Tag: M.W=100-200

Synthetic Route of 2533-69-9, 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. 2533-69-9 name is Methyl 2,2,2-trichloroacetimidate, 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.

(a) First step: preparation of 2-trichloromethyl-1H-benzimidazole: Methyl trichloroacetimidate (12.8 ml, 0.103 mol) was added dropwise over 30 minutes to 1,2-phenylenediamine (10.8 g, 0.1 mol) dissolved in 250 ml of acetic acid at 150 C. and with stirring. The mixture was maintained under stirring for 5 hours at room temperature. The reaction mixture and poured into water. The precipitate formed was filtered off, washed with water and dried. 23.1 g (yield=98%) of an off-white powder of 2-trichloromethyl- 1H-benzimidazole were obtained.

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

Reference:
Patent; Societe L’Oreal S.A.; US6221343; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 39226-95-4, name is 2,3-Dichlorobenzylamine, 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 39226-95-4, Recommanded Product: 2,3-Dichlorobenzylamine

2-Bromo-4-(2,3-dichlorobenzylamino)-5-nitropyridine (2); [0087] To a solution of 2,4-dibromo-5-nitropyridine (1) (0.5 g, 1.77 mmol) in THF (10 mL) at 0 C was added a mixture of 2,3-dichlorobenzylamine (0.32 g, 1.82 mmol), diisopropylethylamine (0.62 mL, 3.56 mmol), and THF (10 mL) dropwise with stirring under argon. After addition, the resulting mixture was stirred at room temperature for 5 h when TLC analysis (EtOAc-hexanes, 1:4) showed that the reaction was complete. The mixture was then poured into cold water (60 mL) and extracted with DCM (2 x 60 mL). The combined organic layers were washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc-hexanes, 1 :6) to give 2 as a yellow solid (605 mg, 91%). LC-MS: Rt 7.72 min, m/e 378.0; 1H NMR (CDCl3) delta 9.00 (s, 1 H), 8.57 (s, broad, 1 H, NH), 7.48 (d, 1 H), 7.23 (d, 1 H), 7.18 (m, 1 H), 6.82 (s, 1 H), 4.61 (d, 2 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichlorobenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACOPEIA, INC.; WO2009/62059; (2009); A2;,
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. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., Computed Properties of C7H7Cl2N

General procedure: Compound 12a, 12b or 12c (0.55 mmol), the appropriate amine(1.1 mmol) and 1,2-dimethoxyethane (1 mL) were heated in amicrowave reactor (150 Watt, Power Max On, 90 C, 10 bar) for1 h. The solvent was removed under reduced pressure and the residuewas purified by column chromatography (silica gel, ethylacetate).

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; Koch, Pierre; Akkari, Rhalid; Brunschweiger, Andreas; Borrmann, Thomas; Schlenk, Miriam; Ku?ppers, Petra; Ko?se, Meryem; Radjainia, Hamid; Hockemeyer, Jo?rg; Drabczyn?ska, Anna; Kiec?-Kononowicz, Katarzyna; Mu?ller, Christa E.; Bioorganic and Medicinal Chemistry; vol. 21; 23; (2013); p. 7435 – 7452;,
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. 367-22-6, name is 4-Chloro-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H5ClFN

N-(4-Chloro-3-fluorophenyl)-4-nitropyridin-3-amine NaH (422 mg, 60% dispersion in mineral oil, 10.6 mmol) was suspended in THF (20 mL) and 4-chloro-3-fluoroaniline (1.54 g, 10.6 mmol) and 3-fluoro-4-nitropyridine (500 mg, 3.52 mmol) were added. The reaction mixture was stirred for 18 h, quenched with sat aq NH4Cl (2 mL), and concentrated in vacuo. The residue was partitioned between water (50 mL) and DCM (50 mL) and the organic fraction was dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (207 mg, 22.0%) as an orange solid. LCMS (ES+): 268.0 [MH]+.

According to the analysis of related databases, 367-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Proximagen Limited; Espensen, Max; Patient, Lee; Evans, David; Savory, Edward; Simpson, Iain; US2014/275040; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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 20850-43-5, Application In Synthesis of 5-(Chloromethyl)benzo[d][1,3]dioxole

Step 1: N-((2S,3S)-1-(benzo[d][1,3]dioxol-4-yl)-3,4-bis(tert-butyldimethylsilyloxy)butan-2-yl)-2-methylpropane-2-sulfinamide To a slurry of magnesium turnings (1.09 g, 44.8 mmol) in 5 mL of THF was added iodine (0.0650 g, 0.256 mmol), followed by a solution of 5-(chloromethyl)benzo[d][1,3]dioxole (6.55 g, 38.4 mmol) in 30 mL of THF. After 1 minute, the exothermic reaction mixture was placed in an ice bath for 1 minute and then stirred at ambient temperature for 1 hour. TMEDA (7.68 ml, 51.2 mmol) was added to the reaction and the mixture was cooled to -78 C. for 5 minutes at which point a solution of (E)-N-((S)-2,3-bis(tert-butyldimethylsilyloxy)propylidene)-2-methylpropane-2-sulfinamide (5400 mg, 12.8 mmol) in 25 mL THF was added via a syring pump over 15 minutes. The reaction was allowed to warm to RT over the course of 2 hours then stirerd at RT for an additional hour. The mixture was diluted with ethyl acetate (100 mL) and poured in saturated ammonium chloride (250 mL). The aqueous layer was extracted with ethyl acetate (2*250 mL) and the combined organic layers were washed with water and then brine and dried over Na2SO4. The organic colvents were filtered, concentrated under reduced pressure and the crude material was purified by silica gel to provide N-((2R,3S)-1-(benzo[d][1,3]dioxol-5-yl)-3,4-bis(tert-butyldimethylsilyloxy)butan-2-yl)-2-methylpropane-2-sulfinamide (4.51 g, 63.1% yield) as a colorless oil.

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; Amgen Inc.; US2010/120774; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 39065-95-7,Some common heterocyclic compound, 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, molecular formula is C7H6ClF2NO, 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.

To a mixture of (S)-9-bromo-2-hydroxy-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyridine-7-carboxylic acid (43e, 280 mg, 899.94 umol) and HATU (376.40 mg, 989.93 umol) in DMF (3 mL) at 20 C. was added 4-(chlorodifluoromethoxy)aniline (1 h, 209.05 mg, 1.08 mmol) and DIPEA (232.62 mg, 1.80 mmol) in one portion. The mixture was stirred at 20 C. for 12 hours. LCMS showed 43e was consumed completely and one main peak with desired mass was detected. TLC (methanol:dichloromethane=10:1, Rf=0.41) indicated 43e was consumed completely and one new spot formed. The mixture was poured into EtOAc (20 mL), washed with water (5 mL*4) and brine (5 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by prep-TLC (SiO2, ethyl acetate_methanol=10:1) to give 43f as a yellow solid. 1H NMR (400 MHz, CDCl3-d) delta 10.47 (s, 1H), 8.25 (d, J=1.1 Hz, 1H), 7.99 (d, J=1.2 Hz, 1H), 7.96-7.90 (m, 2H), 7.36 (d, J=8.9 Hz, 2H), 5.37 (d, J=3.4 Hz, 1H), 4.58 (d, J=3.8 Hz, 2H), 4.38-4.30 (m, 1H), 3.22-2.96 (m, 2H), 2.04-1.99 (m, 2H).

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

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); 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. 108-37-2, name is 1-Bromo-3-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4BrCl

To a solution of diisopropylamine (76 mL, 0.4 mol) in anhydrous THF (664 mL) and n-hexane (220 mL) was added 2.5 M n-BuLi (160 mL, 0.4 mol) dropwise at -78 C. over 1 h. The mixture was stirred for 1 h at -78 C. and a solution of 1-bromo-3-chlorobenzene (76 g, 0.4 mol) in anhydrous THF (300 mL) was added dropwise at -78 C. After stirring for an additional 1 h at the same temperature, a solution of iodine (101 g, 0.4 mol) in anhydrous THF (400 mL) was added dropwise at -78 C. The temperature was raised from -78 C. to rt during 2 h. After stirring for 18 h at rt, the mixture was concentrated in vacuo to give the crude product (120 g) which was distilled under reduced pressure to give 1-bromo-3-fluoro-2-iodobenzene (115 g, 91%). 1H NMR (400 MHz, CDCl3) delta ppm 7.12-7.18 (t, 1H), 7.35-7.41 (dd, 1H), 7.49-7.54 (dd, 1H); MS (E/Z): 317 (M+H+)

According to the analysis of related databases, 108-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baldwin, John J.; Cacatian, Salvacion; Claremon, David; Dillard, Lawrence W.; Flaherty, Patrick T.; Ghavimi-Alagha, Bahman; Ghirlanda, Damiano; Ishchenko, Alexey V.; Kallander, Lara S.; Lawhorn, Brian; Lu, Qing; McGeehan, Gerard; Knapp-Reid, Beth A.; Semus, Simon; Simpson, Robert D.; Singh, Suresh B.; Terrell, Lamont R.; Tice, Colin; Tran, Tritin; Xu, Zherong; Yuan, Jing; Zhao, Wei; Zhao, Yongdong Y.; US2010/317697; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 13726-14-2, 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. 13726-14-2, name is 4-Chloro-3-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 2 (100 mg, 0.411 mmol), aniline (154 mg, 0.411 mmol) and DIPEA (0.15 mL, 0.822 mmol) in n-butanol (20 mL) were added, and the mixture was stirred at 110 C for 12 h. After cooling to room temperature, the reaction mixture was concentrated. The residue was purified by silica gel chromatography using a polarity mobile phase (acetone/dichloromethane, 10:100) to give product 3a.

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, 4-Chloro-3-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bertrand, Jeanluc; Castro, Alejandro; Dostalova, Hana; Espinosa-Bustos, Christian; Jorda, Radek; Krystof, Vladimir; Maria Zarate, Ana; Mella, Jaime; Salas, Cristian O.; Bioorganic Chemistry; (2019);,
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. 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-tert-Butyl-4-chlorobenzene

1000 g (5.93 mol) of 4-tert-butylchlorobenzene was dissolved in 250 g of 1,2-dichloroethane.A 4-tert-butylchlorobenzene solution was prepared.2000 g (20 mol) of 95%-98% sulfuric acid was added dropwise to 643 g (10 mol) of 95%-98% nitric acid dissolved in a 2 liter three-necked flask kept in an ice water bath to prepare a mixed acid of nitric acid sulfuric acid. .First nitrification reaction:According to the molar ratio of 4-tert-butylchlorobenzene to nitric acid 1:1.2, the reaction temperature is 60-80 C, the flow rate of 4-tert-butylchlorobenzene is 2.5 mL/min, the mixed acid flow rate is 2.6 mL/min, part of 4-un The mixed acid of the butylchlorobenzene solution and the nitric acid sulfuric acid is pumped through the continuous flow microreactor, which comprises a separate fluid module connected in sequence, specifically an inlet mixing reaction module,8 resident modules and one exit module, as described above.Each individual fluid module was maintained at a constant reaction temperature with a reaction residence time of 164 s.The nitration mixture obtained by the reaction is passed through a water separator to separate the first spent acid and the first nitration mixture.

The synthetic route of 3972-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Heroic Chemical Co., Ltd.; Wang Yuanchao; Li Rixiang; Yang Anming; Lu Xiao; Ren Miaomiao; Zhang Yingjie; (19 pag.)CN109970566; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1435-48-9, 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. 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(5) Dissolving 35 g (0.1 mol) of the hydrochloride salt of Compound C in DMF 1000 mL in a reaction flask.Further add 2,4-dichlorofluorobenzene: 18g (0.11mol), add 27.5g (0.2mol) of potassium carbonate and 3.3g (0.02mol) of potassium iodide, and heat to reflux. After the reaction is complete, add 500mL of ammonia water and stir at room temperature. After 1 h, filtration, the filter cake was washed with 175 g of isopropyl alcohol and 70 g of methanol, and dried under vacuum at 60 C to a constant weight to obtain a beige powdery solid gefitinib 40 g, yield 91%.

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-Dichloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jinan Ai Si Pharmaceutical Technology Co., Ltd.; Peng Lizeng; Wang Jianhua; Li Dongmei; Ji Songtao; (15 pag.)CN108503597; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics