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 93-50-5 as follows. COA of Formula: C7H8ClNO

Reference Example 40 4-Chloro-2-methoxy-5-nitroaniline To a suspension of 4-chloro-2-methoxyaniline (1.88 g) in concentrated sulfuric acid (18 mL) was added guanidine nitrate (1.46 g) under ice-cooling over 15 minutes, and the mixture was stirred at the same temperature for 15 minutes. The reaction mixture was poured into a saturated aqueous sodium carbonate solution cooled in ice, and the precipitated crystals were collected by filtration. The crystals were dissolved in ethyl acetate, and the solution was dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (1.94 g).

According to the analysis of related databases, 93-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, This compound has unique chemical properties. The synthetic route is as follows.

(i) Methyl 2,2,2-trichloroacetimidate (480 muL, 3.86 mmol) was added dropwise to a cooled solution of 4-chloro-benzene-1,2-diamine (500 mg, 3.51 mmol) in acetic acid (20 mL). At the end of the addition (10 min), the reaction mixture was kept at room temperature for 1 h. The reaction mixture was extracted with CH2Cl2, washed with water, dried with anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to provide 5-chloro-2-trichloromethyl-1H-benzimidazole (805 mg, 85%). LRMS (ESI) m/z 269 [M + H]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 2,2,2-trichloroacetimidate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Lei; Chen, Xiaojie; Liu, Jun; Zhu, Qingzhang; Leng, Ying; Luo, Xiaomin; Jiang, Hualiang; Liu, Hong; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 624 – 639;,
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. 13726-14-2, name is 4-Chloro-3-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H8ClNO

A mixture of 4-chloro-6-(tetrahydro-2H-pyran-4-ylthio)quinoline (1.4 g, 5.00 mmol), 4-chloro-3-(methyloxy)aniline (0.789 g, 5.00 mmol) and ethanol (16.68 ml) was treated with concentrated HCl (1 drop) and at 80 C for 3d. The reaction was cooled to rt, poured into diethylether (300 mL) and filtered to provide crude product (1g). The material was partitioned between ethyl acetate and sat. sodium bicarbonate. The aqueous layer was extracted with ethyl acetate (1x) and the combined organic extracts were washed with brine (1x), dried over magnesium sulfate, dry-loaded onto silica gel and purified via column chromatography (ISCO-Rf, 40g column, 0-10% methanol/DCM) to afford N-[4-chloro-3-(methyloxy)phenyl]-6-(tetrahydro-2H-pyran-4-ylthio)-4-quinolinamine (700 mg, 1.746 mmol, 34.9 % yield) as a brown oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.07 (s, 1 H), 8.48 (d, J=5.3 Hz, 1 H), 8.41 (d, J=1.8 Hz, 1 H), 7.85 (d, J=8.8 Hz, 1 H), 7.70 – 7.79 (m, 1 H), 7.43 (d, J=8.6 Hz, 1 H), 7.12 (d, J=2.3 Hz, 1 H), 7.06 (d, J=5.3 Hz, 1 H), 6.96 (dd, J=8.5, 2.4 Hz, 1 H), 3.81 – 3.90 (m, 5 H), 3.63 – 3.67 (m, 1 H), 3.40 (td, J=11.2, 2.4 Hz, 2 H), 1.84 – 1.94 (m, 2 H), 1.48 – 1.62 (m, 2 H). MS (m/z) 401(M+H)+.

According to the analysis of related databases, 13726-14-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; BURY, Michael, Jonathan; CASILLAS, Linda, N.; CHARNLEY, Adam, Kenneth; DEMARTINO, Michael, P.; DONG, Xiaoyang; HAILE, Pamela, A.; HARRIS, Philip, Anthony; LAKDAWALA SHAH, Ami; KING, Bryan, W.; MARQUIS, Robert, W., Jr.; MEHLMANN, John, F.; ROMANO, Joseph, J.; SEHON, Clark, A.; EIDAM, Patric; EP2566477; (2015); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 210532-25-5, 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 7 (R)-N-(1-Benzyl-6-bromo-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-3,5-difluorobenzenesulfonamide To a solution of 6C (0.068 mmol) in CH2Cl2(11 mL) under argon was added triethylamine (36 mg, 0.36 mmol), followed by 3,5-difluorobenzenesulfonyl chloride (24 mg, 0.113 mmol). After stirring at RT for 4 h, the reaction mixture was loaded directly onto silica gel and chromatographed by elution with 100% CH2Cl2. The title compound (32 mg) was obtained as a white solid. Stereochemical assignment was proven by x-ray crystal structure. HPLC/MS retention time=4.0 min (Phenomenex Luna 5 micron C18 4.6 mm*50 mm column eluted with a 0% to 100% B solvent gradient over 4 min; solvent A=90% H2O, 10% MeOH, 10 mM NH4OAc and solvent B=10% H2O, 90% MeOH, 10 mM NH4OAc; flow rate=4.0 mL/min; UV detection at 220 nm); m/z=507 and 509 [M+H]+, 505 and 507 [M-H]-.

The synthetic route of 3,5-Difluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sher, Philip M.; Sun, Chongqing; Sulsky, Richard B.; Wu, Gang; Ewing, William R.; US2005/9870; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6940-78-9, A common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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.

After dissolving 2-(trifluoromethyl)-10H-phenothiazine (2.0 g, 7.48 mmol) in N,N-dimethylformamide (2 mL), 60% sodium hydride (149.70 mg, 3.74 mmol) and 1-bromo-4-chlorobutane (1.16 mL, 10.10 mmol) were added at 0 C. The reactants were heated at 100 C. for 12 hours under reflux. After the reaction was completed, the reaction solution was extracted with ethyl acetate and the organic layer was dried with magnesium sulfate, filtered under reduced pressure and then concentrated under reduced pressure. The target compound (1.52 g) was obtained with a yield of 56.72% by separating the residue by chromatography (ethyl acetate/n-hexane=1/20). 1H NMR (400 MHz, CDCl3): delta 1.89-2.00 (4H, m, 2CH2), 3.40 (1H, t, J=6.02 Hz, CH), 3.54 (1H, t, 6.18 Hz, CH), 3.94 (2H, t, 6.02 Hz, CH2), 6.89 (1H, d, J=8.12 Hz, CH), 6.96 (1H, t, 7.44 Hz, CH) 7.03 (1H, s, CH), 7.13-7.17 (2H, m, 2CH), 7.21 (2H, t, 8.16 Hz, 2CH).

The synthetic route of 6940-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Korea Institute of Science and Technology; Roh, Eun Joo; Jeon, Bo Ra Mi; Lee, Chang Joon; Hong, Jin Pyo; Jeong, Joo Yeon; Kang, Sang Soo; (28 pag.)US10035795; (2018); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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 210532-25-5, SDS of cas: 210532-25-5

To a stirred solution of (2S)-3-(4-{2-[(lalpha,5alpha,6alpha)-(3-azabicyclo[3.L0]hex-6-yl)-tert- butoxy-carbonylamino]ethoxy}phenyl)-2-(4-tert-butylplienoxy)propionic acid ethyl ester (Intermediate 12; 0.6 g, 1.06 mmol) in dry dichloromethane (20 ml) was added a solution of 3,5-difluorobenzenesulfonyl chloride (0.225 g, 0.14 ml, 1.06 mmol) in dichloromethane (5 ml), and triethylamine (0.32 g, 0.45 ml, 3.18 mmol) at 0 0C. The reaction mixture was allowed to come at room temperature and stirred for 1.5 h. Reaction mixture was washed with water (2×20 ml), dried over anhydrous Na2SO4, filtered and concentrated under reduced . pressure to get a crude product, which was purified by column chromatography over silica gel (100-200 mesh) using 1.0-M.5% methanol-dichloromethane as an eluent to yield the title compound (0.609 g, 77%). MS: mlz 743 (M+l)1HNMR (CDCl3, 400MHz): delta 1.20-1.25 (m, 12H)5 1.44 (s, 9H), 1.84 (s, 2H), 3.15 (s, IH), 3.15-3.17 (m, 4H), 3.53-3.62 (m, 4H), 4.01 (t, J= 4.8 Hz, 2H), 4.16-4.22 (m, 2H), 4.67-4,70 (m, IH), 6.77 (d, J= 8.8 Hz, 4H), 6.99-7.03 (m, IH), 7.20-7.26 (m, 4H), 7.31-7.33. (m, 2H).

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, 3,5-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LUPIN LIMITED; WO2008/10238; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 6223-78-5, 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. 6223-78-5, name is 2,5-Dichloro-2,5-dimethylhexane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 1000 mL round-bottomed flask fitted with water condenser were added compound 1 (30.0 g, 165 mmol), toluene (35.1 mL, 330 mmol) and CH2Cl2 (150 mL). To this vigorously stirred solution was added aluminum chloride (1.92 g, 1.4 mmol) slowly in portionwise, which resulted in rapid evolution of gaseous hydrochloride acid. The reaction mixture was stirred at RT for 30min followed by additional aluminum chloride (400 mg). After the reaction mixture was stirred and heated to reflux for 15 min, it was cooled in an ice bath and quenched with 20% HCl aqueous solution (150mL). The mixture was extracted with hexanes; the combined organic layers were washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by column chromatography with hexanes to afford 2 as a white solid (28.3g, 85%), mp 34-35C (lit.2 34-36C). 1H NMR (CDCl3): delta 7.40 (d, J=8.0Hz, 1H), 7.31 (s, 1H), 7.14 (d, J=8.0Hz, 1H), 2.49 (s, 3H), 1.87 (s, 4H), 1.48(s, 6H), 1.47 (s, 6H).

The synthetic route of 2,5-Dichloro-2,5-dimethylhexane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Min; Davis, Toni; Gao, Mingzhang; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 24; 7; (2014); p. 1742 – 1747;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 33863-76-2,Some common heterocyclic compound, 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, molecular formula is C6H3BrClF, 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.

Preparation 1 [ 1-BROMO-3-CHLORO-5-METHOXYBENZENE] Sodium methoxide (4.5M solution in methanol, 2.20 [ML,] 10.0 [MMOL)] was added dropwise to a stirred solution of 1-fluoro-3-chloro-5-bromobenzene (1.00 g, 4.77 [MMOL)] in methanol (28 ml) at room temperature under a nitrogen atmosphere. The mixture was heated under reflux for 3 days and then cooled to room temperature. The mixture was evaporated under reduced pressure and the resulting yellow oil was dissolved in [DICHLOROMETHANE] (30 [ML).] The [DICHLOROMETHANE SOLUTION] was washed with water [(2X20] [ML)] dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue was purified by chromatography on silica gel eluting with cyclohexane to provide the title compound as a colourless oil (302 mg).[1 H-NMR (400MHZ, CDC13)] : 8 3.77 (s, 3H), 6.82 (s, [1H),] 6.94 (s, [1H),] 7.09 (s, 1H). Microanalysis : Found: C, 37.94 ; H, 2.75. [C7H6BRCIO] requires; C, 37.96 ; H, 2.73%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-fluorobenzene, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/31178; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 932-96-7, The chemical industry reduces the impact on the environment during synthesis 932-96-7, name is 4-Chloro-N-methylaniline, I believe this compound will play a more active role in future production and life.

(a) 5-((4-Chlorophenyl)(methyl)amino)picolinaldehvde; 4-Chloro-A/-methylaniline (1.6 mL, 12.9 mmol) in toluene (44 mL) was added to a mixture of Cs2C03 (4.9 g, 15.05 mmol), Pd(OAc)2 (0.121 g, 0.538 mmol), BINAP (0.502 g, 0.806 mmol) and 5-bromopicolinaldehyde (2.00 g, 10.75 mmol). The mixture was stirred at 85 C for 15 h and after cooling 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: 1.537 g (58%).

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, 4-Chloro-N-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins; ROeNN, Robert; KROG-JENSEN, Christian; WO2011/110824; (2011); 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. 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6ClF2NO

The compound 4-(chlorodifluoromethoxy)aniline (2.86 g, 14.6 mmol) was dissolved in 20 mL of DMF, and 5-bromo-6-chloronicotinic acid (3.45 g, 14.6 mmol), HATU (6.66 g, 17.52 mmol) and DIPEA (3.77 g, 29.2 mmol), stirred at room temperature for 2 hours. The reaction solution was poured into 100mL water and extracted three times with 20mL of ethyl acetate, the combined ethyl acetate and washed with saturated brine. Dry over anhydrous sodium sulfate and concentrate by filtration. Column chromatography (petroleum ether / ethyl acetate, 3/1) gave white solid powder 3.35 g. The yield was 60.3%.

The synthetic route of 39065-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (35 pag.)CN109651359; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics