Category: chlorides-buliding-blocks

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

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

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

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

Related Products of 4261-67-0, 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 4261-67-0 as follows.

EXAMPLE 10 A mixture of 1-chloro-3-(dimethylamino)-2-methylpropane hydrochloride (200 g), thiourea (97.3 g) and ethanol (950 ml) was stirred and heated under reflux for 72 hours. The solution was allowed to cool and the solvent was removed in vacuo. The residue was dissolved in a small volume of ethanol and ether was added until the first permanent opalescence was observed. The mixture was stored at 4° C. for 16 hours. The solvent was removed in yacuo to afford a waxy/oily solid which was dried in vacuo over calcium chloride for 48 hours, then triturated with propan-2-ol. The resulting solid was collected by filtration, washed with propan-2-ol, and dried in vacuo to give S-[3-(dimethylamino)-2-methylpropyl]isothiourea dihydrochloride as a pale brown solid (90 g).

According to the analysis of related databases, 4261-67-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Knoll Aktiengesellschaft; US5652271; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60811-17-8, name is 5-Bromo-2-chloroaniline, 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 60811-17-8, Quality Control of 5-Bromo-2-chloroaniline

Step 1: N-(5-Bromo-2-chloro-phenyl)-benzenesulfonamide; To a stirring solution of 5-Bromo-2-chloroaniline (100 mg, 0.48 mmol) in DCM (5 ml) is added benzenesulfonyl chloride (280 mg, 202 ul, 1.58 mmol) and pyridine (195 ul, 2.42 mmol). The reaction mixture is stirred at room temperature for 18 hours. EtOAc (20 ml) is added and the reaction mixture is washed with 0.1m HCl (20 ml), the phases are separated and the organic portion is washed with water (3x), dried over MgStheta4, concentrated in vacuo and dried in a vacuum oven to afford the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-chloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; WO2009/13348; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 450-89-5, 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. 450-89-5 name is 2-Chloro-5-fluoroanisole, 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.

To a solution of 1-chloro-4-fluoro-2-methoxy-benzene (12.9 g, 80 mmol) in 1,2- dichloroethane (80 mL) at room temperature, CHLOROACETYL chloride (7.7 mL, 96 MMOL) and aluminium trichloride (21.4 g, 0.16 MMOL) were added. The solution was heated to 70C and stirred at this temperature for 3h under nitrogen. After cooling to room temperature, the reaction mixture was carefully poured onto crushed ice and extracted with DCM (2 x 150 mL). Washing of the organic layers with brine (200 mL) followed by drying (NA2SO4) and removal of the solvent in vacuo afforded a crude which was purified by flash chromatography eluting with 20% cyclohexane in ethyl acetate. The oil collected (8 g) was a mixture containing the title compound together with 2-CHLORO-4-(2-CHLORO-ACETYL)-5-FLUORO-PHENYL CHLOROACETATE. The mixture (7.8 g) was dissolved in methanol (100 mL) and a 2M aqueous solution of sodium carbonate (45 mL) was added. The solution was stirred at room temperature for 1H then the organic solvent was removed under vacuum and the remaining solution was acidified with a 5% aqueous solution of HCI, extracted with DCM (120 mL), washed with brine (80 mL) and dried (NA2SO4). Removal of the solvent in vacuo afforded the title compound (D37) as a brown solid (6.8 g, 38%). MS; (EI) M/Z : 222 [M] +. C8H5CI2FO2 requires 222. ‘H-NMR (500 MHz, DMSO-D6) 8 : 11.8 (bs, 1H), 7.87 (d, 1H), 6.83 (d, 1H), 4.94 (d, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-fluoroanisole, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/46124; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, 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. Safety of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (200 mg, 0.82 mmol) was combined with triethylborane (1M in THF, 2 mL, 2 mmol), K2C03 (283 mg, 2.05 mmol) and Pd(PPh3)4 (92 mg, 0.08 mmol ) in DMF (3 mL). The reaction vessel was degassed and then charged with nitrogen three times. The mixture was stirred at 100 C for 5 h. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0- 35% EtOAc in petroleum ether to yield 6-chloro-8-ethyl-2-methylimidazo[l,2-b]pyridazine (80 mg, 50%). MS m/z 196.0, 198.0 [M+H]+.

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29242-84-0, 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. 29242-84-0, name is 2-Chloro-4-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 4 N2-(2-chloro-4-methoxyphenyl)-N4,N4-dipropyl-5,7-dihydrofura[3,4-d]pyrimidine-2,4-diamine: [Show Image] A mixture of the compound prepared in Example 3 (300 mg) and 2-chloro-4-methoxyaniline (554 mg) was reacted for 60 minutes by microwave (90 watt, 120C). The reaction mixture was cooled to room temperature, and poured into a mixed solution of ethyl acetate / a saturated aqueous solution sodium bicarbonate and then the mixture was extracted by ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (toluene : ethyl acetate = 20 :1 ? hexane : ethyl acetate = 8 : 1 ? 6 : 1) to give the title compound (385 mg) as a pale yellow powder having the following physical data. TLC: Rf 0.29 (hexane : ethyl acetate = 4 : 1); 1H-NMR (300MHz, CDCl3): delta 0.93, 1.59, 3.30, 3.79, 4.82, 5.18, 6.81, 6.94, 7.03, 8.28.

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, 2-Chloro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1666468; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, 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 69411-05-8, Quality Control of 3-Chloro-5-trifluoromethylaniline

To a stirred mixture of Preparation 65A (2.51 g, 12.9 mmoL) in EtOH (130 mL) was added acetic anhydride (15.0 mL, 159 mmoL). The mixture was stirred at room temperature for 17 h. The mixture was then poured into a mixture of 40 mL of ice, 10 mL of saturated NaHCCh solution and 60 mL of EtOAc. The aqueous layer was separated and extracted with EtOAc (1 x 60 mL). The combined EtOAc layers were washed with brine (Ix 20 mL), dried (MgSO4), filtered and concentrated in vacuo to give 2.88 g of Preparation 65B in 94% yield. [00497] HPLC: 2.84 min (RT)(Chromolith SpeedROD column 4.6 x 50 mm, 10- 90% aqueous MeOH over 4 minutes containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm). MS (ES): m/z=238 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta ppm 10.4 (s, IH, NH) 7.96 (s, IH) 7.91 (s,l H) 7.50 (s, IH), 2.09 (s, 3H).

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; WO2009/3077; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics