Tag: M.W=100-200

Application of 6223-78-5, A common heterocyclic compound, 6223-78-5, name is 2,5-Dichloro-2,5-dimethylhexane, molecular formula is C8H16Cl2, 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.

1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphtalene 4: To a solution of 2,5 dichloro-2,5 dimethylhexane 2 (10 g, 54.7 mmol) in toluene (270 Ml, 0.2 M) is slowly added aluminum trichloride (5.47 g, 41 mmol) as a solid over a 15-minute period. The reaction is complete after 10 minutes as assayed by tlc in hexanes. The unreacted aluminum trichloride is quenched slowly with water over 10 minutes. Additional toluene (250 mL) is added to extract the product from the aqueous layer. The organic layer is passed through a pad of silica gel (40 g) and eluted with toluene. The organic layer is evaporated in vacuo to dryness to yield 1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphtalene 4 (11 g, 97% yield). NMR 1.29 (s, 6H), 1.28 (s, 6H), 1.69 (s, 4H), 2.32 (s, 3H), 7.22 (d, 1H), 7.12 (s, 1H), 6.97 (dd, 1H).

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; Pfizer Inc.; US2004/10033; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7051-16-3,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.

To a -78 C. solution of 1-chloro-3,5-dimethoxybenzene (1.73 g, 10 mmol) in 10 mL of CH2Cl2 was added 10 mL of BBr3/CH2Cl2. The reaction mixture was stirred at -78 C. for 2 h, then allowed to warm up to RT overnight. To the mixture was added water and the product was extracted with EtOAc (3*10 mL). The combined organic layers were washed with water (10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford a crude product. The residue was purified by flash chromatography (1:1 EtOAc/hexanes) to give 3-chloro-5-isobutoxyphenol as a yellow solid (1.23 g, 85%). MS (ES+) C6H5ClO2 requires: 144. found: 145 [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 1-Chloro-3,5-dimethoxybenzene, its application will become more common.

Reference:
Patent; Board of Regents, The University of Texas System; Palmer, Wylie; Jones, Philip; Liu, Gang; Petrocchi, Alessia; Reyna, Naphtali; Subrumanian, Govindan; Theroff, Jay; Yau, Anne; (114 pag.)US2016/60260; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 15205-15-9, These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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: A mixture of 0.55mmol of 8-bromo-7-(2-bromoethyl)theophylline 7a or 8-bromo-7-(3-chloropropyl)theophylline 7b or 8-bromo-7-(4-bromobutyl)theophylline 7c, 1.1mmol of appropriate aromatic amine, 1,6 mmol of TEBA and 1.00ml of propanol was heated in closed vessels in microwave oven (300 Watt, Power Max Off, 160C, 10bar) for 1h. The solvent was removed and the residue was treated with ethanol. The products were purified by crystallization from ethanol or flash column chromatography over silica gel with CH2Cl2 : MeOH (100 : 0 to 80 : 20). The precipitate was filtered off and dried.

The synthetic route of 15205-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Za?uski, Micha?; Schabikowski, Jakub; Schlenk, Miriam; Olejarz-Maciej, Agnieszka; Kubas, Bart?omiej; Karcz, Tadeusz; Kuder, Kamil; Latacz, Gniewomir; Zygmunt, Ma?gorzata; Synak, David; Hinz, Sonja; Mueller, Christa E.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1195 – 1210;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 261762-56-5, 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 261762-56-5 as follows.

In a four-necked 250 mL round-bottomed flask, equipped with a thermometer, a reflux condenser with pressure equalizer, a dry ice cooled dropping funnel (-30 C) and a gas inlet, 50.0 g (purity 97.0 w%, 302 mmol, 1.0 eq) of l-chloro-2-fluoro-3-methoxy-benzene (1, CAS- No. 261762-56-5) were dissolved in 70 mL of chlorobenzene. To the solution 53.1 g (purity 98.0 w%, 332 mmol, 1.1 eq) bromine was added over one hour at 5-10 C internal temperature via cooling externally at 0 C. After complete addition the reaction was allowed to reach 25 C. The reaction was continued for further 8 hours under a constant stream of nitrogen purge gas to remove HBr from the reaction mixture. Afterwards a HPLC measurement indicated >98% conversion. The reaction solution was then washed with 100 mL of aqueous saturated NaHC03 solution and 50 mL of deionized water. Afterwards the organic phase was dried over MgSC^, the drying agent was filtered off and the solvent was removed in vacuum at 65 C and 5 mbar to leave 72.6 g (90%, purity 90%) of a brownish solid. The solid was purified via vacuum distillation at 10 mbar and temperature of 118-122 C to yield 57.4 g (79%, purity 99%) of a white solid. NMR (CDC13, 400 MHz) delta (ppm) = 7.34 (dd, J= 8.0, 2.0 Hz, 1H), 6.79 (dd, J= 8.0, 8.0 Hz, 1H), 3.89 (s, 3H).

According to the analysis of related databases, 261762-56-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; MUeHLTHAU, Friedrich, August; FORD, Mark, James; ERVER, Florian; BREMEYER, Nadine; PLATZEK, Johannes; GUIMOND, Nicolas; BADER, Thomas; ALBRECHT, Uwe; (129 pag.)WO2018/46684; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 433-94-3, These common heterocyclic compound, 433-94-3, name is 2-Chloro-6-(trifluoromethyl)aniline, 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.

Preparation 9 2-Chloro-6-trifluoromethyl-phenyl)-hvdrazine hydrochlorideTo a 0 0C solution of 2-chloro-6-trifluoromethyl-phenylamine (35.7 mmol, 7.0 g) in THF (100 mL) is added 48% BF3OEt (143 mmol, 36 mL) followed by addition of isoamyl nitrite (143 mmol, 19 mL). The reaction is stirred for 1 hour and is filtered to collect the tetrafluoroborate diazonium salt (48.7 mmol, 9.0 g). The salt is dissolved in a mixture of cone. HCl (30 mL) and water (10 mL) at 0 0C. To the resulting mixture is added ascorbic acid (48.7 mmol, 8.5 g). The reaction is heated to 50 0C for 3 hours and cooled to room temperature. The solid is filtered and washed with ice water. The wet solid is dissolved in a mixture of cone. HCl (30 mL) and water (20 mL) and heated to 90 0C for 2 hours. The reaction is cooled to 0 0C and filtered to yield the title compound (5.0 g, 60%). LC-ES/MS m/e 157.0 (M+l).

The synthetic route of 433-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/140183; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 39885-50-2,Some common heterocyclic compound, 39885-50-2, name is 2-Chloro-4-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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.

5-Amino-1-(2-chloro-4-trifluoromethylphenyl)-3-cyanopyrazole in the form of an orange crystalline solid, m.p. 133°-135° C., from 2-chloro-4-trifluoromethylaniline. 5-Amino-3-cyano-1-(2,4,6-trichlorophenyl)pyrazole in the form of a light brown solid, m.p. 155-156° C., from 2,4,6-trichloroaniline.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-4-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; Hatton; Leslie R.; Buntain; Ian G.; Hawkins; David W.; Parnell; Edgar W.; Pearson; Christopher J.; Roberts; David A.; US5232940; (1993); A;,
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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

A mixture of 5-chloro-1/-/-benzotriazole (8 g), chloroacetone (6.5 ml_), potassium carbonate (9.5 g) and potassium iodide (0.5 g) was stirred in acetone (90 ml.) at room temperature for 48 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to give a residue that was purified by chromatography (SiO2, heptane/EA) to afford 1-(5-chloro-2H-benzotriazol-2-yl)-propan-2-one as clear oil [1.8 g, 16%, Rf =0.6 (1 :1 EA/heptane)]. The two other regioisomers were also isolated, 1-(6- chloro-1 H-benzotriazol-1-yl)-propan-2-one [3.8 g, 35%, Rf =0.45 (1 :1 EA/heptane)] and 1- (5-chloro-1H-benzotriazol-1-yl)-propan-2-one [3.2 g, 29%, Rf =0.35 (1 :1 EA/heptane)].

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 94-97-3.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 7149-75-9, 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 7149-75-9 as follows.

General procedure: (Z)-N-(3-Bromo-4-fluorophenyl )-N’-hydroxy-1H-indazole-7-carboximidamide (8a). To a solution of 7 (25 mg,0.105 mmol) in THF (1 mL) at 60 °C was 3-bromo-4-fluoroaniline (20 L, 0.105 mmol) was added andstirred for 10 min. A solution of NaHCO3 (13 mg, 0.157 mmol) in water (1 mL) was added dropwiseand stirred at 60 °C for 3 h. The mixture was extracted with EA and washed with brine. The organic layer was dried over MgSO4 and concentrated to obtain the crude mixture which was purified bycolumn chromatography (MPLC) to give compound 8a.

According to the analysis of related databases, 7149-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lee, Dong-Ho; Lee, Joo-Youn; Jeong, Jieun; Kim, Miok; Lee, Kyung Won; Jang, Eunseo; Ahn, Sunjoo; Lee, Chang Hoon; Hwang, Jong Yeon; Molecules; vol. 22; 11; (2017);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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 7051-16-3, Recommanded Product: 7051-16-3

General procedure: An oven-dried 25 mL sealed tube was charged with PhI(OAc)2 (0.6 mmol), K3PO4 (1.2 mmol), BQ (0.1 mmol) and pre-activated 4A powdered molecular sieves (80 mg). The seal tube was evacuated and then refilled argon. Next, MeCN (0.5 mL), arene 4 (0.5 mmol) (if a liquid; if a solid, then substrate was added prior to the evacuation-refilled cycle), and CF3SiMe3 (1.2 mmol) were successively added. The seal tube was sealed with a Teflon lined cap, and the reaction mixture was stirred at 85 C for 6h. At the conclusion of the reaction, the mixture was allowed to cool to room temperature and filtered through a short pad of Celite, evaporated to remove the solvent. The residue was purified by flash column chromatography to give the desired product 5.

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Reference:
Article; Wu, Xinyue; Chu, Lingling; Qing, Feng-Ling; Tetrahedron Letters; vol. 54; 3; (2013); p. 249 – 251;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 445-13-6, These common heterocyclic compound, 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, 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.

Iodine monochloride (1.5 g) was added in one portion to a mixture of 3-chloro-4- trifluoromethylaniline (1.7 g), sodium acetate trihydrate (2.2 g), and acetic acid (10 ml) at room temperature. After 30 min aqueous sodium bicarbonate / sodium sulfite was added and the mixture extracted with diethyl ether. The organic phase was dried over Na2SO4, filtered and evaporated. The residue was purified by chromatography (ethyl acetate – hexane) to afford the title compound, 2.2 g.

Statistics shows that 3-Chloro-4-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 445-13-6.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/36718; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics