Author: Jessica.F

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. 87-63-8, name is 2-Chloro-6-methylaniline, A new synthetic method of this compound is introduced below., Product Details of 87-63-8

Ethyl vinyl ether compound of formula-5 (500 gm) was slowly added to oxalyl chloride compound of formula-4 (670 ml) at 10-15C. Raised the temperature of the reaction mixture to 25-30C and stirred for 12 hours at the same temperature. Heated the reaction mixture to 120- 125C and stirred for 90 minutes at the same temperature. Cooled the reaction mixture to 30-35 C and (E)-3-ethoxyacryloyl chloride compound of formula-7 was collected by fractional distillation. Added tetrahydrofuran (1160 ml) to the obtained compound of formula-7 and cooled the reaction mixture to 10-15C. Slowly added a solution of 2-methyl-6-chloroaniline compound of formula-9 (290 gm), pyridine (248ml) & tetrahydrofuran (1160 ml) to the reaction mixture at same temperature. Raised the temperature of the reaction mixture to 25-30C and stirred the reaction mixture for 4 hours at the same temperature. Cooled the reaction mixture to 5-10C and acidified the reaction mixture using aqueous HC1 solution. Water and ethyl acetate were added to the reaction mixture and stirred for 10 minutes. Separated the both aqueous & organic layers and extracted the aqueous layer with ethyl acetate. Washed the total organic layer with aqueous sodium bicarbonate solution followed by with water. Distilled off the solvent completely from the organic layer under reduced pressure. Ethyl acetate was added to the obtained compound at 25-30C and cooled the reaction mixture to 0-5C. Stirred the reaction mixture for 2 hours at the same temperature. Filtered the precipitated solid, washed with chilled ethyl acetate and dried the material to get the title compound. Yield: 300 gm; M.R.: 160-164C; HPLC Purity: 99.66%.

The synthetic route of 87-63-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSN LABORATORIES PRIVATE LIMITED; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; MADHUSUDHAN, Gutta; SEETHA RAMA SARMA, Peri; KHALIL AHAMED, Mogal; (38 pag.)WO2017/2131; (2017); 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. 54730-35-7, name is 3,5-Dichloro-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3,5-Dichloro-4-methylaniline

To a solution of HBr (40percent in water, 3.4 mL) in water (3 mL) was added 3,5-dichloro-4-methylaniline (2.0 g, 11.4 mmol). The suspension was heated to dissolve as much of the solid as possible, then the mixture was cooled to 0 degrees C. and a solution of sodium nitrite (0.83 g, 12.0 mmol) in water (2 mL) was added dropwise (temperature was maintained <5 degrees C.). After 10 min., the diazonium salt mixture was poured into a mixture of CuBr (8.2 g, 57.0 mmol) in 40percent aq. HBr (13 mL) at room temperature. The resulting mixture was heated at 50 degrees C. for 45 min., then cooled to room temperature. The mixture was diluted with water and extracted with dichloromethane (3.x.). The combined organics were filtered through Celite and dried over sodium sulfate, then concentrated in vacuo to provide the product, 5-bromo-1,3-dichloro-2-methylbenzene, as an orange solid. 1H NMR (400 MHz, CDCl3) delta 2.40 (s, 3H), 7.43 (s, 2H). 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 54730-35-7. Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, 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. HPLC of Formula: C7H5ClF3N

General procedure: To a solution of 3-chloroaniline 5a (37mg, 0.33mmol) in H2O (10mL cooled to-5C) was added 0.2mL of 2N HCl (aq.). To the resulting acidic aniline solution, 1N solution of sodium nitrite (0.33mL, 0.33mmol) was added dropwise to generate the aryldiazonium salt solution 6a. To the aryldiazonium salt solution was added sodium acetate (54mg, 0.66mmol), followed by 1mL solution of crude 3-oxo-3-(3-phenylisoxazol-5-yl)propanenitrile 4a (88mg, 0.33mmol) in ethanol. The reaction mixture was stirred at 0C for 5min, and then poured onto H2O (10mL) and extracted with ethyl acetate (20mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by short column chromatography on silica gel, eluting with hexane/ethyl acetate (2/1) to provide the desired product 7 (67mg, 50% for two steps from 3a) as a yellow solid.

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ye, Na; Zhu, Yingmin; Liu, Zhiqing; Mei, Fang C.; Chen, Haiying; Wang, Pingyuan; Cheng, Xiaodong; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 62 – 71;,
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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H5ClF3N

A 1.0 M solution of lithium bis(trimethyldisilyl)amide in THF (i3 mL, i2 mmol, 2.0 equiv) was added through an addition funnel at 10-i5 C to a solution of 3-chloro-5-(trifluoromethyl)aniline (i5 g, 78 mmol, i.2 equiv) in THF (i3 mL). The mixture was allowed to stir at room temperature for 20 mm and a solution of crude trans-i ?-tert-butyl-4?-ethyl-3 -iodo-2-oxo-[ i ,3 ?-bipiperidine]- i ?,4?- dicarboxylate 9 (3.7 g, 65 mmol, i.0 equiv) in THF (i3 mL) was added through an addition funnel at iO-i5 C over 30 mm. After addition, the reaction was allowed to stir at the temperature for 30 mm. Upon completion, the reaction was cooled to 5 C and quenched slowly with water (iO mL), keeping the temperature below 20 C. The quenched reaction was extracted with EtOAc (2 x 30 mL). The combined organic layers were washed with saturated brine (30 mL), dried (Na2504), filtered, and concentrated in vacuo. The resulting crude product was purified over silica gel eluting with a gradient of iO% to 75% of EtOAc in heptanes to give the desire product iO. ESIMS (M+H-56): 463.i. ?H NMR (400 MHz, CDC13) 5. 6.92 (s, iH), 6.7i-6.69 (m, 2H), 4.i7- 4.06 (m, 4H), 3.78-3.68 (m, 2H), 3.46-3.36 (m, 3H), 3.23-3.07 (m, 2H), 2.73-2.65 (m, iH), 2.44-2.37 (m, iH), 2.03-i.85 (m, 3H), i.7i-i.6i (m, 2H), i.46 (s, 9H), i.27-i.i9 (m, 3H).

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; MACPHEE, J. Michael; NEUMAN, Linda L.; (89 pag.)WO2018/17153; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1298031-94-3, 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 1298031-94-3 as follows.

Preparation of intermediate 31 : 6-Chloro-3-iodo-2-methyl-8-morpholin-l-yl- imidazo [ 1 ,2-&”|pyridazineN-Iodosuccinimide (0.95 g, 4.36 mmol) was added to a stirred solution of a mixture 70/30 of intermediate 3 (0.95 g, 3.36 mmol) in a mixture of dichloromethane (9 ml) and acetic acid (1 ml). The mixture was stirred at room temperature for 16 h. and then washed with a saturated solution of sodium carbonate. The organic layer was separated, dried (Na2S04), filtered and the solvents evaporated in vacuo to yield 1.33 g of crude product. A portion of this crude product (0.5 g) was dissolved in acetonitrile (8 ml) and morpholine (0.140 ml, 1.6 mmol) and N,N-diisopropylethylamine (0.393 ml, 2.29 mmol) were added. The mixture was stirred at 150 C for 10 min in a sealed tube, under microwave irradiation. The mixture was diluted with ethyl acetate and washed with a saturated solution of ammonium chloride. The organic layer was separated, dried (Na2S04), filtered and the solvents evaporated in vacuo to yield intermediate 31 (0.53 g, 69%).

According to the analysis of related databases, 1298031-94-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; PASTOR-FERNANDEZ, Joaquin; BARTOLOME-NEBREDA, Jose, Manuel; MACDONALD, Gregor, James; CONDE-CEIDE, Susana; DELGADO-GONZALEZ, Oscar; VANHOOF, Greta, Constantia, Peter; VAN GOOL, Michiel, Luc, Maria; MARTIN-MARTIN, Maria, Luz; ALONSO-DE DIEGO, Sergio-Alvar; WO2011/51342; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 454-78-4, 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. 454-78-4, name is 2-Bromo-1-chloro-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To an oven-dry ground test tube equipped with a stir bar were added 1 mmol 2-bromoiodobenzene, 1mmolL-alaninamide, 3 mmol potassium carbonate and 5 mL DMF. The test tube was sealed with a rubber stopperand was evacuated and refilled with argon for three times. Then the test tube was stirred in an oil bathpreheated at 90? C for 48 hours. After the test tube was cooled to room temperature, the reaction wasquenched with water, and the reaction mixture was extracted with 20 mL ethyl acetate for three times. Thecombined organic layer was washed with 10 mL water and then saturated sodium chloride aqueous solution,and dried over anhydrous sodium sulfate. After filtration, the filtrate was condensed on a rotary evaporator invacuum. The resulting crude product was chromatographed on silica gel (300-400 mesh) with a 1:2 volumeratio mixed solution of ethyl acetate and petroleum ether as eluent to give a white solid L-N-phenylalaninamide.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-chloro-4-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Wang, Yan; Tu, Xingzhao; Lv, Xirui; Zhou, Lihong; Zeng, Qingle; Tetrahedron Letters; vol. 54; 45; (2013); p. 6045 – 6048;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 87-63-8, 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. 87-63-8 name is 2-Chloro-6-methylaniline, 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.

[0168] 2-Chloro-6-methyl-phenylamine (5.00g, 35.3mmol) was dissolved in methanol (15mL) and acetic acid was added (5mL). The solution was chilled in an ice bath and a solution of bromine (1.8mL) in acetic acid (15mL) was added dropwise. After complete addition MeOH (5mL) was added to dissolve the precipitated solid. The solvents were removed under reduced pressure and the residue was triturated with hexanes to provide the title compound as an off white solid (10.49g, 99%). *H NMR (300 MHz, MeOD): 5 7.42 (s, 1H), 7.28 (s, 1H), 2.42 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2006/20879; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 74788-46-8, name is 1-(4-Chlorophenyl)propan-1-amine, 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 74788-46-8, Product Details of 74788-46-8

B) N-(1-(4-chlorophenyl)propyl)-2-oxo-2,3-dihydropyrido[2,3-b]pyrazine-4(1H)-carboxamide To a mixture of 4-nitrophenyl 2-oxo-2,3-dihydropyrido[2,3-b]pyrazine-4(1H)-carboxylate (300 mg) and 1-(4-chlorophenyl)propan-1-amine (211 mg) in N,N-dimethylformamide (10 mL) was added triethylamine (0.279 mL), and the mixture was stirred at room temperature for 16 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), and recrystallized from hexane/ethyl acetate to give the title compound (205 mg). MS (API+): [M+H]+345.1.

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-(4-Chlorophenyl)propan-1-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIKAMI, Satoshi; NAKAMURA, Shinji; ASHIZAWA, Tomoko; SASAKI, Shigekazu; TANIGUCHI, Takahiko; NOMURA, Izumi; KAWASAKI, Masanori; EP2848618; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 39224-18-5 as follows. Application In Synthesis of 4-Chloro-2-fluoro-1,1′-biphenyl

Step (b) Preparation of 4-(4′-Chloro-2′-fluoro-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester To a stirred suspension of anhydrous aluminum chloride (1.451 g, 0.0109 mol) in dichloromethane (20 mL) under nitrogen at 5 C. was added dropwise a solution of 4-chloro-2-fluorobiphenyl (0.858 g, 0.00415 mol) in dichloromethane (13 mL) over 10 minutes followed by the dropwise addition of 3-carbomethoxypropionyl chloride (0.57 mL, 0.0046 mol) in dichloromethane (13 mL) over 25 minutes. The resulting mixture was stirred for 2.5 hours then allowed to warm slowly to room temperature. Stirred for 3 days, for convenience. Then the mixture was recooled and quenched with the dropwise addition of water (145 mL). The organic layer was washed with water, aqueous sodium bicarbonate, brine, and dried (MgSO4). The mixture was rotary evaporated to give 1.25 g of 4-(4′-chloro-2′-fluoro-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester as a pale yellow solid; mp 90.5-92.5 C.

According to the analysis of related databases, 39224-18-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Purchase JR., Claude Forsey; Roth, Bruce David; Schielke, Gerald Paul; Walker, Lary Craswell; White, Andrew David; US2001/513; (2001); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 327-76-4, The chemical industry reduces the impact on the environment during synthesis 327-76-4, name is 1-Chloro-2,4-bis(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 6 2 ml of antimony pentachloride are added to 348 g (1 mol) of 4-chloro-1,3-bis-(trichloromethyl)-benzene and 249 g (1 mol) of 4-chloro-1,3-bis-(trifluoromethyl)-benzene, in a 1 l three-necked flask. Hydrogen chloride is passed in until the solution is saturated and the solution is then stirred for 2.5 hours at 130 C under a weak stream of hydrogen chloride. The reaction mixture is subjected to fractional distillation; 281 g (which corresponds to a yield of 47%) of 1-trifluoromethyl-5-trichloromethyl-2-chloro-benzene are isolated at a boiling point12 of 116 C.

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-Chloro-2,4-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; US4079090; (1978); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics