Category: chlorides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, HPLC of Formula: C15H14BrClO

Step 6: (3R, 4S, 5R, 6R) -3, 4, 5-tris (benzyloxy) -6- ( ( (tert-butyldimethylsilyl) oxy) methyl) -2- (4-chloro-3- (4-ethoxybenzyl) phenyl) tetrahydro-2H-pyran-2-ol (5f) To a solution of 4-bromo-1-chloro-2- (4-ethoxybenzyl) benzene (619 mg, 1.91 mmol) in anhydrous PhMe /THF (2:1, 12 mL) was added n-BuLi (2.4M in hexane, 0.8 mL, 1.91 mmol) dropwised at -78under nitrogen. The mixture was stirred at -78for 1 h. A mixture of compound 5e (978 mg, 1.74 mmol) in anhydrous PhMe /THF (2:1, 12 mL) was added dropwise and stirred -78for another 1 h. Then the mixture was increased from -78to -25 , and to the mixture was dropwisely added saturated NH4Cl solution (20mL) and extracted with DCM (3×15 mL) . The organic extracts were dried over MgSO4, and concentrated to produce a residue, which was purified by chromatography (200300 mesh silica gel, eluted with EtOAc/PE 1:3-1:1) to give compound 5f as a pale oil (mainly beta-epimer, 760 mg, 54) LC-MS (ESI) : 826.34 [M+NH4]+.

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-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; HUANG, Shaoqiang; ZHANG, Zhaolan; SU, Yaning; REN, Yan; (73 pag.)WO2016/41470; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1435-44-5,Some common heterocyclic compound, 1435-44-5, name is 1-Chloro-2,4-difluorobenzene, molecular formula is C6H3ClF2, 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.

EXAMPLE 81 3-(2,4-Difluorophenylamino)-8-nitro-6H-dibenzo[b,e]oxepin-11-one (7) In accordance with general method Z, 0.50 g (1.85 mmol) of (6), 0.28 g (1.89 mmol) of 1-chloro-2,4-difluorobenzene, 2 spatula tips of Pd(OAc)2, 0.09 g of 2-(dicyclohexylphosphino)-2′,4′,6′-triisopropylbiphenyl (phosphine ligand), 0.50 g of KOt-Bu, 1.5 ml of t-BuOH are weighed out and dissolved in 10 ml of toluene (anhydrous). The mixture is refluxed at 100 C. under an argon atmosphere for 4 h. The crude product is purified by chromatography over silica gel with MC/EtOH (98/2). Yield: 0.05 g (7.0%); melting point: 210-214 C. C20H12F2N2O4 (Mr=382.33); LC 8.97 min 1H-NMR (DMSO-d6) delta in ppm: 8.84 (s, 1H, aryl H), 8.48 (d, 1H, J=2.01 Hz, aryl H), 8.30 (m, 1H, aryl H), 8.01 (dd, 2H, J1=2.70 Hz, J2=3.25 Hz, aryl H), 7.47-7.33 (m, 2H, aryl H), 7.15-7.04 (m, 2H, aryl H), 6.63 (d, 1H, J=10.0 Hz, aryl H), 6.24 (s, 1H, aryl H), 5.34 (s, 2H, -CH2-O) 13C-NMR (DMSO-d6) in ppm: 186.11 (C11), 163.30 (C4a), not detected (C4′, C2′), 152.89 (C8), 149.52 (C3), 145.34 (C6a), 137.76 (C10a), 133.85 (C1), 131.01 (C10), 127.38 (C1′, J=9.85 Hz), 124.23 (C6′, J=14.23 Hz), 116.52 (C7), 112.57 (C5′, J=3.52 Hz), 110.35 (C2), 105.45 (C3′, J=24.29 Hz), 101.93 (C4), 72.03 (C6) IR (ATR) (cm-1): 2849, 1643, 1608, 1531, 1297, 1249, 1150, 740 MS (ESI) 381.1 [M-H]-. General Method ZThe stated amounts of 3-amino-8-nitro-6H-dibenzo[b,e]oxepin-11-one, phosphine ligand, KOt-Bu, tert-butanol, haloaromatic, Pd(OAc)2 are weighed into a dry 100 ml three-necked flask with a reflux condenser, bubble counter and thermometer. The mixture is suspended in toluene (anhydrous) under an argon atmosphere and the suspension is heated to 110 C. and refluxed for 2 h. Hydrolysis with ice-water and repeated extraction with EtOAc are carried out. The combined organic phases are filtered and then concentrated in vacuo. The residue is purified by chromatography.

The synthetic route of 1435-44-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Laufer, Stefan; Albrecht, Wolfgang; US2012/115862; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, 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. Formula: C6H3Cl3O2S

C. 3-(2,6-dichlorophenylsulfonylamino)-4-(2-pyridyl)-5-(3-(4-fluorophenoxy)benzylthio)-(1H)-pyrazole 3-Amino-4-(2-pyridyl)-5-(3-(4-fluorophenoxy)benzylthio)-(1H)-pyrazole (0.39 g, 0.99 mmol) was dissolved in 5 ml of pyridine. Commercial 2,6-dichlorobenzenesulfonyl chloride (0.26 g, 1.04 mmol) was added and the red solution was stirred overnight at room temperature. The reaction mixture was poured into 50 ml of water and was extracted twice with 100 ml portions of ethyl acetate. The organic layers were washed with water and brine, combined, dried over MgSO4and concentrated. The crude product was slurried in cold ethyl acetate and the solid was filtered off and washed with small portions of cold ethyl acetate and cold diethyl ether and dried under vacuum to afford 0.32 g (53% yield) of the final compound. FD-MS: (M+)600 mp. 164-5C

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

Reference:
Patent; ELI LILLY AND COMPANY; EP846687; (1998); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

13.9 g (59.8 mmol) 3-bromo-6-chloro-imidazo[1 ,2-b]pyridazine were suspended in 508 mL 1 ,4-dioxane. 10.1 g (62.8 mmol) 2-benzofuranylboronic acid, 2.76 g (2.29 mmol) tetrakis(tn’phenylphosphino)palladium-(0) and 90 mL (180 mmol) of a 2M aqueous sodium carbonate solution were added. The obtained mixture was heated to 100C for 24 h. 400 mL of a saturated aqueous ammonium chloride solution were added. The obtained mixture was extracted with ethyl acetate. The combined organic layers were washed with brine and dried over magnesium sulfate. After evaporation of the solvent, the obtained solid material was digested in 40 mL of a mixture of dichloromethane and methanol (8:2), filtered off and dried in vacuo to yield 5.42 g (44%) of the title compound as solid material. 1H-NMR (300 MHz, DMSO-d6): delta [ppm]= 7.23 – 7.40 (2H), 7.51 (1 H), 7.59 – 7.67 (2H), 7.77 (1 H), 8.33 – 8.40 (2H). LCMS (Method 1 ): Rt = 1.35 min; MS (ESIpos) m/z = 270 [M+H]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13526-66-4, its application will become more common.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHULZE, Volker; SUeLZLE, Detlev; LIENAU, Philip; HAeGEBARTH, Andrea; PETERSEN, Kirstin; BOeMER, Ulf; WO2013/144189; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2687-12-9, 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. 2687-12-9, name is Cinnamyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A representative procedure of skeleton 4 is as follows: K2CO3 (400 mg, 2.9 mmol) was added to a solution of 3 (1.0 mmol) in acetone (10 mL) at rt. The reaction mixture was stirred at rt for 10 min. Cinnamyl chloride (1.05 mmol) was added to the reaction mixture at rt. The reaction mixture was stirred at reflux for 8 h. The reaction mixture was cooled to rt, concentrated, and extracted with CH2Cl2 (3×20 mL). The combined organic layers were washed with brine, dried, filtered, and evaporated to afford crude product under reduced pressure. Purification on silica gel (hexanes/EtOAc=6:1 to 1:1) afforded 4.

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, Cinnamyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chang, Meng-Yang; Lu, Yi-Ju; Cheng, Yu-Chieh; Tetrahedron; vol. 71; 8; (2015); p. 1192 – 1201;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7464-11-1, name is 5,7-Dichloro-2-methylthiazolo[5,4-d]pyrimidine, molecular formula is C6H3Cl2N3S, 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. Recommanded Product: 7464-11-1

To a solution of 5,7-dichloro-2-methyl-thiazolo[5,4-c(]pyrimidine (4.1 g, 18.72 mmol) in MeOH (100 mL) was added morpholine (3.26 mL, 37.44 mmol) at 0 C and the mixture stirred at 0 C for 30 minutes. The resultant precipitate was collected by filtration and dried in vacuo at 40 0C to give the title compound as a cream solid (4.42 g, 89 %). 1H NMR (300 MHz, CDCl3): delta 2.74 (s, 3 H), 3.80-3.86 (m, 4 H) and 4.35 (m, 4 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7464-11-1, its application will become more common.

Reference:
Patent; F.HOFFMANN-LA ROCHE AG; WO2008/152390; (2008); 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. 104-52-9, name is 3-Phenylpropyl Chloride, A new synthetic method of this compound is introduced below., Safety of 3-Phenylpropyl Chloride

General procedure: Compounds D1-D22 were prepared following the previouslyreported method [37]. To a solution of 3-amino-5-mercapto-1,2,4-triazole (1.0 g, 8.61 mmol) in acetone (30 mL) were added sodiumcarbonate (1.37 g, 12.92 mmol), sodium iodide (129.06 mg,0.861 mmol) and alkyl halide (9.47 mmol). The reaction mixturewas stirred at 60 C for 3e6 h before cooling to room temperature.Na2CO3 and NaI were removed via filtration. The residue was concentrated under vacuum and then dissolved in EtOAc. Theorganic layer was washed with water (2 x 10 mL) and brine(2 x 20 mL) and then dried over anhydrous MgSO4. After removal ofthe solvent, the resulting residue was subjected to column chromatography,giving the corresponding products D1-D22.

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:
Article; Wang, Shuai; Li, Zhong-Rui; Suo, Feng-Zhi; Yuan, Xiao-Han; Yu, Bin; Liu, Hong-Min; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 388 – 401;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, molecular formula is C8H9ClO2, 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. COA of Formula: C8H9ClO2

General procedure: A THF solution of methyl magnesium bromide (1.59 mL, 0.94 M, 1.5 mmol) was added to a mixtureof FeF3 (5.7 mg, 0.050 mmol) and1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride (64.4 mg, 0.15 mmol) in2.0 mL of THF at 0 C. The substrate aryl chloride, 1-chloro-4-methoxybenzene (143 mg, 1.0 mmol), and undecane werethen added at room temperature. The mixture was stirred at 80 C for 24 h.After cooling to room temperature, an aliquot of the reaction mixture was filtered through a Florisil pad. The product yield was determined by GC analysis (92% yield) using undecane as an internal standard. To avoid loss ofproducts, isolation was performed in the large-scale experiment using 5.6 mmolof the starting aryl chloride. After the reaction was performed at 80 C for 84 h, saturated aqueous sodium potassium tartrate and aqueous HCl (1 N) wereadded. The aqueous layer was extracted with ether four times. The organic layerwas combined, washed with brine, dried over Na2SO4, andfiltered through a Florisil pad. After removal of the solvent, the crudeproduct was purified by silica gel column chromatography using pentane as theeluent (Rf = 0.06) and subsequent GPC to obtain the title compound (78.7 mg, 11%) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7051-16-3, its application will become more common.

Reference:
Article; Agata, Ryosuke; Takaya, Hikaru; Matsuda, Hiroshi; Nakatani, Naoki; Takeuchi, Katsuhiko; Iwamoto, Takahiro; Hatakeyama, Takuji; Nakamura, Masaharu; Bulletin of the Chemical Society of Japan; vol. 92; 2; (2019); p. 381 – 390;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7149-75-9, The chemical industry reduces the impact on the environment during synthesis 7149-75-9, name is 4-Chloro-3-methylaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of anilines (3.29 mmol) in dichloromethane (6 mL) was added triethylamine (9.89 mmol) at room temperature and stirred at room temperature for 10 min and added aryl chloro formate (4.93 mmol) at 0 °C and stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure and the crude material washed with 10 percent diethyl ether in pentane to afford the pure compounds. Without further purification used for next step. Yields of the products varied between 65 to 85 percent.

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-3-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bhasker, G Vijaya; Satyanarayana; Latha; Laxminarayana; Chary, M Thirumala; Asian Journal of Chemistry; vol. 30; 4; (2018); p. 771 – 774;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, 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 39226-96-5, Recommanded Product: (2-Chloro-3-(trifluoromethyl)phenyl)methanamine

(v) To a stirred suspension of 1-(1-{[(1 ,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)-3- methyl-2-oxo-4-imidazolidinecarboxylic acid (0.55 mmol) in dichloromethane (10 ml) was added 1-hydroxybenzotriazole hydrate (89 mg, 0.66 mmol), 1-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (127 mg, 0.66 mmol) and N-ethyl morpholine (0.21 ml, 1.65 mmol) and the mixture was stirred at room temperature for 15 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (1 15 mg, 0.55 mmol) was added and the reaction was stirred at room temperature for 3 hours. The reaction was diluted with dichloromethane and the solution was washed with saturated sodium hydrogen carbonate solution, water, citric acid solution, water and brine, dried and evaporated. The residue was purified by silica gel chromatography eluting with 5-10% methanol in dichloromethane to give 1 ,1-dimethylethyl 4-{4-[({[2- chloro-3-(trifluoromethyl)phenyl]methyl}amino)carbonyl]-3-methyl-2-oxo-1- imidazolidinyl}-1-piperidinecarboxylate (243 mg, 85%), LC/MS [M+H]+ = 519, retention time = 2.89 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics