylaniline (9.3 g) in glacial acetic acid (48 ml). The mixture was stirred at room temperature for half an hour and then cooled to 0-5. A solution of sodium azide (2.6 g) in the and the mixture stirred at 0-5 for 1 hour and then at room temperature overnight. The mixture was poured into ice/water, extracted with dichloromethane and the extract worked up in conventional manner to give 1-azido-2,6-dichloro-4-trifluoromethylbenzene, as a red oil.

The synthetic route of 2,6-Dichloro-4-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Agrochemicals Limited; US5109012; (1992); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4152-90-3, A common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, molecular formula is C7H8ClN, 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: A mixture of amide (5mmol), amine (5mmol), [Ru?NHC] complex (0.5molpercent) and toluene (5mL) was stirred in a sealed tube under nitrogen atmosphere at 110°C for 8h. After cooling down to room temperature, the reaction solvent was removed under vacuum. After removal of the solvent, the crude reaction mixture was dissolved in CH2Cl2 and purified by column chromatography on silica gel (200?400mesh) eluting with heptane:ethanol [25:1] to give corresponding amides as a white solid. The yields are mentioned in Tables 3?5. The product was confirmed by NMR spectroscopy. Reported isolated yields are an average of two runs.

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; Nirmala, Muthukumaran; Prakash, Govindan; Viswanathamurthi, Periasamy; Malecki, Jan Grzegorz; Journal of Molecular Catalysis A: Chemical; vol. 403; (2015); p. 15 – 26;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2770-01-6, A common heterocyclic compound, 2770-01-6, name is 4-Chloro-1H-imidazo[4,5-c]pyridine, molecular formula is C6H4ClN3, 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.

Step A Preparation of 3-[4-(1-carbomethoxy-1-(3,4-methylenedioxy-phenyl)methoxy)-3,5-dipropylphenylmethyl]-4-chloro-3H-imidazo[4,5-c]pyridine Cesium carbonate (117.3 mg, 0.36 mmol) was added to 4-chloroimidazo[4,5-c]pyridine (25 mg, 0.18 mmol) in DMF (2 mL) at room temperature under nitrogen. After stirring for 15 min, a solution of 4-(1-carbomethoxy- 1-(3,4-methylenedioxyphenyl)methoxy)-3,5-dipropylbenzyl bromide (106.5 mg, 0.23 mmol) in DMF (2 mL) was added and the mixture stirred at room temperature for 12 h. The mixture was poured onto ice/water and the crude product that precipitated was collected by filtration. The crude material was pre-adsorbed on silica gel and chromatographed (0 to 50% hexane/ethyl acetate) to afford the title compound (25 mg). 1 H-NMR (CDCl3): delta 8.24 (d, 1H), 8.00 (s, 1H), 7.68 (d, 1H), 7.04 (s, 1H), 6.88 (d, 1H), 6.82 (s, 2H), 6.75 (d, 1H), 5.96 (s, 2H), 5.60 (s,2H), 5.00 (s, 1H), 3.71 (s,3H), 2.35 (m, 4H), 1.40 (m, 4H), 0.78 (t, 6H).

The synthetic route of 2770-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5334598; (1994); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 210532-25-5, 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 25 mL round bottom flask was added 0.10 g (0.37 mmol, 1.0 eq) of solid JD 1001-002-9, THF 3.2 mL under nitrogen atmosphere.DMAP 0.14 g (1.11 mmol, 3.0 eq), 3,5-difluorobenzenesulfonyl chloride 0.24 g (1.11 mmol, 3.0 eq),The reaction was stirred at room temperature for 3 hours, and the reaction was completed by TLC (developing solvent: PE: EA = 1:1). The reaction was quenched with saturated aqueous NaHCO3 and extracted with ethyl acetate. The organic phase was washed with 0.5N aqueous hydrochloric acid. 2 times, dried anhydrous sodium sulfate, filtered, concentrated organic phase to obtain a solid, separated and purified by high pressure liquid phase (CH3CN:H2O=60:40), lyophilized to obtain about 24mg of product JD1001-2054, the yield is 16% .

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, 3,5-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kunming Jida Pharmaceutical Co., Ltd.; Xiao Xuzhi; Zhang Poyong; Lu Faguan; Wang Zhipeng; Chen Mengran; Guo Kun; Zhou Rui; Zhang Yun; (28 pag.)CN109593061; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 20850-43-5, 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. 20850-43-5 name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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.

ake 10g about 89.7% content of piperazine pyrimidine, 12g triethylamine, 34ml isopropanol into 100ml three reaction flask, dropping peppermint chloride at room temperature under stirring, dropping over 30 minutes. Heated to 50 , incubated for 2 hours, cooled to room temperature with stirring, filtered, the mother liquor was recovered, the filter cake was added 20ml water beating, suction filtration, plus 10ml water washing cake. 50 drying, get piribedil crude 16.6g, HPLC analysis content of 99.2%. Yield 92%; 16g of crude piribedil (99.2%), 0.3g of activated charcoal and 42ml of absolute ethanol were added into a 100ml single-necked flask and heated to the reflux temperature for 0.5 hour. The activated carbon was removed by hot filtration and the filtrate was cooled and crystallized under stirring to obtain a white Crystalline solid. Filtered, rinsed with a small amount of anhydrous ethanol, and dried to obtain 14.76g of the first crystal product of piribedil, the content of which was 99.90% by HPLC and the refined yield was 90.33%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(Chloromethyl)benzo[d][1,3]dioxole, and friends who are interested can also refer to it.

Reference:
Patent; Taicang Datang Chemical Fiber Factory; Liu Huifeng; (9 pag.)CN107266429; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 106-39-8, 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. 106-39-8, name is 1-Bromo-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 50mL round-bottomed flask equipped with a gas inlet tube, a reflux condenser, and a magnetic stirring bar was charged with MCM-41-S-PdCl2 (173mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa (7.5 mmol). The flask was flushed with carbon monoxide. DMF (5 mL) was added by syringe and a slow stream of CO was passed into the suspension. The mixture was vigorously stirred at 100-110C for 4-24h, cooled to room temperature, and diluted with diethyl ether (50 mL). The palladium catalyst was separated from the mixture by filtration, washed with distilled water (2×10 mL), ethanol (2×10 mL) and ether (2×10 mL) and reused in the next run. The ethereal solution was washed with water (3×20mL) and dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (hexane-ethyl acetate=10:1). (0008) All formylation products were characterized by comparison of their spectra and physical data with authentic samples. IR spectra were determined on a Perkin-Elmer 683 instrument. 1H NMR (400MHz) and 13C NMR (100MHz) spectra were recorded on a Bruker Avance 400MHz spectrometer with TMS as an internal standard and CDCl3 as solvent.

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; Hao, Wenyan; Ding, Guodong; Cai, Mingzhong; Catalysis Communications; vol. 51; (2014); p. 53 – 57;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 452-73-3, 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. 452-73-3, name is 2-Chloro-4-fluoro-1-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

STR18 At 25 C. to 30 C., 180 g (1.125 mol) of bromine are added dropwise to a mixture of 144 g (1.0 mol) of 2-chloro-4-fluoro-toluene and 1 g of iron (powder), resulting in a strong evolution of gas. After the addition, the mixture is stirred at about 30 C. for approximately 2 hours. 100 ml of water are then added, and the mixture is decolourized by addition of sodium bisulfite. The organic phase is then separated off and distilled under reduced pressure. This gives 188 g (82% of theory) of 3-bromo-2-chloro-4-fluoro-toluene of boiling point 67 C. to 68 C. at 10 mbar.

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-Chloro-4-fluoro-1-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; US6060605; (2000); A;,
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 694-80-4 as follows. Product Details of 694-80-4

General procedure: Step 1: The substituted bromobenzene (1 equiv) and (3-formylphenyl)boronic acid or (4-formylphenyl) boronic acid (1 equiv) were dissolved in a mixture of 1M sodium carbonate aqueous solution (15mL), EtOH (5mL) and toluene (15mL). After nitrogen substitution, Pd(PPh3)4 (0.05 equiv) was added. The reaction mixture was stirred at 80C under nitrogen atmosphere for 12h. The reaction mixture was cooled, and water (15mL) was added. The mixture was diluted with AcOEt (15mL), and the insoluble material was filtered off through Celite. The organic layer of the filtrate was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography using a mixture of petroleum ether/ethyl acetate (10:1, v/v) as eluent to afford the desired product 2a-r, 5a and 5b as a solid. Step 2: To a solution of 2a-r, 5a or 5b (1 equiv) in MeOH (10mL) and THF (20mL) was added portionwise sodium borohydride (3 equiv) at 0C and the mixture was stirred at 0C for 1h. The reaction mixture was pouring into ice water (10mL), and extracted with ethyl acetate (3×15mL), the organic fractions were combined, washed with saturated brine (2×15mL) prior to drying over anhydrous sodium sulfate. After filtration and concentrate using a rotary evaporator, the residue was used in next step without further purification. To a solution of the obtained solid (1 equiv) in dichloromethane (20mL) was slowly added thionyl chloride (6 equiv) and a catalytic amount of DMF at room temperature. After stirring at 40C for 4h, the reaction was concentrated under reduced pressure. The residue was purified by silica gel column chromatography using a mixture of petroleum ether/ethyl acetate (20:1, v/v) as eluent to afford the desired product.

According to the analysis of related databases, 694-80-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Zheng; Liu, Chunxia; Xu, Xue; Qiu, Qianqian; Su, Xin; Dai, Yuxuan; Yang, Jianyong; Li, Huilan; Shi, Wei; Liao, Chen; Pan, Miaobo; Huang, Wenlong; Qian, Hai; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 458 – 479;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1435-50-3, 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. 1435-50-3, name is 2-Bromo-1,4-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Compound 4 – (4 – (1 – (phenyl-sulfonyl) -3 – vinyl – 1H – pyrrolo [2, 3 – b] pyridine -5 – yl) – 1H – pyrazole -1 – yl) piperidine -1 – carboxylic acid tert-butyl ester (205 mg, 0 . 95 mmol), 2 – bromo – 1, 4 – dichlorobenzene (500 mg, 0.9 mmol), Pd (OAc)2 (4 Mg, 0 . 018 mmol), PPh3 (9 Mg, 0 . 036 mmol), K2 CO3 (310 Mg, 2 . 25 mmol), TBAI (0.09 mmol, 33 mg) and anhydrous DMF (5 ml) the mixture under microwave conditions, for 170 C stirring reaction for 1 hour, cooled to the room temperature, the reaction liquid water (15 ml) washing, using EtOAc (10 mLx 3) extraction, the combined organic phase for salt water (30 ml) washing, anhydrous Na2 SO4 Drying, concentrated under reduced pressure, the residue by silica gel column chromatography (PE/EtOAc (v/v)=1/1) to obtain the title compound as a yellow solid (160 mg, 32%).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1,4-dichlorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; (88 pag.)CN104119331; (2018); 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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, A new synthetic method of this compound is introduced below., Computed Properties of C8H10ClN

To a solution of 2-(3-chlorophenyl)ethanamine (0.778 g, 5 mmol) and triethyl amine (1.05 mL, 7.5 mmol) in dichloromethane, was added 2,4,6- trimethylbenzene- l-sulfonyl chloride (1.09 g, 5 mmol) portion wise. The mixture was allowed to stir for 1 h at ambient temperature. The reaction mixture was washed with HC1 (2N) (3 x 50 mL), water and brine. The organic layer was dried over anhydrous MgS04 and concentrated in vacuo to obtain the title compound.

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; THE SCRIPPS RESEARCH INSTITUTE; KAMENECKA, Theodore, Mark; BURRIS, Thomas; WO2014/85453; (2014); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics