Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, 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 6940-78-9, Computed Properties of C4H8BrCl

Thiophenol (1.0 g, 9.1 mmol) was added toa solution of NaOH (0.36 g, 9.1 mmol) in a mixture solvent of EtOH and H2O (1: 1 (v/v), 65 mL) with vigorous stirring. After 10 min, 1-bromo-4-chlorobutane (1.15 mL, 10.0 mmol) was added and the mixture was reacted at room temperature for 8 h. The volatile species were removed under reduced pressure. The residue was then extracted with Et2O (320 mL) and the combined organic layers were dried over anhydrous Na2SO4 and concentrated to dryness to give 1.5 g of (4-chlorobutylsulfanyl)benzene as a yellow oil (7.5 mmol, 82%). Next, AgOTf (1.8 g, 7.0 mmol) was added to a solution of (4-chlorobutylsulfanyl)benzene (1.4 g, 7.0 mmol) in ClCH2CH2Cl (30 mL) and reacted at room temperature in the darkness for 8 h. The gray precipitates were removed and the solution was treated with anhydrous Na2SO4 and filtered. The filter cake was washed by ClCH2CH2Cl (35 mL). The combined filtrates were concentrated under reduced pressure to give a viscous yellow oil, which was further washed by Et2O to provide 2.1 g of [PhS(CH2)4][OTf] (2l) as a white solid (6.7 mmol, 96%). Mp 44-45 C. 1H NMR (400 MHz, CDCl3) d 7.80 (dm, J7.1 Hz, 2H),7.72-7.63 (m, 3H), 4.20 (dt, J13.4, 7.0 Hz, 2H), 3.69 (dt, J12.3,6.1 Hz, 2H), 2.59-2.52 (m, 4H). 19F NMR (376 MHz, CDCl3) d 78.3(s, 3F). 13C NMR (126 MHz, CDCl3) d 134.1 (s), 131.3 (s), 129.8 (s),125.9 (s), 120.7 (q, J320.3 Hz), 48.5 (s), 29.1 (s). IR (KBr): 3093,3015, 2957, 2878, 2287, 1582, 1484, 1447, 1423, 1266, 1223, 1160,1078, 1030, 1001, 894, 876, 749, 686, 638, 573, 517 cm1. ESI-MS (m/z): 165.1 ([M]). Anal. Calcd for C11H13F3O3S20.5H2O: C 40.86, H4.36; Found: C 40.60, H 4.45.

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, 1-Bromo-4-chlorobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Xiao-Yan; Song, Hai-Xia; Wang, Shi-Meng; Yang, Jing; Qin, Hua-Li; Jiang, Xin; Zhang, Cheng-Pan; Tetrahedron; vol. 72; 47; (2016); p. 7606 – 7612;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 20850-43-5, 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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Suspension of the appropriate 3-amino-1,1-dioxo-1,4,2-benzodithiazine derivative 4a-h (0.5 mmol), anhydrous K2CO3 (1.5 mmol, 0.21 g) and the appropriate alkyl chloride (0.6 mmol) in dry THF (5 ml) was heated at reflux for 20-24 h, then cooled in ice-bath and filtered off. The crude product was suspended in 5 ml of water, heated gently to ca. 50 C; and cooled with vigorous stirring until granular precipitate appeared. Filtering off and washing with cold water and diluted EtOH gave pure potassium salts. 4.5.5 ;N-{2-[(1,3-Benzodioxol-5-yl)methylthio]-4-chloro-5-(5-phenyl-1,3,4-oxadiazol-2-yl)benzenesulfonyl}cyanamide potassium salt (5i) ;Starting from 4a (0.196 g) and 1,3-benzodioxol-5-ylmethyl chloride (0.102 g). Yield: 0.172 g (61%): m.p. 278-280 C; IR (KBr): nu 2173, 1630, 1584, 1556, 1501, 1489, 1330, 1297, 1143 cm-1; 1H NMR (500 MHz, DMSO-d6): delta 4.36 (s, 2H, SCH2), 6.00 (s, 2H, OCH2O), 6.88-6.89 (m, 1H, Ar), 6.96-6.98 (m, 1H, Ar), 7.04 (s, 1H, Ar), 7.62-7.76 (m, 4H, Ar), 8.07-8.08 (m, 2H, Ar), 8.46 (s, 1H, Ar); Anal. C23H14ClKN4O5S2 (C, H, N).

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, 5-(Chloromethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Brozewicz, Kamil; Slawinski, Jaroslaw; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 384 – 394;,
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. 622-86-6, name is (2-Chloroethoxy)benzene, A new synthetic method of this compound is introduced below., COA of Formula: C8H9ClO

b. Preparation of 2-(4-Chlorophenyl)-4-phenoxybutanenitrile To a flask was added 7.2 g. (0.150 mole) of a 50% oil dispersion of sodium hydride. After washing the sodium hydride several times with hexane to remove the mineral oil, 18.9 g. (0.125 mole) of 4-chlorobenzyl cyanide in 50 ml of dry DMF was added dropwise at 0 C. Upon completion of the addition, the reaction was stirred for one hour while warming to room temperature, then 20.0 g. (0.128 mole) of 1-chloro-2-phenoxyethane was added dropwise at 15 C. over a 30 minute period. The stirred reaction was allowed to warm to room temperature and was complete in two hours. The reaction mixture was diluted with 300 ml. of water and extracted three times with 100 ml. portions of methylene chloride. The combined extracts were washed with dilute hydrochloric acid and water followed by drying using sodium sulfate. Upon removal of the solvent, 33 g. of the crude 2-(4-chlorophenyl)-4-phenoxybutanenitrile was obtained (96% yield).

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; Rohm and Haas Company; US5527816; (1996); 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 57946-56-2 as follows. Quality Control of 4-Chloro-2-fluoroaniline

A solution of 4-chloro-2-fluoroaniline (5.0 g, 34.3 mmol) in acetic acid (3 mL) was treated with acetic anhydride (6.45 mL, 68.7 mmol) and stirred at RT for 2 h. The mixture was poured onto ice water, stirred for 2 h and the resulting solid collected via filtration and dried to afford N-(4-chloro-2-fluorophenyl)acetamide (6.12 g, 95% yield). 1H NMR (400 MHz, DMSO-d6): delta 9.80 (s, 1H), 7.91 (t, J=8.7 Hz, 1H), 7.45 (dd, J=10.8, 2.4 Hz, 1H), 7.22 (d, J=8.9 Hz, 1H), 2.07 (s, 3H).

According to the analysis of related databases, 57946-56-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Petillo, Peter A.; US8461179; (2013); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 108-70-3, name is 1,3,5-Trichlorobenzene, 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 108-70-3, name: 1,3,5-Trichlorobenzene

Potassium nitrate (45.2 g, 447 mmol) was added batch by batch to a stirring solution of fuming sulfuric acid (50%, 250 mL) at 0 C. After the addition was complete, the ice-bath was removed and a condenser wasequipped, and then the mixture was heated to 80 C, at which temperature1,3,5-trichlorobenzene (20.3 g, 112 mmol) was added portionwise. After being heatedfor 18 h at 130 C, the reaction mixture was allowed to cool to room temperature and then poured to 300 ml ice. The resulting solid was washed with water and ethyl ether,respectively. Recrystallization from chloroform provided the product as a white solid(26.5 g, 75 %).

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:
Article; Tao, Zhi-Gang; Zhao, Xin; Jiang, Xi-Kui; Li, Zhan-Ting; Tetrahedron Letters; vol. 53; 14; (2012); p. 1840 – 1842;,
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. 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Computed Properties of C6H4ClN3

6-Chloroimidazo[1,2-b]pyridazine (8.5 g, 0.055 mol) and N-bromosuccinimide (10.0 g, 0.056 mol) were combined in chloroform (250 mL) and refluxed for 4 hours. The reaction was cooled with an ice bath and the solids filtered. The filtrate was diluted with chloroform (150 mL) and saturated Na2CO3 solution (100 mL) and then vigorously stirred for an hour. The organic phase was washed with more saturated Na2CO3 solution and dried over MgSO4. After evaporation, 3-bromo-6-chloro-imidazo[1,2-b]pyridazine was obtained as a tan solid (12.64 g, 98%).MS (ESI (+)m/z): 233.87 (M+H+)1H NMR (CDCl3-d1, 300 MHz), delta 7.83 (d, J=9.3 Hz, 1H), 7.72 (s, 1H), 7.05 (d, J=9.3 Hz, 1H).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Biogen Idec Ma Inc.; US2011/21513; (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. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., Formula: C7H7Cl2N

General procedure: To a Schlenk tube were added benzylamine 1 (1.3 mmol), indole 2(2.0 mmol), Fe(OTf)2 (10 molpercent), and anhydrous chlorobenzene (2 mL).The tube was equipped with an O2 balloon, and the mixture wasstirred at 110 °C until complete consumption of indole (TLC monitoring).When the reaction was complete, the mixture cooled to r.t., dilutedwith CH2Cl2 (10 mL), and washed with H2O (2 × 10 mL). The organicextract was dried (anhyd Na2SO4) and concentrated under reducedpressure, and the resulting residue was purified by columnchromatography (silica gel, hexane?EtOAc) to afford the correspondingbis(indolyl)methane products 3 and 4.

The synthetic route of 102-49-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gopalaiah, Kovuru; Chandrudu, Sankala Naga; Devi, Alka; Synthesis; vol. 47; 12; (2015); p. 1766 – 1774;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 54932-72-8, A common heterocyclic compound, 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, molecular formula is C7H6BrCl, 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.

A solution of 4.1 g (20 mmol) of 5-bromo-2-chlorotoluene, 0.66 g (4 mmol) of 2,2-azobisisobutyronitrile, 3.9 g (22 mmol) of N-bromosuccinimide and 20 ml of chloroform Dry two bottles, reflux 5h.(100 ml), dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure, and the residue was recrystallized from ethanol to give 4.1 g of needle-like crystals (100 ml), washed with water (100 ml) (Yield 72%).

The synthetic route of 54932-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; XUE, XIAO WEN; LIU, LIN YI; LONG, JIN JIE; SONG, YA JING; LI, JIA BIN; (7 pag.)CN104478670; (2016); B;,
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. 2845-89-8, name is 1-Chloro-3-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H7ClO

NaOtBu (577mg, 6.0mmol) was added to a dry round-bottom flask and the solid stirred for 12h at 120C under Ar. 42 Diglyme (7 mL) was added and the resulting suspension was sequentially treated with 15 N-methylaniline (306mug, 3.0mmol), 14 3-chloroanisole (365mul, 3.0mmol) and a suspension of 40 Pd(OAc)2 (14mg, 0.06mmol) and ligand 36 4b (28mg, 0.06mmol) in diglyme (2 mL). After being stirred at 120C for 3 d, the reaction mixture was passed through a bed of silica gel and the residue was washed with MeOH. The filtrate was evaporated to dryness in vacuo to give 638mg (quant.) of compound 29 as a yellow solid, mp. 67C (MeOH). IR (neat): upsilon=3058, 3034, 2999, 2938, 2833, 2812, 1591, 1575, 1495, 1456, 1347, 1273, 1214, 1168, 1127, 1094, 1048, 990, 929, 847, 753, 691cm-1. 13C NMR (CDCl3, 400MHz): delta=40.40 (q, 1C), 55.26 (q, 1C), 105.70 (d, 1C), 106.00 (d, 1C), 112.62 (d, 1C), 121.70 (d, 2C), 121.96 (d, 1C), 128.44 (d, 2C), 129.08 (d, 1C), 148.98 (s, 1C), 150.49 (s, 1C), 160.66 (s, 1C). MS (EI+, 70eV): m/z=213 (100) [M+], 197 (5), 154 (5). HRMS (EI+, 70eV): m/z=C14H15NO calcd.213.1154; found 213.1155.

According to the analysis of related databases, 2845-89-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wittel, Baerbel; Vogel, Till; Scharl, Heiko; Nerdinger, Sven; Lehnemann, Bernd; Meudt, Andreas; Snieckus, Victor; Bioorganic and Medicinal Chemistry; vol. 26; 15; (2018); p. 4583 – 4593;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, 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 39065-95-7, name: 4-(Chlorodifluoromethoxy)aniline

To a solution of 3-isopropyl-4-(pyrimidin-5-yl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid (27d, 32 mg, 0.113 mmol) and 1h (32.80 mg, 0.169 mmol) in DMF (2 mL) was added DIEA (43.80 mg, 0.339 mmol, 59.03 uL) and HATU (51.54 mg, 0.136 mmol). The mixture was stirred at 25 C. for 4 hr. LCMS showed 27d was consumed completely and desired MS was detected. The mixture was diluted with water (5 mL) and extracted with EtOAc (5 mL*3). The combined organic layers were washed with brine (5 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (SiO2, petroleum ether: ethyl acetate=0:1) to afford 27 as a white solid. MS mass calculated for [M+H]+ (C21H17O2N6ClF2) requires m/z 459.1, LCMS found m/z 459.0. 1H NMR (400 MHz, DMSO-d6) delta 10.61 (s, 1H), 9.42 (s, 1H), 9.30 (s, 2H), 8.94 (s, 1H), 8.50 (s, 1H), 8.05-7.95 (m, 2H), 7.37 (d, J=9.0 Hz, 2H), 4.38-4.09 (m, 1H), 1.38 (d, J=6.7 Hz, 6H).

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-(Chlorodifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics