Month: June 2021

Electric Literature of 6579-54-0, A common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, molecular formula is C6H3Cl3O2S, 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.

General procedure: Equimolar mixture of 6-(4-chloro-2-(trifluoromethyl)phenyl)-2-methylpyrimidin-4-yl)(piperazin-1-yl)methanone (9) (1 mmol) and substituted sulfonylchlorides (10a-j) (1 mmol) along with triethylamine (Et3N) (0.003 mmol) in ethylene dichloride (5 mL) was refluxed for 3 h. Reaction mixture was then cooled to room temperature, washed with water; organic layer was separated and dried using sodium sulfate, organic layer on further concentration yielded pale yellow solid (11a-j). Crude compound obtained was further purified by columnchromatography using petroleum ether: ethyl acetate (7:3) as eluent to get the pure {6-[4-chloro-2-(trifluoromethyl)phenyl]-2-methylpyrimidin-4-yl}[4-(substitutedsulfonyl)piperazine-1-yl]methanone (11a-j) in good yield.

The synthetic route of 6579-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mohan, Nadigar R.; Sreenivasa, Swamy; Manojkumar, Karikere E.; Rao, Tadimety M.C.; Thippeswamy, Boreddy S.; Suchetan, Parameshwar A.; Journal of the Brazilian Chemical Society; vol. 25; 6; (2014); p. 1012 – 1020;,
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

Example 16 2-(4-(8-Bromo-3-(3,5-difluorophenylsulfonyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile To a solution of 2-(4-(8-bromo-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile (Intermediate 1, 50 mg, 0.12 mmol) and triethylamine (24.4 mg, 0.24 mmol) in dichloromethane (6 ml) was added 3,5-difluorobenzene-1-sulfonyl chloride (38.26 mg, 0.18 mmol) at 0 C. The reaction was stirred at RT for 3 hours. The reaction mixture was poured into cold water and organic layer was separated. The aqueous layer was extracted with dichloromethane. The combined organic layer was washed with brine dried over sodium sulfate and evaporated to dryness. The crude product was purified by column chromatography (silica gel, 2% acetone in chloroform) to obtain the title compound. Yield: 25 mg (35%); 1H NMR (CDCl3, 300 MHz): delta 9.553 (s, 1H), 8.002-8.032 (d, 1H, J=9 Hz), 7.752-7.798 (m, 4H), 7.664-7.701 (dd, 1H, J=8.7, 2.1 Hz), 7.466-7.495 (d, 2H, J=8.7 Hz), 7.175 (m, 1H), 7.002-7.009 (d, 1H, J=2.1 Hz), 1.831 (s, 6H); MS: m/z 583 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Difluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; Kumar, Sanjay; Vishwakarma, Ram; Mundada, Ramswaroop; Deore, Vijaykumar; Kumar, Pramod; Sharma, Somesh; US2012/108627; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 13526-66-4, 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. 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

) 3-Bromo-6-{1 -methyl piperidin-4- loxy)imidazo[1 ,2-b]pyridTo a solution of 1-methylpiperidin-4-ol (375 mg, 3.2 mmol, 1.5 eq) in anhydrous THF (15 ml_) was added NaH (60% in mineral oil, 130 mg, 3.2 mmol, 1.5 eq) at 0C. The mixture was allowed to stir at RT for 30 min, then 3-bromo-6-chloro-imidazo[1 ,2-fa]pyridazine (500 mg, 2.14 mmol, 1.0 eq) was added and heated to 65C for 4 h. The mixture was allowed to cool, diluted with EtOAc (100 mL) and washed with water (50 mL). The organic layer was dried (Na2S04), concentrated under reduced pressure and purification by silica gel chromatography (5-10% MeOH/CHCI3) gave a pale yellow solid (100 mg, 15%); H NMR (400 MHz, DMSO-dB) delta ppm 8.04 (d, =10.0 Hz, 1 H), 7.74 (s, 1 H), 6.93 (d, J=9.6 Hz, 1 H), 5.04-5.00 (m, 1 H), 2.75-2.65 (m, 2H), 2.32-2.24 (m, 5H), 2.15-2.05 (m, 2H), 1.85-1.75 (m, 2H); m/z (APCIf: 311/313 [M+H]+.

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-Bromo-6-chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 14862-52-3,Some common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, molecular formula is C6H3Br2Cl, 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.

Monomer Synthesis Procedure M Step 1: BINAP (0.414 g, 0.667 mmol, 0.009 eq.), Pd2(dba)3(0.300 g,0.222 mmol, 0.003 eq.) DBU (9.7 g, 59.99 mmol, 0.81 eq.) and sodium tbutoxide (10.6 g, 111.1 mmol, 1.5 eq.) were added to a stirred solution of I ,3-dibromo-5-chlorobenzene (20 g, 74.1 mmol, 1.0 eq.), and N-methylpiperazine (6.7 g, 66.7 mmol, 0.9 eq.) in toluene (200 mL) under a nitrogen atmosphere. The reaction mixture was heated to 100 C for 48 h after which time it was allowed to cool to RT. The reaction mixture was then filtered and the filtrate was concentrated under reduced pressure. The resulting crude material was diluted with ethyl acetate (200 mL) then washedwith chilled water (100 mL) and brine (50 mL). The organic layer was dried over Na2504 and concentrated under reduced pressure to obtain crude product. This material was purified by flash chromatography over neutral alumina eluting with 25% ethyl acetate in petroleum ether to obtain pure 1- (3-bromo-5-chlorophenyl)-4-methylpiperazine (9.0 g; 42%).

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

Reference:
Patent; FROST BIOLOGIC, INC.; SIDDIQUI-JAIN, Adam; WO2015/127284; (2015); 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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 6579-54-0

2.6-Dichlorobenzenesulfonyl chloride (100 mg, 0.41 mmol) was dissolved in DCM (0.5 mL) and triethylamine (0.11 mL, 0.81 mmol) was added followed by 2- [2- (trifluoromethyl)phenyl]ethanamine (0.11 mL, 0.69 mmol). The reaction mixture was stirred for 2 hours at room temperature. DCM (10 mL) and brine (10 mL) were added to the mixture. The layers were separated and the organic phase was dried over magnesium sulfate, filtered and the solvent was evaporated. Purification by column chromatography on silica gel with petroleum ether/DCM (60:40 to 40:60) afforded the title compound as white solid (131 mg, 80 %). MS ESI+ m/z 398 [M+H]+.

The synthetic route of 6579-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLUCOX BIOTECH AB; WIKSTROeM, Per; WALUM, Erik; (126 pag.)WO2019/215291; (2019); 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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, A new synthetic method of this compound is introduced below., Recommanded Product: Sodium 4-chlorobenzenesulfinate

A 1-propanol (50 ml) solution of 4-chloromethylpyridine hydrochloride (1.26 g, 7.65 mmol), sodium 4-chlorobenzenesulfinate (1.52 g, 7.65 mmol) and potassium acetate (1.50 g, 15.3 mmol) was stirred under heating at 70C for 8 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The residue thus obtained was caused to pass through a short column (silica gel, ethyl acetate) and the eluate was concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography, and the fraction obtained from the hexane:ethyl acetate (=2:3) eluate was concentrated under reduced pressure to give the title compound (1.26 g, 62%) as a white solid. 1H-NMR(400MHz, CDCl3) delta: 4.29(2H,s), 7.06(2H,d,J=6.1Hz), 7.47(2H,d,J=8.8Hz), 7.59(2H,d,J=8.5Hz), 8.57(2H,d,J=6.1Hz). MS (m/z) : 268 (M++H).

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; DAIICHI PHARMACEUTICAL CO., LTD.; EP1640366; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, Recommanded Product: 2533-69-9

In an ice-water bath, compound 39 (307 mg, 1.75 mmol) was slowly added dropwise to a solution of compound 41 (500 mg, 1.46 mmol) in acetic acid (50 mL).After stirring at room temperature for 3 hours, it was concentrated under reduced pressure.The residue was washed with a saturated sodium bicarbonate solution,After extraction with ethyl acetate, it was purified through a silica gel column (PE / EA = 5/1 to 1/1) to obtain Intermediate 14 (600 mg) as a white solid.

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; Shanghai Meiyue Bio-technology Co., Ltd.; Hu Zhilong; Feng Yan; Wang Xiaolin; Li Shiqiang; Yu Shanghai; Ding Yawen; Dai Feihong; He Qian; Wang Chaodong; (44 pag.)CN110343089; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, 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. Safety of 2-Chloro-1,3-dimethylbenzene

General procedure: To a 50 mL Schlenk tube containing base (1.5 mmol) and precatalyst 4a (1 mol percent, 0.0083 g) purged with N2 (three times), amine (1.2 mmol) was added via syringe, and the resulted mixture was allowed to stir at room temperature for 2?3 min. Solvent (1 mL) was then injected via syringe followed by the aryl chloride (1.0 mmol). If the aryl chloride was a solid, it was introduced into the vial prior to purging with N2. At this time, the reaction was stirred for 24 h at 100 °C. After cooling to the room temperature, the reaction mixture was concentrated in vacuo and directly purified via silica gel flash chromatography. 2,6-Dimethyl-N-(o-tolyl)aniline (17) ;1H NMR (CDCl3, 400 MHz, 298 K): delta=7.28-7.22 (m, 4H), 7.15-7.05 (m, 1H), 6.88-6.80 (m, 1H), 6.33-6.25 (m, 1H), 5.04 (br s, 1H), 2.46 (s, 3H), 2.33 (s, 6H); 13C NMR (CDCl3, 100 MHz, 298 K): delta=114.05, 138.67, 135.46, 130.18, 128.48, 126.86, 125.48, 122.32, 118.03, 111.64, 18.16, 17.58.

The synthetic route of 2-Chloro-1,3-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Weiwei; Jiang, Jian; Xu, Yong; Zhou, Juefei; Tu, Tao; Tetrahedron; vol. 69; 2; (2013); p. 673 – 679;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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. SDS of cas: 29671-92-9

2-Amino-5-chloro-3,9-dihydro-4H-pyrimido[4,5-b]indol-4-one (8) 1 g methyl sulfone was heated to melting. 7 (106.22 mg, 1.37 mmol) was added and the resulting mixture was stirred and heated at 110-120 C. to dissolve completely. 5 (200 mg, 0.837 mmol) was added in one part to the reaction mixture. Stirring was continued for 30 minutes. About 10 mL water was added to quench the reaction. Ammonia water was added to neutralize the reaction mixture. Solid precipitated out. This solid was filtered. Obtained solid was dissolved in chloroform and methanol, dried (using Na2SO4) and recrystallized.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 29671-92-9, its application will become more common.

Reference:
Patent; Gangjee, Aleem; US2009/62318; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 932-96-7, 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. 932-96-7, name is 4-Chloro-N-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Chloro-N-methylaniline (1.6 mL, 12.9 mmol) in toluene (44 mL) was added to a mixture of Cs2CO3 (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; Nilsson, Peter; Pelcman, Benjamin; Katkevics, Martins; Ronn, Robert; Krog-Jensen, Christian; US2013/35358; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics