Author: Jessica.F

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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H6BrCl

EXAMPLE 10; (5-{2-r5-(S-Chloro-2-methylphenvl)hexahvdropyrrolor3.4-clpyrrol-2piH)-vn-13-thiazol-5-vU- 2H-tetrazol-2-yl)acetic acid; Step 1 tert-Butgamma\ 5-(5-chloro-2-methvlphenvpihexahgammadropyrrolo[3,4-clpyrrole-2(lH)- carboxylate; Into a 50 mL flask equipped a magnetic stir bar and a rubber septum was added tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(lH)-carboxylate oxalate (2 00 g, 6 62 mmol),10 palladium(II) acetate (149 mg, 0 66 mmol), racemic-B INAP (824 mg, 1 32 mmol) and sodium tert-butoxide (1 91 g, 19 9 mmol) The vial was evacuated under vacuum (10 mm Hg) and backfilled with N2 (repeated 3 times) Toluene (14 mL) and 2-bromo-4-chlorotoluene (2 18 g, 10 6 mmol) were added to the flask and the solvent was degassed for 10 mm with a steady flow of nitrogen before being heated to 115 0C for 20 h The reaction mixture was partitioned between15 EtOAc (200 mL) and water (150 mL) The aqueous layer was extracted with EtOAc (5 x 50 mL) and the combined organic layers were washed with brine, dried over Na?Spsi4 and concentrated The resulting pale brown oil was purified by column chromatography on silica gel, elutmg with 0percent EtOAc m hexanes to 40percent EtOAc m hexanes as a gradient The desired product was obtained as a yellow oil

The synthetic route of 27139-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; LACHANCE, Nicolas; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; TRANMER, Geoffrey, K.; MARTINS, Evelyn; GAREAU, Yves; WO2010/108268; (2010); A1;,
Chloride – Wikipedia,
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Electric Literature of 14752-66-0, 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 14752-66-0 as follows.

General procedure: In nitrogen atmosphere, sodium benzenesulfinate (1a, 0.3 mmol, 1.5 equiv, 49 mg), Ag2CO3 (0.3 mmol, 1.5 equiv, 83 mg) and Pd(PtBu3)2 (0.006 mmol, 3 mol %, 3 mg) were weighed in a 10 mL reaction tube. N,N-Dimethylacetamide (2 mL), hexabutyldistannane (2a, 0.2 mmol, 1 equiv, 116 mg, 101 muL) were then added in succession. The resulting reaction solution was stirred for 1 h at 140 C. The reaction system was filtered by siliga gel to remove the insoluble precipitate. The solution was concentrated under reduced pressure to evaporate the solvent, and then the crude product was purified by silica gel column chromatography (petroleum ether) to obtain tributyl(phenyl)stannane (3a) in 97% isolated yield (71 mg) as colorless liquid.

According to the analysis of related databases, 14752-66-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lian, Chang; Yue, Guanglu; Zhang, Haonan; Wei, Liyan; Liu, Danyang; Liu, Sichen; Fang, Huayi; Qiu, Di; Tetrahedron Letters; vol. 59; 45; (2018); p. 4019 – 4023;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, 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 13918-92-8, HPLC of Formula: C6H3ClF2O2S

To a suspension of 5-bromo-2-methoxypyridin-3-amine (6.3 g, 31 mmol) in pyridine (25 mL) was added 2,4-difluorobenzene-1-sulfonyl chloride (16.47 g, 77.5 mmol). The reactionwas stirred at 23C for 24 h. The solvent volume was then reduced to 50% under reduced pressure. The resulted solid was collected by filtration, and was washed with i-PrOH (5 mL x 2)followed by Et20 (5 mL). A suspension of the above solid and NaOH (2.48 g, 62 mmol) inMeOH (25 mL) was stirred at 23C for 1 h and then concentrated in vacuo. The residue wasdiluted with DCM (20 mL) and 2M HCl (20 mL), adjusted to pH 7 with 5% aq. NaHC03, andthen extracted with DCM (20 mL x 3). The combined organic phases were washed with brine (20mL), dried over anhydrous Na2S04 and concentrated in vacuo to give the title compound as apale yellow solid (8.2 g, 69.9%). The title compound was characterized by LC-MS and 1HNMR as shown below:LC-MS (ESI, pos. ion) m/z: 379 [M+Ht;1HNMR (400 MHz, CDCh) 8 (ppm): 3.89 (s, 3H), 6.90-7.01 (m, 2H), 7.80-7.83 (d, J= 2.24 Hz,1H), 7.86-7.93(m, 2H).

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; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Zhuo; WANG, Tingjin; WU, Zuping; WEN, Qiuling; WO2014/22128; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 112-26-5, A common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, 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.

200 ml flask was equipped with a thermometer, and 10.45 g 1,3-diallyl isocyanurate (50.0mmol), 1,2-bis (2-[…])ethane (24.8mmol) 4.63 g, 10.26 g potassium carbonate (74.3mmol) and N, 25 ml dimethylformamide N-charged, the reaction liquid was prepared.After stirring for 12 hours at 110 C reaction, was cooled to room temperature, the insoluble matter was filtered off from the reaction solution. Subsequently, the reaction solution after concentration under reduced pressure, toluene was added 50 ml, 20 ml saline 3 times with saturated, 20 ml distilled water at 1 after the washes, by distilling off the volatile content, 12.32 g (93% yield) was obtained as white solid

The synthetic route of 112-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shikoku Chemicals Corporation; Makoto, Matsuda; Kumano, Mt.; Takuma, Takeda; Naoto, Okuura; Rise of groove, Rise of groove; (17 pag.)JP2017/19764; (2017); A;,
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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Taking cytisine as a reactant,Using triethylamine as a catalyst,In a mixture of organic solvent benzene and acetonitrileSulfonylation of 2,4-dimethoxybenzenesulfonyl chloride,Among them, cytisine,The molar ratio of 2,4-dimethoxybenzenesulfonyl chloride to the catalyst is 15:20:20,The organic solvent is added in an amount of 100 times the number of moles of cytisine.The cytisine derivative can be obtained;After the sulfonylation reaction,After distillation under reduced pressure, a crude cytisine derivative is obtained.Then the crude cytisine derivative is used in a volume ratio of 30:11:1.The chloroform and methanol elution system can be separated by silica gel column chromatography to obtain high purity.N-2,4-dimethoxybenzenesulfonyl-cytisine.

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; Guangxi Tianyuan Biochemical Co., Ltd.; Li Weiguo; Liu Yingqian; Yang Chengjie; Ling Chunhua; Li Juncai; Chen Cheng; Zhang Junxiang; (29 pag.)CN108503640; (2018); A;,
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. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, A new synthetic method of this compound is introduced below., name: 1-(2-Chloroethyl)azepane hydrochloride

Add sodium hydride (324 mg, 8.0 mmol) into a solution of 4- [6-benzyloxy-2- (4- fluoro-phenyl)-naphthalen-1-yloxy]-phenol (1.18 g, 2.7 mmol) in DMF (10 mL) and stir for 20 minutes at room temperature. Add 2- (hexamethyyleneimino) ethyl chloride hydrogen chloride (1.07 g, 5.4 mmol) and stir at room temperature for 12 hours. Add H20 (10 mL) and diethyl ether (100 mL). Separate layers and wash the aqueous layer with diethyl ether (2 x 50 mL). Combine organic layers, dry with magnesium sulfate and concentrate in vacuo. Purify the residue over silica gel, eluting the material with a step gradient of methanol/dichloromethane (0percent to 10percent), to obtain 1.0 g of the title compound (66percent): mass spectrum (ion spray) m/z=562.3 (M+H).

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; ELI LILLY AND COMPANY; WO2005/73204; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 220227-21-4, 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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 1,3-dihydro-2H-imidazol-2-one (10,12 mg, 0.143 mmol) in DMF (1 mL) was added at 0 C NaH (60% in mineral oil,17.1 mg, 0.428 mmol). The suspension was warmed to rt over 30 min and thencooled to 0 C. To this was added ArSO2Cl (0.314 mmol). The solutionwas allowed to warm to rt over 12 h, at which point the reaction was quenchedby addition of brine (1 mL). The aqueous layer was separated and extracted withEtOAc (3×2 mL). The combined organic layers were washed with brine (3 mL),dried over Na2SO4, filtered, and concentrated in vacuo.The crude mixture was purified by column chromatography (gradient 0% to 100%EtOAc in hexanes) to afford bis(arylsulfonyl)dihydroimidazolinones (9a-9ac).

The chemical industry reduces the impact on the environment during synthesis 2,4,5-Trifluorobenzene-1-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Sittihan, Satapanawat; Jumpathong, Watthanachai; Sopha, Pattarawut; Ruchirawat, Somsak; Bioorganic and Medicinal Chemistry Letters; vol. 30; 1; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 72235-56-4, 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. 72235-56-4 name is 3-Chloro-4-fluorobenzylamine, 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.

To a mixture of 8-(benzyloxy)-2-methyl-1-oxo-1, 2,3, 4-tetrahydro-pyrrolo [1, 2-a] – pyrazine-7-carboxylic acid (200 mg, 0.67 mmol), 3-chloro-4-fluorobenzylamine (0. 16 g, 1.00 mol), and benzotriazol-l-yloxy-tris (dimethylamino) phosphonium hexafluorophophate (BOP, 0.35 g, 0.79 mmol) in anhydrous dichloromethane (10 mL), diisopropylethylamine (0.17 g, 1.33 mmol) was added. The resultant solution was stirred at room temperature overnight. The reaction mixture was concentrated under vacuum, and the residue partitioned between dichloromethane and aq HC1. The organic extract was washed with aq sodium bicarbonate, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the titled amide. 1H NMR (400 MHz, CDC13) 8 7.47 (br d, J = 7.5 Hz, 2H), 7. 32-7 18 (m), 7.01 (br d, 2H), 5.35 (s, 2H), 4.33 (d, J = 6.1 Hz, 2H), 4.14 (q, J = 5.7 Hz, 2H), 3.67 (t, J = 5.7 Hz, 2H), 3.14 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-fluorobenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2005/41664; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 918538-05-3, 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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (5.5 g, 29.3 mmol), morpholine (2.8 mL, 32.2 mmol) and K2C03 (8.0 g, 58.6 mmol) in DCM (50 mL) was stirred at room temperature for 3h. The TLC showed the starting material was completely consumed and H20 (50 mL) was added. The mixture was extracted with DCM (50 mL*2).The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to obtain 6.5 g of compound 2, yield in 93%. ?H NMR (CDC13, 400MHz): oe 7.58-7.57 (m, 1H), 6.74-6.72 (m, 1H), 6.64-6.62 (m, 1H), 4.05 (t, 4H, J =4.8Hz), 3.84 (t, 4H, J = 5.2Hz). ESI-MS (M+H): 239.

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-Dichloropyrrolo[2,1-f][1,2,4]triazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUZHOU KINTOR PHARMACEUTICALS, INC.; GUO, Chuangxin; TONG, Youzhi; (160 pag.)WO2017/219800; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 108-41-8, 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. 108-41-8, name is 1-Chloro-3-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a tube equipped with a magnetic stir bar were added the Pd catalyst 1 (11.2 mg, 0.4 mol% Pd) and 1.0 equiv. of aryl chloride (0.2 mmol) in turn. Subsequently, the solvent (toluene, 2.0 mL) and phenylmagnesium bromide (0.3 mmol, 1.5 equiv) were added under N2 atmosphere, respectively. The reaction was then heated to 140 C and stirred until aryl chloride was completely consumed as determined by TLC. At last, the reaction mixture was purified by silica gel column chromatography to afford the desired pure coupling product.

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-3-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Li, Xing; Zhu, Tingting; Shao, Zhongqi; Li, Yingjun; Chang, Honghong; Gao, Wenchao; Zhang, Yongli; Wei, Wenlong; Tetrahedron; vol. 72; 1; (2016); p. 69 – 75;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics