Month: June 2021

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 4584-46-7 as follows. HPLC of Formula: C4H11Cl2N

A mixture of 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenol (0.22 g, 1 .00 mmol), 2-chloro-N,N-dimethylethanamine hydrochloride (0.17 g, 1.15 mmol) and cesium carbonate (1.3 g, 4.00 mmol) in tetrahydrofuran (4 mL) was heated at 130 00 for 2 hours under microwave irradiation. After cooling to room temperature the reactionmixture was partitioned between water and ethyl acetate. The organic phase was separated, washed with additional water and brine, dried over sodium sulfate and thesolvent was evaporated to dryness to yield the title compound (254 mg, 86%) as a brownish oil.LRMS (mlz): 291 (M+1).1H-NMR (300 MHz, CDCI3): 1.3 (s, 12H), 2.3 (s, 6H), 2.7 (t, 2H), 4.1 (t, 2H),6.8 – 7.0 (d, 2H), 7.6 – 7.9 (d, 2H).

According to the analysis of related databases, 4584-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; BACH TANA, Jordi; PEREZ CRESPO, Daniel; LLERA SOLDEVILA, Oriol; ESTEVE TRIAS, Cristina; TABOADA MARTINEZ, Lorena; WO2015/86693; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 33863-76-2, These common heterocyclic compound, 33863-76-2, name is 1-Bromo-3-chloro-5-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.

To a solution of 1-bromo-3-chloro-5-fluorobenzene (25 g, 120 mmol) in methanol (800 ml) was added sodium methoxide (64 g, 1180 mmol). The reaction was heated to reflux for 9 days. The reaction was then concentrated in vacuo to one fifth of the volume (150 ml), cooled, and water (1000 ml) added. The mixture was extracted with diethyl ether (3 x 150 ml). The combined organic extracts were washed with brine (2 x 100 ml), dried over Na2SO4 and evaporated to afford the title compound (24.6 g). 1HNMR (CDCI3): 3.80(s, 3H), 6.84(s, 1 H), 6.96(s, 1 H), 7.10 (s, 1 H)GCMS Rt=3.86min MS m/z 222 [MH]+

Statistics shows that 1-Bromo-3-chloro-5-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 33863-76-2.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 62356-27-8, 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. 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 175 6-(3-chloro-2-methylphenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 275, structure 4 of Scheme II, where R1 =3-chloro-2-methylphenyl) This compound was prepared according to General Method 2 (EXAMPLE 9) from Compound 9 (70.0 mg, 0.22 mmol) and 2-bromo-6-chlorotoluene (45.2 mg, 0.22 mmol). The crude material was purified by flash column chromatography (75 ml silica, hexane to 5% ethyl acetate/hexane) to afford 63.1 mg (96%) of Compound 275. Data for Compound 275: 1 H NMR (400 MHz, acetone-d6) 7.30 (d, J=8.3, 1H), 7.16 (m, 1H), 6.95 (s, 1H), 6.87 (d, J=10.2, 1H), 6.54 (d, J=8.0, 1H), 5.36 (s, 1H), 5.25 (s, 1H), 2.03 (s, 3H), 1.28 (s, 6H).

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, 1-Bromo-3-chloro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5688810; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5693647; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5696127; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride, 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 50594-82-6, Computed Properties of C7H2Cl3F3

0.5 mol (124.7 g) of an 80:20 isomeric mixture consisting of 3,4,5-trichlorobenzotrifluoride and 2,4,5-trichlorobenzotrifluoride and 1.8 mol (178 g) of N-methylpyrrolidone are introduced into an autoclave. The autoclave is cooled to 0C and charged with 4 mol of ammonia (68 g) and heated with vigorous stirring to 190C for 8 hours. After cooling and removal of excess ammonia, the reaction mixture is filtered off from the ammonium chloride produced and the liquid phase is vacuum distilled. The distillation yields 88.3 g of an azeotropic mixture containing 83% 2,6-dichloro-4-trifluoromethylaniline (2,6-DC-pTFMA) and 17% N-methylpyrrolidone. The 99% pure product is precipitated out from the azeotropic mixture by addition of water and, after filtration and drying, 0.317 mol (73 g) of 2,6-dichloro-4-trifluoromethylaniline (yield 79.2% relative to 3,4,5-TCBTF) are obtained. Examples 2 and 3 below are given in order to illustrate the advantage of keeping the conversion of 3,4-DCBTC into 3,4,5-TCBTC at a low level in the chlorination stage, in that if conversion of the 3,4-DCBTC is boosted, the result is not a greater yield of 3,4,5-TCBTC, but instead the formation of isomeric and polychlorinated products which require costly disposal

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, 3,4,5-Trichlorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FINCHIMICA S.p.A.; EP1528052; (2005); 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. 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Bromo-5-chloro-4-fluoroaniline

To a solution of compound 56a (5 g, 22.28 mmol) in DMF (50 mL) was added Pd (PPh3) 2Cl 2 (1.0 g, 1.42 mmol) and compound 47b (8.85 g, 24.5 mmol) under nitrogen. The mixture was stirred at 100C under nitrogen for 12h, then cooled to room temperature, aqueous HCl (6 M, 8 mL) was added to the mixture and stirred at 25C for additional 3h. The mixture was diluted with water (250 mL) and extracted with ethyl acetate (200 mL 3). The combined organic layers were washed with water (300 mL), dried over sodium sulfate, filtered and concentrated in vacuum to give the crude product, which was purified by column chromatography on silica gel (0 to 10%EtOAc in PE (v/v)) to afford compound 56b (1.89 g, 45% yield). LCMS: R t = 2.071 min in 10-80AB_4min_220&254 chromatography (Xtimate C18 2.1*30mm), MS (ESI) m/z = 187.9 [M+H] +. 1H NMR (400MHz, CDCl 3) delta 7.39 (d, J = 10.0 Hz, 1H), 6.65 (d, J = 4.0 Hz, 1H), 2.47 (s, 3H).

According to the analysis of related databases, 85462-59-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD; LI, Zhengtao; ZOU, Hao; ZHU, Wei; SHEN, Changmao; WANG, Rumin; LIU, Wengeng; CHEN, Xiang; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (307 pag.)WO2019/149164; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 89794-02-5, These common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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.

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 10.0 mmol of the salt (II) were suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel under a nitrogen atmosphere, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) was added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic was diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture was heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension was discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. Examples 15, 18, 20 and 27 and 46-52 were extracted from the aqueous phase with 100 ml of ethyl acetate, the solvent was distilled off under reduced pressure and the resulting oils were isolated. The isolated yield for Example 1 that was prepared by this method was 2.87 g (72% of theory), whereas Example 1 prepared according to DE 198 50 139 A1 was obtained in a yield of 47% of theory.The composition of Examples 1-76 and selected physical properties are summarized in Table 2.

The synthetic route of 89794-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, 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 39226-96-5, Recommanded Product: (2-Chloro-3-(trifluoromethyl)phenyl)methanamine

(v) To a stirred suspension of 1-(1-{[(1 ,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)-3- methyl-2-oxo-4-imidazolidinecarboxylic acid (0.55 mmol) in dichloromethane (10 ml) was added 1-hydroxybenzotriazole hydrate (89 mg, 0.66 mmol), 1-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (127 mg, 0.66 mmol) and N-ethyl morpholine (0.21 ml, 1.65 mmol) and the mixture was stirred at room temperature for 15 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (1 15 mg, 0.55 mmol) was added and the reaction was stirred at room temperature for 3 hours. The reaction was diluted with dichloromethane and the solution was washed with saturated sodium hydrogen carbonate solution, water, citric acid solution, water and brine, dried and evaporated. The residue was purified by silica gel chromatography eluting with 5-10% methanol in dichloromethane to give 1 ,1-dimethylethyl 4-{4-[({[2- chloro-3-(trifluoromethyl)phenyl]methyl}amino)carbonyl]-3-methyl-2-oxo-1- imidazolidinyl}-1-piperidinecarboxylate (243 mg, 85%), LC/MS [M+H]+ = 519, retention time = 2.89 minutes.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7149-75-9, The chemical industry reduces the impact on the environment during synthesis 7149-75-9, name is 4-Chloro-3-methylaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of anilines (3.29 mmol) in dichloromethane (6 mL) was added triethylamine (9.89 mmol) at room temperature and stirred at room temperature for 10 min and added aryl chloro formate (4.93 mmol) at 0 °C and stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure and the crude material washed with 10 percent diethyl ether in pentane to afford the pure compounds. Without further purification used for next step. Yields of the products varied between 65 to 85 percent.

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-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bhasker, G Vijaya; Satyanarayana; Latha; Laxminarayana; Chary, M Thirumala; Asian Journal of Chemistry; vol. 30; 4; (2018); p. 771 – 774;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, molecular formula is C8H9ClO2, 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. COA of Formula: C8H9ClO2

General procedure: A THF solution of methyl magnesium bromide (1.59 mL, 0.94 M, 1.5 mmol) was added to a mixtureof FeF3 (5.7 mg, 0.050 mmol) and1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride (64.4 mg, 0.15 mmol) in2.0 mL of THF at 0 C. The substrate aryl chloride, 1-chloro-4-methoxybenzene (143 mg, 1.0 mmol), and undecane werethen added at room temperature. The mixture was stirred at 80 C for 24 h.After cooling to room temperature, an aliquot of the reaction mixture was filtered through a Florisil pad. The product yield was determined by GC analysis (92% yield) using undecane as an internal standard. To avoid loss ofproducts, isolation was performed in the large-scale experiment using 5.6 mmolof the starting aryl chloride. After the reaction was performed at 80 C for 84 h, saturated aqueous sodium potassium tartrate and aqueous HCl (1 N) wereadded. The aqueous layer was extracted with ether four times. The organic layerwas combined, washed with brine, dried over Na2SO4, andfiltered through a Florisil pad. After removal of the solvent, the crudeproduct was purified by silica gel column chromatography using pentane as theeluent (Rf = 0.06) and subsequent GPC to obtain the title compound (78.7 mg, 11%) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7051-16-3, its application will become more common.

Reference:
Article; Agata, Ryosuke; Takaya, Hikaru; Matsuda, Hiroshi; Nakatani, Naoki; Takeuchi, Katsuhiko; Iwamoto, Takahiro; Hatakeyama, Takuji; Nakamura, Masaharu; Bulletin of the Chemical Society of Japan; vol. 92; 2; (2019); p. 381 – 390;,
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. 104-52-9, name is 3-Phenylpropyl Chloride, A new synthetic method of this compound is introduced below., Safety of 3-Phenylpropyl Chloride

General procedure: Compounds D1-D22 were prepared following the previouslyreported method [37]. To a solution of 3-amino-5-mercapto-1,2,4-triazole (1.0 g, 8.61 mmol) in acetone (30 mL) were added sodiumcarbonate (1.37 g, 12.92 mmol), sodium iodide (129.06 mg,0.861 mmol) and alkyl halide (9.47 mmol). The reaction mixturewas stirred at 60 C for 3e6 h before cooling to room temperature.Na2CO3 and NaI were removed via filtration. The residue was concentrated under vacuum and then dissolved in EtOAc. Theorganic layer was washed with water (2 x 10 mL) and brine(2 x 20 mL) and then dried over anhydrous MgSO4. After removal ofthe solvent, the resulting residue was subjected to column chromatography,giving the corresponding products D1-D22.

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; Wang, Shuai; Li, Zhong-Rui; Suo, Feng-Zhi; Yuan, Xiao-Han; Yu, Bin; Liu, Hong-Min; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 388 – 401;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics