Author: Jessica.F

Reference of 52927-98-7, The chemical industry reduces the impact on the environment during synthesis 52927-98-7, name is 2-Bromo-1-(2-bromoethyl)-4-chlorobenzene, I believe this compound will play a more active role in future production and life.

Step 2: 2-Bromo-4-chloro-l-{2-[(4-methoxybenzyl)sulfanyl]ethyl}benzene4-({[2-(2-bromo-4- chlorophenyl)ethyl]sulfanyl}methyl)phenyl methyl ether [00343] To a solution of 2-biOmo- l -(2-bromoethyl)-4-chlorobenzene (2.47 g, 8.28 mmol) and p- methoxy-a-toluenethiol ( 1.3262 mL, 9.5190 mmol) in dimethyl sulfoxide (6.00 mL, 84.5 mmol) was added potassium carbonate (2.2880 g, 16.555 mmol) and the reaction was stirred at rt for 72 h. The reaction was quenched by pouring into 40ml water, the layers were separated, and the aqueous layer was extracted 2 x 15ml DCM. The combined organic layers were concentrated and purified by flash column (80g, eluent 0- 15% EtOAc in hexane for 15 min) to give 1.95g (64%) of title compound. NMR (400 MHz, Chloroform-d) delta 7.48 (s, 1 H), 7.23 – 7.13 (m, 3H), 7.06 (d, J = 8.2 Hz, 1 H), 6.80 (d, J = 8.5 Hz, 2H), 3.75 (s, 3H), 3.64 (s, 2H), 2.93 – 2.79 (t, J = 7.3 Hz, 2H), 2.65 – 2.51 (t, J = 7.3 Hz, 2H).

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-Bromo-1-(2-bromoethyl)-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DUFFEY, Matthew O.; ENGLAND, Dylan; FREEZE, Scott; HU, Zhigen; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; ONO, Koji; XU, He; (684 pag.)WO2016/4136; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 621-62-5, name is 2-Chloro-1,1-diethoxyethane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 621-62-5

0.50 g (1.18 mmol) of the amide intermediate from Example VI a and 0.23 g (1.53 mmol) of chloroacetaldehyde diethyl acetal in 10 ml of ethanol were heated at the boil under reflux for 15 h. A further 0.23 g (1.53 mmol) of acetal was added, and the mixture was heated for another 15 h. The mixture was concentrated under reduced pressure, and the residue was purified on a silica gel cartridge (mobile phase: petroleum ether/MTBE 4:1). Yield 0.14 g (19%) HPLC: logP=4.72

The synthetic route of 621-62-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gebauer, Olaf; Gayer, Herbert; Heinemann, Ulrich; Herrmann, Stefan; Hillebrand, Stefan; Elbe, Hans-Ludwig; Ebbert, Ronald; Wachendorff-Neumann, Ulrike; Dahmen, Peter; Kuck, Karl-Heinz; US2005/187224; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 320-60-5, name is 2,4-Dichloro-1-(trifluoromethyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2,4-Dichloro-1-(trifluoromethyl)benzene

To a cooled [(0C)] suspension of aluminium trichloride (2.02 g, 15 mmol, 3.0 eq. ) in 1,2- dichloroethane (7 mL) was slowly added 2, 4-dichlorobenzotrifluoride (1.1 g, 5 mmol) followed by [FLUOROBENZENE] (0.483 g, 5 mmol, 1.0 eq. ). The reaction mixture was stirred at [0-5C] for 5h, then poured onto ice and extracted with dichloromethane. The combined organic layer was washed with brine, dried over sodium sulfate and filtered. The volatiles were removed in vacuo, affording the title compound (1.63 g, quant. ) as yellow oil.

The synthetic route of 320-60-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.Hoffmann-la Roche AG; WO2004/13120; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 14793-00-1,Some common heterocyclic compound, 14793-00-1, name is 6-Chloro-2-methylimidazo[1,2-b]pyridazine, molecular formula is C7H6ClN3, 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.

Preparation of 3-bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine To a solution of 6-chloro-2-methylimidazo[1,2-b]pyridazine (2.00 g, 11.9 mmol, 1.0 equiv) in chloroform (50 mL) was added N-bromosuccinimide (2.55 g, 14.3 mmol, 1.2 equiv). The reaction was stirred at room temperature for 15 h. Purification by column chromatography using 50% ethyl acetate in hexanes elution gave 2.64 g of the yellow solid, 90%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Chloro-2-methylimidazo[1,2-b]pyridazine, its application will become more common.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 697-88-1, name is 4-Bromo-2,6-dichloroaniline, 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 697-88-1, Formula: C6H4BrCl2N

REFERENCE EXAMPLE 1 N-(4-bromo-2,6-dichlorophenyl)acrylamide A solution of (4-bromo-2,6-dichlorophenyl)amine (4 g) and acryloyl chloride (1.4 mL) in dichloromethane (10 mL) was stirred overnight at room temperature. To the solution were added water and ethyl acetate at 0 degree. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride, subsequently, dried over an anhydrous magnesium sulfate and then concentrated. The residue was washed with diisopropylether to give the title compound (1.96 g) having the following physical data. TLC: Rf 0.25 (hexane:ethyl acetate=5:1); NMR(CDCl3): delta 7.55 (s, 2H), 7.11 (br, 1H), 6.51-6.44 (m, 1H), 6.40-6.20 (m, 1H), 5.85 (d, J=10.5 Hz, 1H).

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; Takahashi, Kanji; Sumino, Naoki; Yamamoto, Shingo; Sugitani, Masafumi; Uegaki, Akihiko; Nakatani, Shingo; Matsunaga, Naoki; Inukai, Takayuki; US2007/10529; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 202865-57-4, name is 1-Bromo-2,5-dichloro-3-fluorobenzene, 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 202865-57-4, HPLC of Formula: C6H2BrCl2F

A mixture of 1-bromo-2,5-dichloro-3-fluorobenzene (0.50 g, 2.050 mmol), tert-butyl (0564) hydrazinecarboxylate (0.325 g, 2.460 mmol), palladium(II) acetate (9.21 mg, 0.041 mmol), xantphos (0.024 g, 0.041 mmol) and sodium tert-butoxide (0.296 g, 3.08 mmol) in toluene (4 mL) was degassed and then heated under microwave irridiation at 110 C for 1 h. The reaction mixture was loaded onto a silica gel flash column via a solid cartridge, eluting with 0-30% EtOAc in hexane to afford tert-butyl 2-(2,5-dichloro-3- fluorophenyl)hydrazine-1-carboxylate (118 mg, 0.400 mmol, 19.50 % yield) as a tan solid. MS (ESI) m/z: 238.8 [M-C4H9+H]+; 1H NMR (400 MHz, chloroform-d) delta 6.74-6.78 (m, 1H), 6.70 (dd, J=2.31, 8.47 Hz, 1H), 6.42 (br s, 1H), 6.30 (s, 1H), 1.48 (br s, 9H).

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; 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,
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. 129482-45-7, name is 4-Benzyl-2-(chloromethyl)homomorpholine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H18ClNO

EXAMPLE 54 (4-Benzyl-1,4-oxazepan-2-ylmethyl)-phenyl amine 80 Aniline (2.59 mL, 28.4 mmol) and NaI (4.06 g, 27.1 mmol) were added to a solution of 4-benzyl-2-chloromethyl-1,4-oxazepane (79) (6.49 g, 27.1 mmol) in n-butanol (68 mL, 0.4 M), and the reaction was heated to 110 C. until the reaction was judged complete by TLC (4 h). The reaction was cooled to room temperature, and water and CH2Cl2 were added. The organic layer was removed, and the aqueous layer was extracted with CH2Cl2 (2*). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to achieve (4-benzyl-1,4-oxazepan-2-ylmethyl)-phenyl amine 80, which was used without purification in the next reaction. 1H NMR (partial, CDCl3) 4.08-3.86 (3H, m), 3.80 (1H, d, J=13.3 Hz), 3.73 (1H, d, J=13.3 Hz), 3.22-3.05 (2H, m), 2.95-2.70 (3H, m), 2.64 (1H, dd, J=13.6, 7.6 Hz), 2.1-1.9 (2H, m) ppm. 13C NMR (CDCl3) 148.33, 139.38, 129.28, 129.11, 128.46, 127.23, 117.44, 113.13, 76.70, 67.49, 62.92, 59.35, 54.76, 46.93, 30.75 ppm. LRMS: 296.68.

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 129482-45-7.

Reference:
Patent; Sepracor Inc.; US6635661; (2003); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 69411-05-8,Some common heterocyclic compound, 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, molecular formula is C7H5ClF3N, 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: To a solution of 3-chloroaniline 5a (37mg, 0.33mmol) in H2O (10mL cooled to-5C) was added 0.2mL of 2N HCl (aq.). To the resulting acidic aniline solution, 1N solution of sodium nitrite (0.33mL, 0.33mmol) was added dropwise to generate the aryldiazonium salt solution 6a. To the aryldiazonium salt solution was added sodium acetate (54mg, 0.66mmol), followed by 1mL solution of crude 3-oxo-3-(3-phenylisoxazol-5-yl)propanenitrile 4a (88mg, 0.33mmol) in ethanol. The reaction mixture was stirred at 0C for 5min, and then poured onto H2O (10mL) and extracted with ethyl acetate (20mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by short column chromatography on silica gel, eluting with hexane/ethyl acetate (2/1) to provide the desired product 7 (67mg, 50% for two steps from 3a) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-5-trifluoromethylaniline, its application will become more common.

Reference:
Article; Ye, Na; Zhu, Yingmin; Liu, Zhiqing; Mei, Fang C.; Chen, Haiying; Wang, Pingyuan; Cheng, Xiaodong; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 62 – 71;,
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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, A new synthetic method of this compound is introduced below., Formula: C7H7ClFN

A solution of ethyl 2-oxopyrrolidine-3-carboxylate (180.00 g, 929.61 mmol) and (3-chloro-5-fluoro-phenyl) methanamine (148.36 g, 929.61 mmol) in xylene (4.00 L) is heated to 130 for 16 hours. The reaction mixture is cooled to 10 and a solid precipitates after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (3×500 mL) , petroleum ether (2×500 mL) and dried in vacuum to give the title product (81 g) . The filtrates are concentrated under reduced pressure and the residue in xylene (3 L) is heated to 130 for 40 hours. The reaction mixture is cooled to 10 and solid precipitates after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (2×500 mL) , petroleum ether (2×500 mL) , and dried in vacuum to give the title product (81.38 g) . The combined product (164.38 g, 607.26 mmol, 65.32) is obtained as a white solid. ES/MS m/z 270.9 (M+H) .

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; HO, Koc Kan; QUAN, Weiguo; ZHOU, Jingye; (38 pag.)WO2017/5069; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60811-17-8, name is 5-Bromo-2-chloroaniline, 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 60811-17-8, Recommanded Product: 60811-17-8

After adding 5-bromo-2-chloroaniline (3.0 g) to a round bottom flask, pyridine (15 ml) and benzenesulfonyl chloride (2.8 g) were added. The reaction system was reacted at room temperature for 14 hours under argon gas protection. After the reaction,The solvent was evaporated to dryness under reduced pressure.The organic phase was washed with water and saturated brine and dried over anhydrous sodium sulfate.The organic phase was filtered and evaporated to dryness then evaporated.The crude product is purified by column chromatography on silica gel to give compound (26).

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

Reference:
Patent; Chinese Academy Of Sciences Hefei Matter Sciences Institute; Liu Qingsong; Liu Jing; Liang Xiaofei; Li Feng; Hu Chen; Jiang Zongru; Wang Wenliang; Chen Cheng; Wang Beilei; Wang Li; (50 pag.)CN109721531; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics