Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, 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 14752-66-0, Recommanded Product: 14752-66-0

In a dry test tube, add 34mg and 198mg pyrazole of chlorobenzene sulfinateSodium, added 267mg of NBS. 2mL ethyl acetate was then added to dissolve the solid, the reaction solution was stirred at 25 12 hours. After completion of the reaction, ethyl acetate and water extraction, the resulting organic phase was concentrated on a rotary evaporator, silica gel column (ethyl acetate and petroleum ether, the volume ratio of 1: 3) to give the product 109mg, yield 68% , the following reaction formula:

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Reference:
Patent; Wenzhou Medical College; Xia, Qinqin; Fu, Lili; Bao, Xiaodong; Liu, Zhiguo; Liang, Guang; (11 pag.)CN105693621; (2016); A;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 363-51-9, name is 2-Chloro-6-fluoroaniline, 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 363-51-9, Product Details of 363-51-9

To 2-chloro-6-fluoroaniline (0.183 g, 1.259 mmol) and 2-(2-chloroquinolin-8-yl)- 6,7-dihydro-lH-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 1 ; 0.075 g, 0.252 mmol) was added LHMDS (1.0 M solution in THF ; 1.259 ml, 1.259 mmol). The reaction was sealed and stirred 1 h at RT, then for 3h at 70 C. The reaction was subsequently cooled to RT and stirred overnight. 1.5 mL DMSO and 10 drops TFA were added. The mixture was filtered and purified by rpHPLC (Phenomenex Gemini 150 x 30 mm Cis column, 10-80 % ACN/H20 with 0.1 % TFA). The product-containing fractions were concentrated in vacuo, and the residue was partitioned between saturated aq. NaHCC and DCM. The aq. layer was extracted with DCM (3x), and the combined organic extracts were dried over anhydrous Na2S04, filtered, and concentrated in vacuo. The material was dissolved in DCM/MeOH, adsorbed onto 0.75 g silica gel, and purified by silica gel chromatography using 0-50% 90/10 MeOH/DCM in DCM. The product-containing fractions were concentrated to separately afford 2-(2-((2-chloro-6-fluorophenyl)amino)quinolin-8-yl)- 6,7-dihydro-lH-pyrrolo[3,2-c]pyridin-4(5H)-one (0.022 g, 0.054 mmol, 21 % yield) as a light-yellow solid and 2-(2-((2-chloro-6-fluorophenyl)amino)quinolin-8-yl)-lH- pyrrolo[3,2-c]pyridin-4(5H)-one (0.0037 g, 9.14 muetaiotaomicron, 4%> yield) as a yellow solid. 2-(2- ((2-Chloro-6-fluorophenyl)amino)quinolin-8-yl)-6,7-dihydro-lH-pyrrolo[3,2-c]pyridin- 4(5H)-one (7): H NMR (400 MHz, DMSO-d6) delta ppm 11.82 (1 H, br. s), 9.34 (1 H, s), 8.16 (1 H, d, J=9.0 Hz), 8.01 (1 H, dd, J=7.6, 1.6 Hz), 7.55 – 7.67 (2 H, m), 7.41 – 7.54 (2 H, m), 7.28 (1 H, t, J=7.7 Hz), 7.13 (1 H, d, J=9.0 Hz), 6.83 – 6.98 (2 H, m), 3.32 – 3.44 (2 H, m), 2.43 (2 H, t, J=6.8 Hz), m/z (ESI, +ve) 406.9 (M+H)+. 2-(2-((2-Chloro-6- fluorophenyl)amino)quinolin-8-yl)-lH-pyrrolo[3,2-c]pyridin-4(5H)-one (12): H NMR (400 MHz, DMSO-de) delta ppm 12.09 (1 H, br. s), 10.68 (1 H, d, J=6.1 Hz), 9.41 (1 H, s), 8.1 1 – 8.26 (2 H, m), 7.43 – 7.76 (4 H, m), 7.34 (1 H, t, J=7.7 Hz), 7.18 – 7.25 (1 H, m), 7.14 (1 H, d, J=9.0 Hz), 6.86 – 7.00 (1 H, m), 5.91 (1 H, d, J=6.8 Hz). m/z (ESI, +ve) 405.2 (M+H)+.

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Reference:
Patent; AMGEN INC.; CEE, Victor; CHAVEZ, JR., Frank; CHEN, Jian J.; HARRINGTON, Essa Hu; HERBERICH, Bradley; JACKSON, Claire L. M.; LANMAN, Brian A.; NGUYEN, Thomas T.; NORMAN, Mark H.; PETTUS, Liping H.; REED, Anthony B.; SMITH, Adrian L.; TAMAYO, Nuria A.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan; WO2013/130660; (2013); A1;,
Chloride – Wikipedia,
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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. 367-21-5, name is 3-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 367-21-5

To a solution of Compound 56 (5g, 34.3mmol) in dichloromethane (60mL) was added pyridine (4.2ml, 51.5mmol)under ice-cooling, dropwised a solution of bromine (1.8ml, 34.3mmol) in dichloromethane (40mL), the solution wasstirred for 1 hour. To the reaction mixture was added sodium thiosulfate aqueous solution, and extracted with ethylacetate. The organic layer was dried with anhydrous sodium sulfate, and concentrated under reduced pressure. Theresidue was purified by silica gel chromatography (ethyl acetate / hexane) to yield Compound 57 (6.4g, yield: 83%) asan orange solid.LC-MS: m/z=223. [M+H]+

The synthetic route of 367-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of Tokyo; Tohoku University; Shionogi & Co., Ltd.; NAGANO, Tetsuo; OKABE, Takayoshi; KOJIMA, Hirotatsu; KAWAGUCHI, Mitsuyasu; NUREKI, Osamu; ISHITANI, Ryuichiro; NISHIMASU, Hiroshi; AOKI, Junken; FUJIKOSHI, Chiaki; KATOU, Manabu; ODAN, Masahide; TANAKA, Nobuyuki; TATENO, Yusuke; YAMANE, Junji; (144 pag.)EP3112369; (2017); A1;,
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These common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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. Formula: C8H9ClO2

General procedure: Under an argon atmosphere, Pd (dba) 2 (2.9 mg, 0.005 mmol, 0.5 mol%), phosphine compound L1 (3.4 mg, 0.006 mmol, 0.6 mol%), 1,4-dioxane was added to the reaction vessel. (0.9 mL) was added and heated to reflux for 2 minutes. The solution was mixed with 4-chlorotoluene (127 mg, 1 mmol), benzylamine (126 mg, 1.2 mmol, 1.2 equiv), NaOtBu (144 mg, 1.5 mmol, 1.5 equiv), H 2 O (14.4 muL, 0.8 mmol). , 0.8 equiv), 1,4-dioxane (2.1 mL) was added to the reaction vessel sealed. After stirring for 10 minutes at room temperature, the mixture was stirred for 1 hour under reflux. The reaction solution was passed through a short column of sodium sulfate and silica gel and then concentrated. The residue was purified by column chromatography to obtain a coupling product with a yield of 99%. The yield of diarylate was less than 1%.

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

Reference:
Patent; Otsuka Research Institute; Sai, Masahiro; (15 pag.)JP2019/189569; (2019); A;,
Chloride – Wikipedia,
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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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4Cl2FN

PREPARATION OF 2,6-DICHLORO-4-FLUOROPHENYLHYDRAZINE (INTERMEDIATE NO. 2) 9.0 g (0.05 mol) of 2,6-dichloro-4-fluoroaniline was added to 50 ml of concentrated hydrochloric acid, and a solution of 3.8 g (0.055 mol) of sodium nitrite in 25 ml of water was dropwise added thereto at a temperature of from 0 to 5 C. After completion of the dropwise addition, the mixture was stirred at the same temperature for further 1 hour. Insolubles were removed by filtration, and the filtrate was dropwise added at a temperature of from 0 to 10 C. to a solution of 33.8 g (0.15 mol) of stannous chloride dihydrate in 50 ml of concentrated hydrochloric acid. After completion of the dropwise addition, the mixture was stirred at the same temperature for further 2 hours. The precipitated hydrochloride was collected by filtration, and 50 ml of water was added thereto. The mixture was made alkaline with an addition of 20% sodium hydroxide, and the precipitated solid was extracted with ethyl ether. The ethyl ether layer was washed with water and dried over anhydrous sodium sulfate. Then, the solvent was distilled off. The residue thereby obtained was washed with cold n-hexane to obtain 6.9 g (yield: 70.4%) of the desired compound as white feather-like crystals. Melting point: 117-119 C.

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 344-19-4.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US4925864; (1990); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 367-22-6, name is 4-Chloro-3-fluoroaniline, 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. name: 4-Chloro-3-fluoroaniline

To a solution of 1005 (10.0 g, 68.7 mrnol) in heptane (100 ml) was added(Boc)20 (16.4 rnL, 76.6 rnmol) After stirring the reaction mixture at 80C for 16 h, solvent wasevaporated and the residue was purified by Comhiflash column chromatography (hexane/EtOAc, 1:2) to afford 1006 (7.0 g, 43%) as a solid. 1H NMR (400 MHz, CDC13): oe 7.44 (dd, 1H), 727 (t, IH), 694 (dd, 1H), 6.53 (s, 1H). 1.50 (s, 9H).

The synthetic route of 4-Chloro-3-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IOMET PHARMA LTD.; MERCK SHARP & DOHME CORP.; COWLEY, Phillip, M.; HAN, Yongxin; (67 pag.)WO2017/48612; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, molecular formula is C7H8ClN, 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. Computed Properties of C7H8ClN

To a mixture of 6-bromo-2,4-dichloroquinazoline (278 mg, 1.0 mmol) and (3-chlorophenyl)methanamine (142 mg, 1.0 mmol) in THF (2 ml) was added Et3N (0.209 ml, 1.5 mmol). The mixture was stirred at rt for 1 h. The mixture was poured into EtOAc/H2O (5 mL/5 mL). The aqueous layer was extracted with EtOAc (3 mL x 2). The combined organic layer was dried (Na2SO4) and filtered. After removal of solvent, the product was triturated with hexane and dried to give 6-bromo-2-chloro-N-(3-chlorobenzyl)quinazolin-4-amine (360 mg, 0.94 mmol, 94 percent yield) as a white solid. LC-MS (Method 1): tR = 3.69 min, m/z (M+H)+ = 384.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4152-90-3, its application will become more common.

Reference:
Article; Yang, Shyh-Ming; Urban, Daniel J.; Yoshioka, Makoto; Strovel, Jeffrey W.; Fletcher, Steven; Wang, Amy Q.; Xu, Xin; Shah, Pranav; Hu, Xin; Hall, Matthew D.; Jadhav, Ajit; Maloney, David J.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 21; (2018); p. 3483 – 3488;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, 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 7149-75-9, SDS of cas: 7149-75-9

Intermediate 6; Step A: Benzyl 4-[(4-chloro-3-methyl-phenyl)carbamoyl]piperidine- 1 -carboxylate.; 1- BenzyloxycarbonyIpiperidine-4-carboxylic acid (1.00 g, 3.80 mmol) and 4-chloro- 3 -methyl – aniline (0.592 g, 4.18 mmol) in C3/4C12 (5 mL) were treated with HOBT (0.582, 3.80 mmol) and EDC (1.46 g, 7.60 mmol), and stirred at rt for 16 h. The mixture was directly purified on Si02 (50 to 100percent EtOAc, hexanes) to afford the title compound. HPLC MS: 387.2/389.1 (M+l); R, = 1.22 min (LC2).

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:
Patent; MERCK SHARP & DOHME CORP.; GRAHAM, Thomas, H.; LIU, Wensheng; SEBHAT, Iyassu, K.; SHEN, Dong-Ming; SHI, Zhi-Cai; WO2011/156220; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 694-80-4, A common heterocyclic compound, 694-80-4, name is 1-Bromo-2-chlorobenzene, molecular formula is C6H4BrCl, 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.

Reference Example 10; 2-(2-Chlorophenyl)-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-oneTo a solution of 6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-one (1.50 g, 8.5 mmol, obtained in reference example 9) in N-methylpyrrolidone (4 mL) under argon, 1-bromo-2-chlorobenzene (2.34 g, 12.3 mmol), copper (I) iodide (0.33 g, 1.7 mmol) and potassium carbonate (2.33 g, 16.9 mmol) were added and the mixture was heated at 200 C. overnight. It was allowed to cool and CHCl3 and 1N NaOH were added. The phases were separated and the aqueous phase was reextracted 2 times with CHCl3. The combined organic phases were dried over Na2SO4 and the solvent was evaporated. The crude product thus obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 2.01 g of the desired compound (yield: 77%).LC-MS (method 1): tR=8.05 min; m/z=288.1/290.1 [M+H]+.

The synthetic route of 694-80-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PALAU PHARMA, S.A.; US2010/222363; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10061-02-6, name is trans-1,3-Dichloropropene, 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 10061-02-6, Product Details of 10061-02-6

2-Chloroethylammonium chloride (Entry 1) was reacted with 2-methyl-4-nitrophenyl isothiocyanate according to Method C1a to give the thiazolidine, which was reacted with (E)-1,3-dichloropropene according to Method D2a to give 2-(2-methyl-4-nitrophenylimino)-3-((E)-chloroprop-1-en-3-yl)-1,3-thiazolidine

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, trans-1,3-Dichloropropene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Corporation; US6353006; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics