Month: June 2021

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

Related Products of 118-69-4,Some common heterocyclic compound, 118-69-4, name is 2,6-Dichlorotoluene, molecular formula is C7H6Cl2, 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 g of the following catalyst particles, as described in examples 3 and 4, were loaded in the reactor along with the diluent corundum particles (1: 1 by weight) and tested the influence of addition of ethyl bromide (2 % VN) in presence and absence of water vapour. The reaction was performed under the following conditions. A reaction temperature of 350 to [400C] was used. The mole ratio 2,6-DCT : H20 : NH3: air: N2 was 1: 15: 3-4: 21: 0-29. Molar concentration of 2,6-DCT is 1.4 to 3.8 %.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dichlorotoluene, its application will become more common.

Reference:
Patent; TESSENDERLO CHEMIE S.A.; WO2003/101939; (2003); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 699-89-8, The chemical industry reduces the impact on the environment during synthesis 699-89-8, name is 4,7-Dichlorothieno[2,3-d]pyridazine, I believe this compound will play a more active role in future production and life.

To the dichloride from Example 8, step 4 (1.00 g, 4.90 mmol) was added p-chloroaniline (622 mg, 4.90 mmol) and absolute ethyl alcohol (10.0 mL). The mixture was refluxed at 95 C. for 2 hrs and then cooled to room temperature. The yellow precipitate (2) that formed was filtered and washed with isopropyl alcohol, 4.0 N KOH, H2O, and then hexane. The filtrate (2) was then mixed 6-aminobenzothiazole (883 mg, 5.88 mmol) in 10 mL of n-butanol, and heated at 150 C. overnight. The reaction was allowed to cool to room temperature before the solvent was removed by rotary evaporation. The residue was treated sequentially with aqueous 4.0 N KOH solution and extracted with dichloromethane (50 mL), dried (MgSO4), and the solvent evaporated. The crude product was purified by flash chromatography on silica gel using 95% dichloromethane/methanol as the eluent. The structure of the pure title compound was confirmed by LC/MS and NMR: TLC (30% EtOAc/Hexanes) Rf (3)=0.20; 1H NMR (DMSO) ? 7.2 (dd, 3H), 7.38 (dd, 3H), 7.65 (d, 1H), 8.0 (d, 1H), 8.45 (d, 1H), 8.8 (s, 1H); LC/MS m/z 410 rt=4.21 min.

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, 4,7-Dichlorothieno[2,3-d]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Pharmaceuticals Corporation; US6689883; (2004); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2770-11-8,Some common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, molecular formula is C12H10ClNO, 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.

2-(4-Chlorophenoxy)aniline (25 mg, 0.1138 mmol, 1.1 eq) and l-acetyl-7V-(2- acetylphenyl)piperidine-4-carboxamide (30 mg, 0.1040 mmol, 1 eq) were stirred in dry dichloromethane (DCM) at room temperature for 10 min. Tri-isopropoxytitanium chloride (55 muL, 0.2303 mmol, 2.2 eq) was added to the reaction mixture which was stirred at room temperature for an additional 10 min. Sodium triacetoxyborohydride (110 mg, 0.5190 mmol, 5 eq) and acetic acid (3 drops) were added to the reaction mixture which was stirred at room temperature for 16 h. The reaction mixture was then poured onto a solution of saturated aqueous sodium bicarbonate (50 mL) and extracted with DCM (30 mL). The organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated to give the crude as a yellow oil. Purification of the crude by flash chromatography (ISCO) eluting with a gradient [from 100% petroleum ether (PE) to 100% EtOAc] gave the title compound (5 mg, 10%) as a clear oil.1H NMR (270 MHz, CDCl3) delta 1.44 (3H, d, J = 7.5 Hz, CH3), 1.63-1.68 (2H, m, CH2), 1.82-1.98 (2H, m, CH2), 2.02 (3H, s, CH3), 2.38-2.45 (IH, m, CH), 2.65-2.69 (2H, m, CH2), 3.09-3.21 (2H, m, CH2), 4.40-4.48 (2H, m, CH + NH), 6.40-6.44 (IH, m, ArH), 6.51-6.58 (IH, m, ArH), 6.74-6.95 (4H, m, ArH), 7.05-7.11 (IH, m, ArH), 7.19-7.22 (3H, m, ArH), 7.35-7.49 (3H, m, NH + ArH); 13C NMR (67.5 MHz, CDCl3) delta 21.6, 25.2, 41.0, 45.8, 53.2, 60.5, 113.0, 117.0, 117.1, 118.6, 118.8, 119.2, 119.3, 119.4, 119.6, 125.3, 129.5, 129.7, 129.8, 139.4, 142.6, 146.3, 168.5, 172.3; LCMS (90% MeOH and 10% H2O; Symmetry Ci8 reverse phase column) tr = 2.38 min; (ES”), m/z 492 (35ClM”, 75%), 494 (37ClM”, 25%); HRMS (ESI) calcd. for C28H31ClN3O3 (M+H)+ 492.2048, found 492.2038.

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

Reference:
Patent; STERIX LIMITED; WO2009/66072; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics