Month: March 2021

Related Products of 1871-57-4, 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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a cooled solution (5 C) of the corresponding 4,6-O-(R)-benzylidene-d-hexopyranoside derivative (obtained using the procedure describe by our group2c) (35.4 mmol) in dry THF (70 mL) were added, successively, freshly powdered potassium hydroxide (7.0 g, 125 mmol), 18-crown-6 (0.38 g, 1.4 mmol), and 3-chloro-2-chloromethylpropene (4.1 mL, 35.4 mmol). The reaction mixture was stirred at this temperature for 3 h, and left at room temperature until all the starting material had been consumed, as monitored by TLC (5-7 days, approximately), then diluted with dichloromethane (60 mL) and washed successively with water and aqueous saturated solution of sodium bicarbonate, dried (MgSO4), filtered, and the filtrate was evaporated to dryness.

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

Reference:
Article; Vega-Perez, Jose M.; Vega-Holm, Margarita; Perinan, Ignacio; Palo-Nieto, Carlos; Iglesias-Guerra, Fernando; Tetrahedron; vol. 67; 2; (2011); p. 364 – 372;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 933190-51-3, 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. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, This compound has unique chemical properties. The synthetic route is as follows.

Example XIV(1) 4-((6-((trans-4-aminocyclohexyl)amino)imidazo[1,2-b]pyridazin-8-yl)amino)-N-(2-(4-pyridinyl)ethyl)benzamide (1a) In a 250 ml round bottom flask, under a nitrogen atmosphere, was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (5.0 g, 18.6 mmol) from Example I(1), step 1b, tert-butyl 4-aminobenzoate (3.95 g, 20.5 mmol), and DMF (30 ml). The solution was cooled to 0 C. and 1.0M potassium tert-butoxide in THF (46 ml) was added drop-wise via syringe over 30 minutes. The reaction was allowed to stir at room temperature for 30 minutes and then warmed to 50 C. for 2 hrs and the concentrated in vacuo to remove THF. The resulting solution was taken up in ethyl acetate and washed with H2O (3*300 ml) and then brine (1*50 ml). The organic layers were combined and dried over Na2SO4 and filtered. Following solvent evaporation, 6.0 g of crude product was obtained. Further purification was done via triteration with 3:1 diethyl ether/heptane to give 2.2 g of tert-butyl 4-(6-chloroimidazo[1,2-b]pyridazin-8-ylamino)benzoate as a brown solid after filtration.

The chemical industry reduces the impact on the environment during synthesis 8-Bromo-6-chloroimidazo[1,2-b]pyridazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/78136; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 97329-43-6, These common heterocyclic compound, 97329-43-6, name is 1-Bromo-2-chloro-3-methylbenzene, 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.

A mixture of 1-bromo-2-chloro-3-methylbenzene (1.0 g, 4.87 mmol), NBS (1.3 g, 7.3 mmol), and benzoyl peroxide (11 mg, 0.05 mmol) in carbon tetrachloride (10 mL) was heated at 80 C. for 18 hours. The mixture was concentrated, then dichloromethane (10 mL) and water (10 mL) were added. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was re-dissolved in ethanol (10 mL) and NH4OH (10 mL, 4.87 mmol) was added. Then the mixture was stirred at room temperature for 2 hours. The mixture was concentrated and purified by prep-TLC (normal phase, silica gel, dichloromethanemethanol=20:1) to give (3-bromo-2-chlorophenyl)methanamine (500 mg, 46% yield) as a yellow solid. LCMS (ESI) [M+H]+=220.0

Statistics shows that 1-Bromo-2-chloro-3-methylbenzene is playing an increasingly important role. we look forward to future research findings about 97329-43-6.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 50594-82-6, 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. 50594-82-6 name is 3,4,5-Trichlorobenzotrifluoride, 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.

d. 1,3-Bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A mixture of 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (10 g. 0.04 mol), and the dipotassium salt of 1,3-dihydroxybenzene (4 g. 0.021 mol) in 150 ml. sulfolane is stirred and heated 70 minutes at ~120 C. The cooled reaction mixture is diluted with benzene (350 ml.) and washed once with water (1 L). Hexane (200 ml.) is added, and the solution washed with water (3 * 500 ml.) dried, filtered through activated silica gel (~25 g.), and the solvents removed. The residual oil is crystallized from a mixture of pentane and benzene to give 1,3-bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene (5.3 g. 49%) m.p. 121-122 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4,5-Trichlorobenzotrifluoride, and friends who are interested can also refer to it.

Reference:
Patent; Rohm and Haas Company; US4063929; (1977); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7781-10-4, 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. 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 1.9 g (9.2 mmol) of methyl 1H-pyrrolo[2,3-b]pyridine-3-carboxylate in 50 cm3 ofdimethylsulfoxyde under argon atmosphere, were added 1.85 g (11.0 mmol) of 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine , followed by 3.2 g (23.0 mmol) ofpotassium carbonate. The reaction mixture was heated at about 120C for 24 hours,upon which it was cooled to about 20C and treated with 200 cm3 of distilled water.The mixture was then treated with 300 cm3 and 150 cm3 of ethyl acetate and filteredon Celite. The aqueous phase was extracted with 150 cm3 of ethyl acetate. Thecombined organic extracts were dried on magnesium sulfate and concentrated todryness in vacuo (2.7 kPa). The residue was purified via column chromatography onsilica gel (0,04-0,06 mm), with dichloromethane/methanol 99:1 v/v as eluting solvent.Thus, 1.25 g of methyl 1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate were obtained as a light-yellow crystalline powder, mp: 207C

The synthetic route of 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/111048; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1020198-58-6,Some common heterocyclic compound, 1020198-58-6, name is 2-Bromo-1-chloro-3,5-difluorobenzene, molecular formula is C6H2BrClF2, 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 1. 4-(2-(Benzyloxy)ethyl)-2′-chloro-4′,6′-difluoro-2,3,4,5-tetrahydro-l,r-biphenyl. In a sealed microwave tube, a mixture of 2-{4-[2-(benzyloxy)ethyl]cyclohex-l-en-l-yl}-4, 4,5,5- tetramethyl-l,3,2-dioxaborolane (Intermediate 8, Step 1, 350 mg, 1.02 mmol), [I,G- bis(diphenylphosphino)ferrocene]dichloropalladium(II) (37.4 mg, 0.05 mmol), 2-bromo-l-chloro- 3,5-difluorobenzene (279 mg, 1.23 mmol) and sodium carbonate (1.28 mL, 2 M, 2.56 mmol) in dioxane (5.11 mL) was heated at 70C for 20 hours. Upon completion of the reaction, as determined by LCMS, the reaction mixture was filtered through celite, washed thoroughly with EtOAc, and purified via flash chromatography (silica gel, 0-20% EtO Ac/Heptanes) to provide the title compound as a yellow oil (216 mg, 58.2%). 1H NMR (400 MHz, CDCb) d 7.49 – 7.31 (m, 5H), 6.99 (d, J = 8.3 Hz, 1H), 6.77 (dt, 7 = 2.3, 8.9 Hz, 1H), 5.68 (br s, 1H), 4.59 (s, 2H), 3.63 (t, 7= 6.6 Hz, 2H), 2.48 – 2.13 (m, 3H), 2.02 – 1.84 (m, 3H), 1.82 – 1.68 (m, 2H), 1.59 – 1.40 (m, 1H).

The synthetic route of 1020198-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DART NEUROSCIENCE, LLC; BASINGER, THOMPSON, Jillian; BOOKSER, Brett; BURLEY, Scott; GARCIA-REYNAGA, Pablo; HUDSON, Andrew; PETERS, Marco; PRATT, Benjamin; THOMPSON, Aaron; TRAN, Joe; VALDEZ, Lino; (211 pag.)WO2019/168866; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 626-43-7, These common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, 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.

3,5-dichloroaniline 20 g (0.32 mol) was dissolved in CH2Cl2 (150 mL) and sat. aq. NaHCO3 (50 mL) was added. The resulting biphasic solution was cooled to 0 C. and thiophosgene (0.38 mol) was then carefully added via syringe. After the addition was completed, the reaction was allowed to warm to room temperature and stirred for 2 h. The organic layer was separated and dried over Na2SO4. The filtrate was concentrated under reduced pressure to afford title compound 47.1 g as a yellow oil, yield: 72.1%.

The synthetic route of 626-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenyang Pharmaceutical University; Gong, Ping; Zhao, Yanfang; Liu, Yajing; Zhai, Xin; US2015/307453; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 60811-21-4, These common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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.

4-Amino-6-bromo-1H-indole-2-carboxylic acid ethyl ester (200 mg, 0.71 mmol), Pd2 (dba) 3 (64 mg, 0.07 mmol), X-phos (82 mg, 0.14 mmol) and Cs2CO3 ( 684mg, 2.13mmol), 2-chloro-4-bromo-1-fluorobenzene (440mg, 2.13mmol) was added to a microwave tube, toluene (4mL) was added, argon protection, microwave reaction, reaction at 100 C for 4h, the raw materials disappeared. Cool to room temperature, add EA (30mL) to dissolve the residue, wash with saturated brine (20mL ¡Á 3), wash with water (20mL ¡Á 2), column chromatography (P / E = 30: 1 20: 1) to obtain 118mg of pale yellow solid. The yield is 44.55%. Melting point: 220-222 C.

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, molecular formula is C9H9Cl, 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. Formula: C9H9Cl

General procedure: A representative procedure of skeleton 4 is as follows: K2CO3 (400 mg, 2.9 mmol) was added to a solution of 3 (1.0 mmol) in acetone (10 mL) at rt. The reaction mixture was stirred at rt for 10 min. Cinnamyl chloride (1.05 mmol) was added to the reaction mixture at rt. The reaction mixture was stirred at reflux for 8 h. The reaction mixture was cooled to rt, concentrated, and extracted with CH2Cl2 (3¡Á20 mL). The combined organic layers were washed with brine, dried, filtered, and evaporated to afford crude product under reduced pressure. Purification on silica gel (hexanes/EtOAc=6:1 to 1:1) afforded 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2687-12-9, its application will become more common.

Reference:
Article; Chang, Meng-Yang; Lu, Yi-Ju; Cheng, Yu-Chieh; Tetrahedron; vol. 71; 8; (2015); p. 1192 – 1201;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, 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 2770-11-8, Product Details of 2770-11-8

General procedure: To a stirred and cooled solution of 2-(4-chlorophenoxy)aniline (330 mg, 1.50 mmol) and triethylamine (230 muL, 1.65 mmol) in toluene (5 mL), the appropriate acid chloride (pivaloyl chloride, 2,2-dimethylbutyryl chloride, 3-methylbutyryl chloride, propyl chloride, cyclopropanecarbonyl chloride, cyclobutanecarbonyl chloride, methyl succinyl chloride, 4-methoxybenzoyl chloride) (1.65 mmol) was added. Subsequently the reaction mixture was allowed to warm to room temperature. The progress of the reaction was monitored by TLC. After 2-9 h the reaction mixture was extracted with a saturated sodium hydrogen carbonate solution, with a hydrogen chloride solution (10%), with brine and finally with water. Afterwards the organic solution was dried over sodium sulfate and evaporated under reduced pressure. The residue was further purified by recrystallization or column chromatography over silica gel.

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:
Article; Weidner, Thomas; Nasereddin, Abed; Preu, Lutz; Gruenefeld, Johann; Dzikowski, Ron; Kunick, Conrad; Molecules; vol. 21; 2; (2016);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics