Tag: M.W=100-200

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. 108-41-8, name is 1-Chloro-3-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 108-41-8

Example 6: 3-Chlorobenzoic Acid In a 100 ml jacketed vessel, 200 ml of acetic acid, 0.08 g of cerium(III) acetate, 4.9 g of sulfuric acid and 12.65 g of 3-chlorotoluene were initially charged. The mixture was cooled to 16 C. and 5.15 g of ozone were introduced within a period of 75 minutes. After completion of ozonolysis, the ozone present in the solvent was blown out using nitrogen. Analysis of the reaction mixture by means of HPLC or GC gave the following results: 3-chlorotoluene: >0.1%; 3-chlorobenzoic acid: 98%

The synthetic route of 108-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jary, Walther; Poechlauer, Peter; Ganglberger, Thorsten; US2003/216577; (2003); A1;,
Chloride – Wikipedia,
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108-70-3, name is 1,3,5-Trichlorobenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 108-70-3

To a 250 ml single-necked flask was placed 9.5 g (52.4 mmol) of 1,3,5-trichlorobenzene and 100 ml of ultra-dry tetrahydrofuran under argon protection and minus 78 degrees Celsius. Then, 26.3 ml (2 Torr, 52.6 mmol) of lithium diisopropylamide in tetrahydrofuran/n-hexane solution was added dropwise, and the mixture was stirred at minus 78 C for 30 minutes. Then, 10.0 g (47.7 mmol) of Compound A1 was added, and stirring was continued for 2 hours at minus 78 C. The reaction was then slowly warmed to room temperature and quenched by the addition of 200 mL of saturated aqueous ammonium chloride. The combined organic layers were washed with brine (25 mL) After evaporating the solvent, it was purified by column chromatography using methylene chloride: petroleum ether: 1:1 (volume ratio) as eluent to afford 17.5 g of product A2, yield 94%.

Statistics shows that 108-70-3 is playing an increasingly important role. we look forward to future research findings about 1,3,5-Trichlorobenzene.

Reference:
Patent; Jilin University; Li Feng; Ai Xin; Zhang Ming; (25 pag.)CN108191739; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 104-52-9, name is 3-Phenylpropyl Chloride, molecular formula is C9H11Cl, 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. 104-52-9.

To a suspended solution of AlCl3 (8.69 g, 65.2 mmol) and 3-chloropropionylchloride(9.97 g, 64.5 mmol) in dichloromethane (70 mL) was added 3-phenylpropylchloride(7.91 g, 62.8 mmol). The mixture was stirred at room temperature for 4 h and thenquenched by saturated NaHCO3 aq (100 mL). The mixture was extracted with diethylether (100 x 3 mL). The collected organic layer was washed with water (100 x 2 mL)and saturated NaCl aq (100 mL) and then dried (MgSO4). The solvent was evaporatedand the residue was washed with hexane to give the product as white solid (9.73 g,63%).

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

Reference:
Article; Nishimoto, Yoshihiro; Yazawa, Satoshi; Kiyokawa, Kensuke; Kajiki, Takahito; Tsukahara, Yasunori; Yamauchi, Tomohisa; Wada, Yuji; Baba, Akio; Yasuda, Makoto; Chemistry Letters; vol. 46; 8; (2017); p. 1116 – 1118;,
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452-73-3, 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 452-73-3 as follows.

a) Preparation of 5-fluoro-2-methylbenzonitrile Process According to the Invention in MEK By the method of Example 3, 72.5 g of 2-chloro-4-fluorotoluene in 100 ml of MEK gave 46.7 g (68% of theory) of 5-fluoro-2-methylbenzonitrile (boiling point at 30 mbar: 110 C.). After 20 h, the conversion was approximately 80% (GC). 1.2% of coupling products had formed.

According to the analysis of related databases, 2-Chloro-4-fluoro-1-methylbenzene, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US6162942; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 13078-79-0

To a solution of 13 (40.0mg, 0.09mmol) in 5mL of CH2Cl2 was added the respective amine and the reaction mixture was stirred for 4hat room temperature and N2 atmosphere. Water (20mL) was added to the reaction mixture and the layers were separated. The aqueous layer was extracted with CH2Cl2 (3¡Á40mL), the combined CH2Cl2 layers were washed with water (30mL), dried over anhydrous Na2SO4, filtered and the solvent was removed under vacuum to get the crude product that was purified by preparative TLC (CH2Cl2/MeOH 20:1) to give the urea product.

Statistics shows that 13078-79-0 is playing an increasingly important role. we look forward to future research findings about 2-(3-Chlorophenyl)ethanamine.

Reference:
Article; Figueiredo, Sandra A.C.; Salvador, Jorge A.R.; Cortes, Roldan; Cascante, Marta; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 422 – 437;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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. 29671-92-9

Step 2. SO2(CH3)2 (20.4 g, 217 mmol) was heated to melting. A-2 (3.3 g, 29 mmol) was added and the resulting mixture was stirred and heated to 120 C. to dissolve completely. Methyl 5-(2-chloro-4-trifluoromethylphenoxy)-anthranilate (5 g, 14.5 mmol) was added in one part to the reaction mixture. Stirring was continued for 30 minutes. The reaction mixture was treated with water (10 mL) and stirred for 10 minutes. The precipitate, V-17, a white solid, was isolated by filtration and dried in the vacuum oven.LC-MS m/z=356 (M+H)

The chemical industry reduces the impact on the environment during synthesis Carbamimidic chloride hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Janssen R&D Ireland; McGowan, David; Raboisson, Pierre Jean-Marie Bernard; Jonckers, Tim Hugo Maria; Last, Stefaan Julien; Embrechts, Werner; Pieters, Serge Maria Aloysius; US2014/73642; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, Adding some certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, 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 6940-78-9.

Step 1 Synthesis of 1-(4-Chlorobutyl)-1,5,6,7-tetrahydroindol-4-one To a solution of 1,5,6,7-tetrahydroindol-4-one (10.0 g, 74.0 mmol) in acetone (300 mL) was added powdered sodium hydroxide (3.26 g, 81.4 mmol) and the mixture stirred at ambient temperature for 0.25 h. 1-Bromo-4-chlorobutane (9.38 mL, 81.4 mmol) was then added and the resulting mixture stirred at ambient temperature for 7 h after which time TLC (ethyl acetate:dichloromethane 1:1) showed complete reaction. The reaction was gravity filtered to remove salts, and the filtrate concentrated to dryness under vacuum. The resulting residue was dissolved in dichloromethane (200 mL) and gravity filtered again to remove more salts. The filtrate was then washed with water, dried with sodium sulfate, filtered and the solvent removed under vacuum to yield an oil. Flash chromatography using 6 in. of silica gel in a 5.5 cm column eluding with 1:1 followed by 2:1 ethyl acetate:hexane on half of the residue yielded 9.0 g of an oil which contained ~6.0 g of pure product (72%) and ~3.0 g of acetone aldol condensation product (4-hydroxy-4-methyl-2-pentanone). The oil was taken to the next step without further purification.

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 6940-78-9.

Reference:
Patent; Spectrum Pharmaceuticals, Inc.; US6770638; (2004); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, name is 1-Bromo-4-chlorobutane, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 6940-78-9

Example Al l; a. Preparation of intermediate 75; A solution of l-bromo-4-chlorobutane (22.25 ml, 0.19 mol) in diethyl ether (100 ml) was added dropwise (under N2 atmosphere) to a suspension of activated Mg turnings (4.67 g, 0.19 mol) in diethyl ether (100 ml). Some crystals of iodine were also added. The temperature in the flask increased, and the orange colour turned to white. Once the addition of l-bromo-4-chlorobutane was completed, the reaction was cooled in an ice- bath and 2-naphthalenecarboxaldehyde (20.00 g, 0.13 mol) was added dropwise as a solution in THF (200 ml, dry). The reaction mixture was stirred in the ice-bath for 4 hours. Then the mixture was quenched with NH4Cl 1 N. Both phases were separated. The organic layer was washed with brine, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by flash chromatography (eluent: n- hexane/EtOAc 20:1). The desired fractions were collected and the solvent was evaporated, yielding intermediate 75.

Statistics shows that 6940-78-9 is playing an increasingly important role. we look forward to future research findings about 1-Bromo-4-chlorobutane.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/68266; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 363-51-9, name is 2-Chloro-6-fluoroaniline, molecular formula is C6H5ClFN, 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. 363-51-9.

To a solution of 6.05 g (19.0 mmol) of ethyl 2-[(2,6-dichloropyridin-3-yl)carbonyl]-3-ethoxyacrylate (CAS 157373-27-8) and 3.88 g (26.6 mmol) of 2-chloro-6-fluoroaniline in 30.3 ml dichloromethane were added 23.2 ml (133 mmol) of DIPEA, and the mixture was stirred at RT for 4 h. Subsequently, 2.63 g (19.0 mmol) of potassium carbonate were added and the mixture was heated under reflux overnight. The mixture was diluted with 200 ml of DCM and washed twice with 75 ml of 1 M aqueous hydrochloric acid. The organic phase was dried over sodium sulphate and filtered, and the solvent was removed under reduced pressure. The suspension obtained was stirred with 40 ml of tert-butyl methyl ether, and the precipitate was filtered off with suction, washed with 10 ml of tert-butyl methyl ether and dried under high vacuum. 5.70 g (64% of theory, 81% purity) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=8.88 (s, 1H), 8.64 (d, 1H), 7.76-7.57 (m, 4H), 4.25 (q, 2H), 1.28 (t, 3H). LC-MS (Method 3): Rt=1.86 min; 381 [M+H]+.

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-6-fluoroaniline, its application will become more common.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; TELLER, Henrik; STRAUB, Alexander; BRECHMANN, Markus; MUeLLER, Thomas; MEININGHAUS, Mark; NOWAK-REPPEL, Katrin; TINEL, Hanna; MUeNTER, Klaus; FLIEGNER, Daniela; MONDRITZKI, Thomas; BOULTADAKIS ARAPINIS, Melissa; MARQUARDT, Tobias; VAKALOPOULOS, Alexandros; REBSTOCK, Anne-Sophie; WITTWER, Matthias Beat; (342 pag.)US2018/297994; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6775-78-6, A common compound: 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

A mixture of 6-chloro-imidazo[ l ,2-b]pyridazine (200 mg, 1 .30 mmol, 1.00 equiv), bis(triphenylphosphine)palladium(Il) dichlonde (200 mg, 0 28 mmol, 0.22 equiv), and tnethylamine (0.5 mL) in methanol (4 mL) was stirred under carbon monoxide ( 10 atm) in a 50-mL pressure reactor overnight at 1 10 C. The solid material was removed by filtration. The filtrate was concentrated under vacuum and the residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1 /1 ) to give 1 00 mg (43%) of the title compound as a yellow solid. NMR (300 MHz, CDCL) 5 8.16 (s, l H), 8.08 (d, J = 9,6 Hz, 1 H), 7.94 (s, 1 H), 7.77 (d, J = 9.6 Hz, 1 H), 4.09 (s, 3H).

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, 6-Chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics