Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 2106-04-9, name is 3-Chloro-2-fluoroaniline, 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 2106-04-9, Recommanded Product: 2106-04-9

Intermediate 32A. Ethyl 3-((3-chloro-2-fluorophenyl)amino)-2-nitrobut-2-enoate: Using a modified procedure described by Gomez-Sanchez. (Reference: Gomez-Sanchez, A. et al, Anales De Quimica, 81(2): 139 (1985)) A clear, faint yellow solution of ethyl nitroacetate (4.17 mL, 37.6 mmol) and triethylorthoacetate (6.93 mL, 37.6 mmol) in toluene (9.39 mL) was heated to 1 10 C. A Dean-Stark trap was used to azeotrope the ethanol. Approximately every 30 min, the solvent was removed from the Dean-Stark and additional toluene (6 mL) was added to the reaction flask. Over the course of the reaction the color became a clear, dull yellow color. After 7.5 h, the reaction was stopped and it was cooled to room temperature. Excess solvent and starting materials were removed by distillation (5 mm Hg at 100 C) leaving ethyl 3-ethoxy-2-nitrobut-2-enoate (5.46 g) as an orange liquid. An orange solution of 3-chloro-2-fluoroaniline (5.86 g, 40.2 mmol) and ethyl 3-ethoxy-2-nitrobut-2-enoate (5.45 g, 26.8 mmol) in ethanol (13.41 mL) was stirred at room temperature. After 7 h, the reaction was stopped and concentrated to give an orange oil. The orange oil was diluted with EtOAc and washed with 1.0 N HC1 (2*), saturated aHC03, brine, dried over sodium sulfate, filtered and concentrated to give an orange oil. Purification by normal phase chromatography gave Intermediate 32A (2.90 g, 36%) as a viscous orange-yellow oil. XH NMR indicated a 1 : 1 E:Z mixture. MS (ESI) m/z: 325.0 (M+H)+.

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; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 13726-14-2, A common heterocyclic compound, 13726-14-2, name is 4-Chloro-3-methoxyaniline, molecular formula is C7H8ClNO, 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.

To a solution of compound 5 (15 mg, 0.037 mmol) in DMF (3 mL)4-Chloro-3-methoxyaniline (6.2 mg, 0.04 mmol) was added.HATU (17 mg, 0.045 mmol) and TEA (7.5 mg, 0.074 mmol),Stir at room temperature for 2 hours,It was poured into water (10 mL) and extracted with ethyl acetate (2×5 mL).The organic phase was separated and washed with saturated aqueous NaCI (2×).The organic phase was separated and dried over anhydrous Na2SO4, filtered and concentrated.The residue was purified by silica gel column chromatography.Elution with ethyl acetate/petroleum ether (1:2) gave the desired compound I-8 (11 mg, 55%).

The synthetic route of 13726-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Gentai Pharmaceutical Co., Ltd.; Chen Rongyao; Shen Yu; (48 pag.)CN110218182; (2019); 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. 139512-70-2, name is 4-Chloro-5-fluorobenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-5-fluorobenzene-1,2-diamine

General procedure: A mixture of compounds 1a-l (0.013 mol) and 4-chloro-5-fluoro-ophenylenediamine(2) (0.01 mol) in methanol (10 mL) was irradiatedwith ultrasonic irradiation at 50 C for 7 min (8 min for 3a) Afterreaction completion (monitored by TLC, ethyl acetate/hexane = 3:1), themixture was poured onto water and the precipitated product was filtrated off, washed with water and recrystallised from ethanol/water, 3:1.

The synthetic route of 139512-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mente?e, Emre; Kahveci, Bahittin; Mente?e, Meltem; Journal of Chemical Research; vol. 42; 6; (2018); p. 329 – 331;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 57946-56-2, These common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-fluoroaniline, 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.

To a solution of 4-chloro-2-fluoroaniline (50.0 g, 344 mmol) in AcOH (3OmL) is added Ac2O (60 ml_) and the reaction is stirred at room temperature for 2 hours. The mixture is poured into ice water (500 mL) to give a solid precipitate. The mixture is stirred for an additional 1 hour at room temperature. The solid is filtered and washed with water and hexanes, then air dried to give lambda/-(4-chloro-2-fluorophenyl) acetamide

The synthetic route of 57946-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2008/2853; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, 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.

Step 2: Preparation of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine (0530) (0531) 478 mg (3.11 mmol) of 6-chloroimidazo[1,2-b]pyridazine were introduced into 10 mL of chloroform under argon and, while cooling in ice, 664 mg (3.73 mmol) of N-bromo-succinimide were added. After the addition was complete, the reaction mixture was stirred at room temperature overnight. The reaction mixture was then mixed with water and ethyl acetate and, after addition of saturated sodium bicarbonate solution, the phases were separated. The aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were then washed with saturated sodium chloride solution and dried over sodium sulfate. In the final removal of the solvent in vacuo, the desired product was isolated in quantitative yield in the form of an amorphous white solid which was employed without further chromatographic purification in subsequent reactions. (0532) 1H-NMR (CHLOROFORM-d): delta [ppm]=7.12 (d, 1H); 7.79 (s, 1H); 7.90, (d, 1H).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; EIS, Knut; PUEHLER, Florian; ZORN, Ludwig; SUeLZLE, Detlev; LIENAU, Philip; WENGNER, Antje Margret; PETERSEN, Kirstin; BOeMER, Ulf; (68 pag.)US2017/29441; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 63857-00-1, 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. 63857-00-1, name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

16.4 g 2-mercapto-5-thiomethyl-1, 3, 4-THIADIAZOLE (available from FEW, Wolfen/Germany) and 36.0 g dye A (available from Aldrich) were added under stirring to 200 ML Downanol PM in a 11 three-necked flask equipped with a stirrer and a reflux condenser. Then a solution of 4.0 g sodium hydroxide and 36.5 g 2-methylene-1, 3, 3-trimethylindoline (Fischer base, available from Aldrich) in 35 ml ethanol was added under stirring for one minute to this suspension. The reaction mixture warmed up to about 40C without the addition of external heat. Then the reaction mixture was left to cool to room temperature and 600 ml of a 2 wt.-% hydrochloric acid were added. After the reaction mixture had cooled to room temperature, the insoluble portion was separated by filtration and washed with 21 of water. Then the product was dried for one day at 50C in a circulating air oven. Yield: 56.2 g (92.9% based on dye A). The dried product was suspended in 500 ML methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the solid portion was washed with ethyl acetate. The product was air-dried. Yield: 48.6 g (80.3 wt. – % based on dye A), W/VIS spectrum in methanol : No.MAX = 796 nm, extinction coefficient E = 3321/G X CM.

The synthetic route of N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KODAK POLYCHROME GRAPHICS GMBH; WO2004/52995; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-52-9, name is 3-Phenylpropyl 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 104-52-9, COA of Formula: C9H11Cl

Preparation 149 1-[4-(3-chloropropyl)phenyl]ethanone Aluminium chloride (15.0 g, 0.11 moles) and acetyl chloride (16.0 g, 0.20 moles) were dissolved in dichloromethane (50 ml) at room temperature. This mixture was then added dropwise to a solution 1-chloro-3-phenylpropane (15.5 g, 0.10 moles) in dichloromethane (25 ml) at room temperature over 15 minutes. The mixture was stirred for 1 hr and then poured cautiously onto ice. The aqueous layer was extracted with dichloromethane (450 ml). The organics were washed with water and brine, and then dried (MgSO4) and concentrated in-vacuo to give the title compound (19.2 g, 98%) as an oil. 1H-NMR (300 MHz, CDCl3): 2.10 (quintet, 2H), 2.60 (s, 3H), 2.85 (t, 2H), 3.55 (t, 2H), 7.30 (d, 2H), 7.90 (d, 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, 3-Phenylpropyl Chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banks, Bernard Joseph; Critcher, Douglas James; Fenwick, Ashley Edward; Gethin, David Morris; Gibson, Stephen Paul; US2003/207876; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 15205-11-5,Some common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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.

Tert-butyl 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-car boxylate (8.30 g, 27.2 mmol) prepared according to Process Step 1 was dissolved in tetrahydrofuran (80 mL), and the solution was mixed with 2-chloro-4-fluorobenzylamine (8.69 g, 54.4 mmol) and triethylamine (11.4 mL), followed by stirring at 40 C for 15.5 hours. Crystals precipitated in the reaction mixture were separated by filtration, and the solvent was distilled off from the filtrate. The precipitated crystals were reslurried from a 3:1 mixture of hexane and ethyl acetate and thereby yielded tert-butyl 2-chloro-4-(2-chloro-4-fluorobenzylamino)-5,6,7,8-tetrahydro pyrido [4,3-d]pyrimidine-6-carboxylate (9.99 g, 23.4 mmol, in a yield of 86%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-4-fluorobenzylamine, its application will become more common.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1552842; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 53531-69-4, These common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, 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 solution of triphenylphosphine (5.13 g) and methylamine (2 M in tetrahydrofuran; 9.78 mL) in dichloromethane (10 mL) is added via a dosing pump over a period of 1 h to a mixture of 4-bromobenzylsulfonyl chloride (5.00 g) und triethylamine (5.45 mL) in dichloromethane (75 mL) at 0C under an argon atmosphere and the resulting mixture is stirred for 1 h at 0C. The reaction mixture is concentrated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 60:40?0:100) to give the title compound. LC (method 1 ): tR = 0.84 min; Mass spectrum (ESI+): m/z = 234, 236 [M+H]+.

Statistics shows that (4-Bromophenyl)methanesulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 53531-69-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LANGKOPF, Elke; BLUM, Andreas; (89 pag.)WO2016/23789; (2016); A1;,
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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, A new synthetic method of this compound is introduced below., name: 2,6-Dichlorobenzenesulfonyl chloride

Example 14 N-[(5-Isobutyl-1-phenyl-1H-pyrazol-3-yl)methyl]-2,6-dichlorobenzenesulfonamide (Compound 14) To a solution of (5-isobutyl-3-aminomethyl-1-phenyl)pyrazole (42.6 mg, 0.186 mmol) in dichloromethane (2.0 mL) was added triethylamine (28.5 muL, 0.204 mmol) at 0 C. The solution was stirred for 5 min, and mixed with a solution of 2,6-dichlorobenzenesulfonyl chloride (48.3 mg, 0.195 mmol) in dichloromethane. Subsequently, the solution was warmed to room temperature, and stirred for 1 hr. Then, water and a saturated sodium hydrogen carbonate solution were added to the solution before extraction with dichloromethane. The organic layer thus formed was dried over magnesium sulfate, concentrated in vacuo, and purified by column chromatography (Hexane:EtOAc=3:1?2:1) to afford the title compound (64.9 mg, 79.7%) 1H NMR (400 MHz, CDCl3) delta 7.47-7.38 (m, 5H), 7.28-7.24 (m, 3H), 6.01 (s, 1H), 6.00 (brs, 1H), 4.32 (d, J=6.04 Hz, 2H), 2.39 (d, J=7.14 Hz, 2H), 1.75-1.69 (m, 1H), 0.81 (d, J=6.64 Hz, 6H) 13C NMR (100 MHz, CDCl3) delta 147.3, 144.2, 139.6, 135.7, 135.0, 132.2, 131.2, 129.1, 128.1, 125.5, 104.9, 41.3, 35.0, 28.3, 22.4

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; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; NAM, Ghil Soo; CHOI, Kyung Il; KIM, Jung Hyun; PAE, Ae Nim; HONG, Jin Ri; LEE, Jae Kyun; (30 pag.)US2015/329533; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics