Category: chlorides-buliding-blocks

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., category: chlorides-buliding-blocks

Examples 1 :1 – 1 :8 (Procedure A).A mixture of VII (0.32 mmol), the appropriate aryl bromide (0.38 mmol), CS2CO3, (146 mg, 0.448 mmol), BINAP (15 mg, 0.024 mmol), Pd(OAc)2 (3.6 mg, 0.016 mmol) and toluene (3 mL) was stirred at 100 0C for 7 h and at rt for 14 h. The mixture was filtered through Celite and the solids washed with EtOAc. Concentration of the combined filtrates gave ester VIII in yields given in Tabe 1.

According to the analysis of related databases, 454-78-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOLIPOX AB; WO2009/127822; (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. 102170-53-6, name is 4-Bromo-5-chloro-2-methoxyaniline, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-5-chloro-2-methoxyaniline

This compound was prepared using a method analogous to that of 4-amino-2,5- dimethylbenzonitnle, 4-bromo-5-chloro-2-methoxyaniline replacing 4-bromo-2,5-dimethyl aniline except that the reaction mixture was stirred ON at 110C. LC-MS (A): tR = 0.76 min, [M+H]+: 183.19

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; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; RENNEBERG, Dorte; STAMM, Simon; WO2014/97140; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 54730-35-7, name is 3,5-Dichloro-4-methylaniline, 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 54730-35-7, Product Details of 54730-35-7

Preparation 9; 5-bromo-l,3-dichloro-2-methylbenzene; Suspend 3, 5 -dichloro-4-methylaniline in 48percent HBr (5 mL) and water (5 mL) and heat with a heat gun until the mixture is near the boiling point. Cool the slurry to room temperature and then cool to 00C with an ice/brine bath. Add dropwise a solution of sodium nitrite (109 mg, 1.58 mmol) in water (2 mL). After the addition is complete, stir the reaction an additional 15 min in the cold bath. Add a solution of CuBr (1.08 g, 7.53 mmol) in 48percent HBr (2 mL) and heat the rapidly stirring reaction to 500C for 1 hour. Cool the reaction to room temperature, dilute with EtOAc and discard the aqueous layer. Wash the organic layer with water and brine, dry with MgSO4, filter through celite and concentrate to an orange residue. Purify the residue by silica gel chromatography eluting with hexanes to afford 164 mg (45percent) of the product as a yellow solid.

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Reference:
Patent; ELI LILLY AND COMPANY; WALLACE, Owen, Brendan; WO2007/127726; (2007); A2;,
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. 21397-08-0, name is 2-Chloro-3-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H5ClFN

a) Compound 6.2; To a solution of aniline 6.1 (500 mg, 3.43 mmol) in acetic acid (4 mL) was added KI (820 mg, 4.94 mmol), NaBO3.4H2O (710 mg, 4.61 mmol) and (NH4)2MoO4 (710 mg, 3.62 mmol). After 30 min the reaction was poured into a mixture of saturated aqueous NaHCO3 solution (5 mL) and aqueous 10% Na2S2O3 solution (1 mL). The aqueous layer was extracted with Et2O and the combined organic phase were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to give compound 6.2 (860 mg, 92% yield) as a beige solid.

The synthetic route of 21397-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/69261; (2006); 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

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

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

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

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. 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

5-bromo-7-chloro-1H-benzimidazole A solution of 5-bromo-3-chlorobenzene-1,2-diamine (2 g, 9.03 mmol) in formic acid (30 ml) was heated at reflux for 16 hours. The reaction progress was monitored by LCMS. Reaction mixture was concentrated under vacuum to yield brown oil. The mixture was extracted by EtOAc from a saturated aqueous solution of NaHCO3, dried over MgSO4 and evaporated under vacuum to yield 5-bromo-7-chloro-1H-benzo[d]imidazole as a pale yellow solid. Mass spectrum (EI, m/z): Calculated for C7H4BrClN2, 232.5 (M+H), found 233.0.

According to the analysis of related databases, 16429-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (184 pag.)US2019/47960; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics