Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, 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 112-26-5, category: chlorides-buliding-blocks

7.7Ig (50 mmo 1) of 2,6-dimethoxyphenol and 8.42 g (45 mmol) of 1,2- (dichloroethane) ethane were added to IOOml of acetonitrile at a temperature of 20 C with stirring , 6.06 g (108 mmol) of potassium hydroxide was added thereto, and the temperature was raised to 82 C. After 92 hours of reaction, acetonitrile was distilled off at atmospheric pressure to obtain orange turbid liquid.[0027] IOOml dichloromethane was added to the above-mentioned orange turbid liquid 1, the insoluble matter was filtered off, washed twice with 50 ml of IM sodium hydroxide solution and twice with saturated sodium chloride solution (20 C) Dried over anhydrous magnesium sulfate and evaporated to dryness at atmospheric pressure to give a yellow oily liquid 2;[0028] To the above yellow oily liquid 3 was added 25 ml of diethyl ether, the temperature was raised to 35 C, the insoluble matter was filtered off, cooled to _15 C, cooled for 3 hours, the liquid was stratified, and the pale yellow solution was taken and cooled to -15 C (2- (2,6-dimethoxyphenoxy) ethoxy) ethane in a yield of 69.33% and a purity of 98.42% as a white powder

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-Bis(2-chloroethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Xi’an Modern Chemical Institute; Lu Tingting; Ji Yueping; Zhang Lijie; Liu Yajing; Wang Wei; Pan Yongfei; Xu Minghui; Mo Hongchang; Lu Xianming; Ding Feng; (6 pag.)CN106946664; (2017); A;,
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Electric Literature of 367-22-6,Some common heterocyclic compound, 367-22-6, name is 4-Chloro-3-fluoroaniline, molecular formula is C6H5ClFN, 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 C(2S)(M)-[7-[(4-c loro-3-fluorop enyl)amino]-4-(8-fluoro-5-m2-methyl-1 -oxo-1 ,2-dihyd -3-isoquinolinyl][( 1, 1-dimethylethyl)oxy]ethanoic acid[00186] A degassed mixture of (S)(M)-me y 2-(7-bromo-4-(8-fluoro-5-methylchroman-6- yl)-2-methyl-1-oxo-1 ,2-dihydroisoquinolin-3-yl)-2-(tert-butoxy)acetate (22.00 mg, 0.040 mmol), 4-chloro-3-fluoroaniline (1 1.72 mg, 0.081 mmol) and sodium tert-butoxide (1 1 .61 mg, 0.121 mmol) in 1 ,4-Dioxane (1.0 mL) was treated with Pd2(dba)3 (2.084 mg, 2.013 muetaetaomicronIota) and 2- dicyclohexylphosphino-2′-(N,N-dimethyl-amino)biphenyl (3.17 mg, 8.05 mumol) and then irradiated in the microwave at 100 C for 10 minutes. The mixture was diluted with ethyl acetate and washed with saturated sodium bicarbonate, followed by brine. The organic phase was dried over sodium sulfate, filtered and concentrated. The crude residue in methanol (1 .0 mL), tetrahydrofuran (THF) (1 .0 mL) and water (0.2 mL) was treated with lithium hydroxide (19.28 mg, 0.805 mmol) and then heated at 65 C for 4 hours. The mixture was concentrated, water was added and the mixture was adjusted to pH 3 with 1 N hydrochloric acid. The mixture was extracted with ethyl acetate and the extracts were washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by reverse phase chromatography to afford the title compound as a tan solid (1 1.8 mg, 49%). 1H NMR (400MHz ,CHLOROFORM-d) delta = 8.10 (m, 1 H), 7.32 – 7.17 (m, 2 H), 6.93 (m, 1 H), 6.89 – 6.74 (m, 3 H), 5.18 (s, 1 H), 4.31 (m, 2 H), 3.71 (s, 3 H), 2.78 – 2.67 (m, 2 H), 2.15 (m, 2 H), 1 .96 (s, 3 H), 1.23 (s, 9 H); LC/MS (m/z) ES+ = 598 (M+1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-3-fluoroaniline, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; DE LA ROSA, Martha Alicia; HAYDAR, Simon, N.; JOHNS, Brian Alvin; VELTHUISEN, Emile Johann; WO2012/102985; (2012); A1;,
Chloride – Wikipedia,
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These common heterocyclic compound, 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, 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: C7H5ClF3N

To a solution of 5-chloro-2-(trifluoromethyl)aniline (0.587 g, 3.0 mmol) in acetic acid (1.5 mL, 26.2 mmol) at rt was added concentrated hydrochloric acid (3.0 mL, 99 mmol) in one portion. To the resulting mixture at -10 to -5 oC was added a solution of sodium nitrite (0.248 g, 3.60 mmol) in water (0.9 mL) over 10 min. The mixture was stirred at -10 to 0 oC for 45 min before a solution of tin(II) chloride dihydrate (1.489 g, 6.60 mmol) in concentrated hydrochloric acid (3.0 mL, 99 mmol), pre-cooled at 0 oC, over 10 min. The mixture was stirred at -10 to 0 oC for 1 h and then at 0 to 5 oC for 1 h. The precipitating product, (5-chloro-2-(trifluoromethyl)phenyl)hydrazine, HCl (0.49 g, 1.983 mmol, 66.1percent yield), was collected as a pale solid by suction filtration and dried at 50 oC under vacuum. MS (ESI) m/z: 211.08 [M+H]+; 1H NMR (500 MHz, METHANOL-d4) delta 7.69 (d, J=8.3 Hz, 1H), 7.28 – 7.19 (m, 2H).

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JALAGAM, Prasada Rao; NAIR, Satheesh Kesavan; PANDA, Manoranjan; FENG, Jianxin; WANG, Wei; LIU, Chunjian; ELLSWORTH, Bruce A.; SARABU, Ramakanth; SWIDORSKI, Jacob; HARTZ, Richard, A.; XU, Li; YOON, David S.; BENO, Brett R.; REGUEIRO-REN, Alicia; (457 pag.)WO2019/67702; (2019); A1;,
Chloride – Wikipedia,
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Application of 452-83-5, 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. 452-83-5 name is 2-Chloro-5-fluoroaniline, 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.

[2-CHLORO-4-TRIFLUOROMETHYL-PYRIMIDINE-5-CARBOXYLIC] acid cyclopentylmethyl-amide [(100MG] Example 183a), 2-chloro-5-fluoroaniline (ex-Fluorochem, 237mg), and 1,4-dioxan [(1] ml) were stirred at [100C] under nitrogen for 18h. The cooled reaction mixture was evaporated in vacuo, treated with ethyl acetate (5 ml), washed with aqueous 2M hydrochloric acid (2 x [3ML),] followed by water (2×3 ml), and dried [(NA2SO4).] The solution was evaporated in vacuo and the residue purified by mass directed autopreparative purification to give the title compound (35mg). NMR 8 [(CDCL3)] 1.2-1. 35 (2H, m), 1.53-1. 76 (>4H, [M] + H20), 1.78-1. 90 (2H, m), 2.17 [(1H,] [Q),] 3.41 (2H, dd), 5.9 [(1H,] brt), 7.0-7. 11 (2H, m), 7.65-7. 7 [(1H,] m) 8.56 [(1H,] dd), 8.79 [(1H,] s). LC/MS t = 3.67 min, Molecular ion observed [MH+] 417 consistent with the molecular formula C18H17ClF4N4O

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/18433; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 83121-15-7, The chemical industry reduces the impact on the environment during synthesis 83121-15-7, name is 3,5-Dichloro-2,4-difluoroaniline, I believe this compound will play a more active role in future production and life.

Example 3 2,4-Difluoro-3,5-dichlorophenyl isocyanate Hydrogen chloride was passed into a well-stirred solution of 39.6 gm (0.20 mol) of 2,4-difluoro-3,5-dichloroaniline in 400 ml of toluene until a precipitate no longer separated out. The heterogeneous mixture thus obtained was cooled to 5 to 10 C. At this temperature, 40 gm (0.4 mol) of phosgene were passed in, with stirring. The mixture was then heated slowly, with stirring, so that after about two hours a temperature of 100 to 105 C. was reached. Stirring was then continued for seven hours at this temperature. During this time, a clear solution was formed, and hydrogen chloride was liberated. Nitrogen was then passed into the mixture for one hour at the same temperature to drive off the excess phosgene. Thereafter the solvent was distilled off, in vacuo at the end. The crude product which remained was distilled in a water pump vacuum. Yield: 35.4 gm (0.158 mol; 79% of theory), B.p.: 100-104 C./20 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, 3,5-Dichloro-2,4-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Celamerck GmbH & Co. KG; US4457943; (1984); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 622-24-2, name is (2-Chloroethyl)benzene, molecular formula is C8H9Cl, 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. Safety of (2-Chloroethyl)benzene

General procedure: One of 4a-d (1 equiv.) and K2CO3 (3 equiv.) in DMF was stirred at 90C for 1h, then the solution was allowed to cool to 60C and was added different substituted benzyl chlorides or phenyl ethyl chlorides (3 equiv.). The reaction mixture was stirred at 60C for another 7h and allowed to cool to room temperature. The saturated NH4Cl solution was added to quench the reaction. The mixture was diluted with water and extracted with ethyl acetate to afford the crude product that was purified by flash column chromatography on silica gel to yield the target products.4.1.5.1 3-Phenethylbenzo[d]oxazol-2(3H)-one (7a) [39] (0039) White solid. Yield 86%. Mp 116-118C. 1H NMR (300MHz, Chloroform-d): delta(ppm) 7.29 (d, J=7.7Hz, 3H), 7.20 (s, 3H), 7.10 (t, J=5.9Hz, 2H), 6.79 (d, J=7.1Hz, 1H), 4.06 (t, J=7.4Hz, 2H), 3.08 (t, J=7.2Hz, 2H). MS (EI): m/z 240.3 [M+H]+. IR (KBr): 3061, 1767, 1614, 1489, 1258cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 622-24-2, its application will become more common.

Reference:
Article; Zou, Yi; Wang, Yan; Wang, Fang; Luo, Minghao; Li, Yuezhen; Liu, Wen; Huang, Zhangjian; Zhang, Yihua; Guo, Wenjie; Xu, Qiang; Lai, Yisheng; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 199 – 211;,
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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

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;,
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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

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