Category: chlorides-buliding-blocks

Electric Literature of 932-96-7, 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 932-96-7 as follows.

(a) 4-r(4-Chlorophenyl)(methyl)aminolbenzaldehvde; Toluene (100 mL) and 4-chloro-Lambda/-methylaniline (4.58 mL, 37.8 mmol) were added to a mixture of Cs2CO3 (17.26 g, 53 mmol), Pd(OAc)2 (0.42 g, 1.9 mmol), BINAP (1.77 g, 2.8 mmol) and 4-bromobenzaldehyde (7 g, 37.8 mmol). The mixture was stirred at 85 0C for 20 h and filtered through Celite. The solids were washed with EtOAc. The combined filtrates were concentrated and the residue purified by chromatography to give the sub-title compound. Yield: 7.7 g (82%).

According to the analysis of related databases, 932-96-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins; WO2010/103279; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 72934-36-2, These common heterocyclic compound, 72934-36-2, name is 1-(4-Chlorophenyl)cyclopropanamine, 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 slurry of tert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate (3.6 g) and 1-(4-chlorophenyl)cyclopropanamine (1.49 g) in THF (50 mL) was stirred for 5 hours at 80 C. The precipitate was filtrated through a plug washing with THF to give acrude product that was purified by Biotage eluting with 4/1-hexane/ethyl acetate to give 1.8 g of tert-butyl 4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate as a solid.

Statistics shows that 1-(4-Chlorophenyl)cyclopropanamine is playing an increasingly important role. we look forward to future research findings about 72934-36-2.

Reference:
Patent; Bristol-Myers Squibb Company; Wang, Tao; Scola, Paul Michael; Zhang, Zhongxing; Yin, Zhiwei; Zhao, Qian; US2013/203758; (2013); 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. 19393-92-1, name is 2-Bromo-1,3-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Bromo-1,3-dichlorobenzene

Intermediate 152 2′,6′-Dichloro-2,3-dimethoxybiphenyl: To a solution of 2,6-dichlorobromobenzene (5.0 g, 22 mmol) and sodium hydroxide (4.4 g, 0.11 mol) in DME-water (2:1, 180 mL) was added 2,3-dimethoxybenzene boronic acid (8.0 g, 44 mmol) at 90° C., followed by tetrakis(triphenyl-phosphine)palladium (0) (0.77 g, 0.66 mmol). The reaction mixture was heated at 90° C. overnight and cooled to room temperature. The mixture was extracted with methylene chloride and washed with water. The organic solvent was removed under vacuum. Chromatography with 5percent ethyl acetate in hexanes afforded 4.57 g (72percent) of the title compound as a white solid, mp: 49-50° C. MS EI m/e 282 M+.

The synthetic route of 19393-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/241172; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, molecular formula is C8H11Cl2NO, 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. HPLC of Formula: C8H11Cl2NO

A solution of 3-chloro-4-methoxybenzylamine hydrochloride (0.59 g, 2.8 mmol)And triethylamine (0.29 g, 2.8 mmol) were added dropwise to the above-mentioned spare solution, and the reaction was carried out for 2 hours. After addition, L-proline alcohol (0.43 g, 4.3 mmol) was added to the reaction solution, The reaction was carried out at room temperature for 4 hours.The reaction solution was poured into ice water, quenched and extracted twice with methylene chloride. The organic phase was combined and washed twice with water, dried over anhydrous sodium sulfate,The resulting crude column was concentrated to give 0.8 g of a white solid, i.e., avanafil, in 32% yield

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41965-95-1, its application will become more common.

Reference:
Patent; SUZHOU WANGSHAN WANGSHUI BIOMEDICAL CO LTD; TOPHARMAN SHANGHAI CO LTD; SHANDONG TOPHARMAN PHARMACEUTICAL CO LTD; TIAN, GUANGHUI; LI, JUNQI; (17 pag.)CN104650045; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 96558-78-0,Some common heterocyclic compound, 96558-78-0, name is 3-Bromo-5-chlorophenylamine, molecular formula is C6H5BrClN, 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 3-bromo-5-chloro-aniline (10 g, 48.4 mmol, 1 eq) and tert- butoxycarbonyl tert-butyl carbonate (12.7 g, 58.1 mmol, 13.4 mL, 1.2 eq) in 100 mL of THF was added K2CO3 (20.1 g, 145.3 mmol, 3 eq). The mixture was stirred at 40C for 12 hrs. The reaction mixture was concentrated under reduced pressure to remove THF. The residue was purified by column chromatography (S1O2, eluting with a gradient of petroleum ether/ethyl acetate=l/0 to 0/1) to give 6.1 g of compound 1 (19.90 mmol, 41.1% yield) as a white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-chlorophenylamine, its application will become more common.

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); 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 102-49-8 as follows. category: chlorides-buliding-blocks

General procedure: EDC hydrochloride (1.2 mmol) and HOBt (1.0 mmol) were added at 0 °C to each parallel vial containing a solution of the appropriate acid 44-53 (1 mmol) in dichloromethane, and either cyclohexylamine or 2,3-dichlorobenzylamine (1.5 mmol) was added at the same temperature. After warming up to room temperature, the vials were placed in the Buechi Syncore reactor. Stirring was maintained at 300 rpm overnight and then morpholinomethylpolystyrene (3 equiv/mol) was added. The solutions were kept at room temperature for 1 h, then polymer bound p-toluenesulfonic acid (3 equiv/mol) was added to each vial, and the reaction mixtures were stirred at room temperature for an additional 24 h. The mixtures were filtered and the solutions were evaporated to dryness to give carboxamides 6-25. Solid products were purified by crystallization from ethanol or aqueous ethanol. Oil products were purified by silica gel column chromatography column (dichloromethane as eluent).

According to the analysis of related databases, 102-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Piscitelli, Francesco; Ligresti, Alessia; La Regina, Giuseppe; Gatti, Valerio; Brizzi, Antonella; Pasquini, Serena; Allar, Marco; Carai, Mauro Antonio Maria; Novellino, Ettore; Colombo, Giancarlo; Di Marzo, Vincenzo; Corelli, Federico; Silvestri, Romano; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5641 – 5653;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 831-81-2, These common heterocyclic compound, 831-81-2, name is 4-Chlorodiphenylmethane, 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 the reactor was added 0.2 mmol of 1-benzyl-4-chlorobenzene,0.02 mmol manganese acetate dihydrate, 0.24 mmol DDQ, 0.15 mL acetonitrile, 0.15 mL TFA,0.35 mL DCE mix,Heated to 70 C under nitrogen, stirred for 12 h,Stop the reaction, cool to room temperature, add potassium carbonate to neutral,Extracted with ethyl acetate, dried, and the solvent was removed by distillation under reduced pressure.The crude product was isolated by column chromatography to give the desired product in 93% yield.

Statistics shows that 4-Chlorodiphenylmethane is playing an increasingly important role. we look forward to future research findings about 831-81-2.

Reference:
Patent; Hunan University; Dong, Jian-yu; Zhang, Ya-xing; Zhou, Yongbo; Yin, Shuang-Feng; (9 pag.)CN106565517; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

623-12-1, name is 1-Chloro-4-methoxybenzene, 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. COA of Formula: C7H7ClO

A 10 mL Schlenk reaction tube was charged with 2 mol% (8.7 mg) of a trinuclear aza-carbene palladium compound I catalyst,Methoxychlorobenzene (0.20 mmol, 28.5 mg),1-naphthylboronic acid (0.30 mmol, 51.6 mg),Potassium tert-butoxide (0.40 mmol, 44.9 mg),Then add 2mL water as solvent,80 reaction 12h.Stop the reaction,extraction,Dry and concentrate,Thin layer chromatography,Dichloromethane / petroleum ether = 1/1 gave 36.5 mg of product,Separation yield 78%.

The synthetic route of 623-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shangqiu Normal University; Wang Tao; Xu Kai; Liu Lantao; Zhao Wenxian; Liu Shuang; Li Feng; Meng Tuanjie; Xie Huanping; (12 pag.)CN105131044; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1127-85-1, 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. 1127-85-1 name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, 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.

General procedure: A suspension of dichlorinated pyrimidinic fused ring obtained from general method B (1 mmol), corresponding aniline (1 .1 mmol) and diisopropylethylamine (5 mmol) in 2-propanol (2 ml) was stirred in a CEM microwave apparatus at 100-1 60 C (depending of corresponding aniline) until reaction completion or no crude evolution was observed. Then reaction crude was concentrated to dryness at low pressure, solved in dichloromethane (20 ml), extracted with NaHC03 saturated solution (20 ml), dried over Na2S04 and concentrated to dryness at low pressure. Final normal phase purification yielded titled compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, and friends who are interested can also refer to it.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; ALMA MATER STUDIORUM – UNIVERSITA’ DI BOLOGNA; UNIVERSITA’ DEGLI STUDI DI PADOVA; DE VIVO, Marco; ORTEGA MARTINEZ, Jose Antonio; ARENCIBIA JIMENEZ, Jose Manuel; MINARINI, Anna; SISSI, Claudia; (86 pag.)WO2018/114700; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 59681-66-2, 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. 59681-66-2 name is 4-Chloro-N1-methylbenzene-1,2-diamine, 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 the title compound in Example 5, Step B (0.3 mmol, 47 mg) in CH2Cl2 (0.5 mL) was added 4-trifluoromethoxyphenyl isothiocyanate (0.3 mmol, 49 muL). After 1 h MeI (0.5 mmol, 53 1L) was added. The reaction mixture was heated at 40 C for 1 h, then allowed to stand at ambient temperature for 16 h. The reaction mixture was partitioned between CH2C12 and saturated NaHCO3. The organic phase was dried with Na2S04 and concentrated in vacuo to afford a white solid. The product was isolated by flash chromatography on silica eluting with 25% EtOAc in hexanes. LC-MS (ESI, Method B): 1.67 min, m/z 342.1 (M + 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-N1-methylbenzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2005/65680; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics