Month: August 2021

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. 16799-05-6, name is 3-Chlorophenethyl Bromide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Chlorophenethyl Bromide

The starting material can be manufactured, for example, as follows: 50 ml of ethanol, 50 g of potassium hydroxide and 8.8 ml of water are added to 39.8 g of 1-ethoxycarbonyl-4-[2-(3-chlorophenyl)-ethyl]-piperazine, obtainable by reacting 17.7 g of 1-ethoxycarbonylpiperazine and 24.6 g of 2-(3-chlorophenyl)-ethyl bromide while heating at 120-125 under nitrogen, and the whole is heated under reflux for 3 hours. The whole is then allowed to cool, is diluted with 300 ml of water and 300 ml of toluene and shaken thoroughly, and then the organic phase is separated off, washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated to dryness by evaporation under reduced pressure. 1-[2-(3-chlorophenyl)-ethyl]piperazine is obtained and can be purified via the hydrochloride (m.p. 260) from which it can then be freed again by treatment with sodium hydroxide solution, separation with diethyl ether and evaporation of the latter.

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 16799-05-6.

Reference:
Patent; Ciba-Geigy Corporation; US4804661; (1989); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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. category: chlorides-buliding-blocks

General procedure: To a solution of 2,4-dichlorofuro[3,2-d]pyrimidine (la) (0.71 g, 3.74 mmol; CAS 956034- 07-4) in 2-Propanol (20 mL) was added DIPEA (1.63 mL, 9.36 mmol), 1-methyl-1H-imidazol-4-amine hydrochloride (0.5 g, 3.74 mmol) and heated at reflux for 24 h. The reaction mixture was concentrated in vacuum to dryness and the residue obtained was triturated with water. The solid obtained was collected by filtration and dried in vacuum to afford 2-chloro-N-(l-methyl-lH-imidazol-4-yl)furo[3,2-d]pyrimidin-4-amine (lb) (550 mg,59 % yield) as brown solid; NMR (300 MHz, DMSO-^) delta 10.89 (s, 1H, D20exchangeable), 8.35 (d, J = 2.1 Hz, 1H), 7.52 (d, J = 1.6 Hz, 1H), 7.39 (d, J = 1.3 Hz, 1H), 7.03 (d, J = 2.1 Hz, 1H), 3.71 (s, 3H); MS (ES+): 250.3 (M+l), 272.3, 274.3 (M+Na), (ES-): 248.2 (M-l).

The synthetic route of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 26487-67-2, 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 26487-67-2 as follows.

1-(2-Chloroethyl)azepane hydrochloride (514 mg, 2.59 mmol), 50percent NaOH (10.4 mL,12.97 mmol), and a catalytic amount of benzyltriethylammonium chloride were added to a solution of (2-phenylimidazo[2, 1 -b][1 ,3,4]thiadiazol-6-yl)methanol (120 mg, 0.52 mmol) in toluene (3 mL) under argon atmosphere. The resulting mixture was refluxed for 6 h. The reaction mixture was diluted with water and extracted withEtOAc. The organic extracts were dried with Na2504 and evaporated to dryness. The crude product was purified by silica gel column chromatography (EtOAc:MeOH mixtures of increasing polarity as eluent) to afford the desired product (393 mg, 67percent). The product was converted into the corresponding maleate salt by adding maleic acid (27 mg, 0.23 mmol) in acetone (0.25 mL), followed by filtration of the resulting solid and drying under vacuum.1H-NMR (DMSO-d6, 300 MHz) & 9.24 (s, 1H), 8.27 (s, 1H), 7.94 (m, 2H), 7.62 (m,3H), 6.00 (s, 2H), 4.55 (s, 2H), 3.78 (t, J= 5.1 Hz, 2H), 3.31 (m, 6H), 1.76 (m, 4H),1.59(m, 4H)ppm.ESI(+)-HRMS: 357.1746 [M+H].

According to the analysis of related databases, 26487-67-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; ALCALDE-PAIS, Maria de las Ermitas; DIAZ-FERNANDEZ, Jose-Luis; MESQUIDA-ESTEVEZ, Maria, de les Neus; PALOMA-ROMEU, Laura; WO2014/6130; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 39191-07-6, 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. 39191-07-6 name is 1-(3-Chlorophenyl)-N-methylmethanamine, 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.

Diisopropylethylamine (0.07 mL, 0.40 mmol) was added to a mixture of 4-chloro-3-[(7-oxo-2-piperidin-1-yl-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carbonyl)-amino]-benzoic acid (0.05 g, 0.11 mmol) (from Example 61 supra) and HATU (0.076 g, 0.20 mmol) in DMF (2.0 mL). The resulting mixture was stirred at room temperature for 30 minutes. 3-Chloro-N-methylbenzylamine (Aldrich) (0.06 mL, 0.40 mmol) was added. The mixture was stirred for 18 hours and then partitioned between ethyl acetate and water. The precipitate was collected by filtration and washed with methanol and dried in vacuum oven to give 7-oxo-2-piperidin-1-yl-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid {2-chloro-5-[(3-chloro-benzyl)-methyl-carbamoyl]-phenyl}-amide. (Yield 0.040 g, 62.5%).HR-MS (ES+) m/z Calculated for C28H27Cl2N6O3 ([M+H]+): 587.1335. Found: 587.1340.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(3-Chlorophenyl)-N-methylmethanamine, and friends who are interested can also refer to it.

Reference:
Patent; Anderson, Kevin; Chen, Yi; Chen, Zhi; Luk, Kin-Chun; Rossman, Pamela Loreen; Sun, Hongmao; Wovkulich, Peter Michael; US2012/184542; (2012); 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

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

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

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

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 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