Month: May 2021

Reference of 41332-02-9,Some common heterocyclic compound, 41332-02-9, name is 1-(2-Chloroethyl)naphthalene, molecular formula is C12H11Cl, 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 borosilicate glass tube (OD 0.6 mm, length 12 cm) was packed with PS-supported P2tBu (150 muiotatauiotaomicron base, loading 1.6 mmol/g, 93.75 mg) mixed with glass beads (212-300 mutaueta, 100-500 mg) and placed in a column oven in a LabView controlled automation apparatus. 18F- trapping: 18F- (target water, 3.5 mL, 500-5000 MBq) passed through the column at room temperature (flow 1.5 mL/min) . MeCN (dry, 4 ml, flow 2 mL/min) was passed through the column at room temperature followed by a helium gas flush through the column until excess of solvent was removed. Radiofluorination : Radiofluorination solvent (MeCN for mannose triflate, MeCN/tBuOH 1:5 for FLT-ONs, toluene for the naphthalene analogues and 2-nitro-3-methoxypyridine, dry, 4 mL, flow 2 mL/min) was passed through the column at room temperature followed by the substrate (50-100 muiotatauiotaomicron) dissolved in radiofluorination solvent (dry, 3 mL) and passed through the column at 120C (flow 0.55 mL/min) . Radiofluorination solvent (dry, 2 mL, flow 0.55 mL/min) was then passed through the column to elute the remaining product. The fluorinated product wasanalyzed by radio-TLC (eluent heptane : EtOAc 80:20 for the naphthalene analogues, MeCN:H20 95:5 for hydrolyzed FDG, DCM : MeOH 9:1 for hydrolyzed FLT, petroleum ether :EtOAc for the pyridine analogue).

The synthetic route of 41332-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TECHNICAL UNIVERSITY OF DENMARK; ZHURAVLEV, Fedor; MATHIESSEN, Bente; WO2014/20035; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29242-84-0, These common heterocyclic compound, 29242-84-0, name is 2-Chloro-4-methoxyaniline, 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.

Part H. A solution of the aniline from Part G (7.98 g, 50 mmol) in conc. HCl (25 mL) was cooled to -5 C., and treated dropwise with a concentrated aqueous solution of sodium nitrite (3.80 g, 55.1 mmol). After 30 minutes, the mixture was charged with 15 mL cyclohexane and 15 mL dichloromethane, then treated dropwise with a concentrated aqueous solution of potassium iodide (16.6 g, 100 mmol). This mixture was allowed to stir for 4 hours, then was extracted with dichloromethane (2*100 mL). The extracts were washed in sequence with 1 N aqueous sodium bisulfite (100 mL) and brine (60 mL), then combined, dried over magnesium sulfate, filtered and evaporated to afford sufficiently pure product, 3-chloro-4-iodoanisole (7.00 g, 26.1 mmol, 52%). TLC RF 0.39 (5:95 ethyl acetate-hexane). 1 H NMR (300 MHz, CDCl3): d 7.69 (1H, d, J=8.8 Hz), 7.03 (1H, d, J=3.0 Hz), 6.57 (1H, dd, J=8.8, 3.0 Hz), 3.78 (3H, s). MS(H2 O-GC/MS): m/e 269 (100).

Statistics shows that 2-Chloro-4-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 29242-84-0.

Reference:
Patent; Dupont Pharmaceuticals Company; US6143743; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 3970-51-2, name is 5-Chloro-1H-indene, 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. COA of Formula: C9H7Cl

General procedure: A solution of 5-methoxy-1H-indene (2.40 g, 16.4 mmol) in MeOH (20mL) and CH2Cl2 (50 mL) was cooled to -78 C under N2. O3 (with O2 carrier gas) was bubbled through the solution for 30 min. An exotherm to -65 C occurred while the reaction was in progress; this subsided at the end of the reaction and a blue colouration of dissolved ozone was seen. Unreacted ozone was removed by flushing the reaction vessel with N2. NaHCO3 (1.75 g, 20.9 mmol) and Me2S (3.28 mL,44.3 mmol) were added. The cooling bath was removed and the mixture was stirred for 16 h at r.t.. Concd (28-30%) aq ammonia (20 mL)was added and the mixture stirred for a further 24 h. The mixture was extracted with CH2Cl2 (3 × 100 mL) and the combined organic phases were extracted with 5% aq HCl (2 × 100 mL). The combined aqueous phases were washed with CH2Cl2 (100 mL) and basified with Na2CO3 to pH 10 with stirring. An oil precipitated from solution; the mixture was extracted with CH2Cl2 (2 × 100 mL). The combined organic extractswere washed with sat. brine (50 mL), dried (MgSO4) and evaporated to afford the title compound 6 (1.27 g, 49%) as a brown oil,which was used without further purification.

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

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
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. 54773-20-5, name is 1,3-Dichloro-5-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H3Cl2F3

Add 2.2 g of 1-bromo-3,5-dichlorobenzene (0.01 mol) to the reaction flask. 2.3 g of potassium 2,2,2-trifluoroacetate (0.015 mmol), 2.3 g of iodinated ketone (0.012),1.04 g of pyridine (0.013 mol), 10 ml of N-methylpyrrolidone, refluxed at 200 C for 1 hour, and the solvent was evaporated to give a crude compound 1.94 g. Then, after mixing 10 ml of H2SO4 and 5 ml of HNO3, the crude compound 1 was slowly added at 0 C. After the reaction for 2 hours, the reaction was stopped, and the mixture was poured into ice water and suction filtered to give the desired fipronil intermediate 2.19 g in a yield of 86.2%.

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; Jiangsu Changqing Agrochemical Co., Ltd.; Yu Guoquan; Sun Xialin; Ma Changqing; Ding Huaping; (5 pag.)CN109369403; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, 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 69411-05-8, Quality Control of 3-Chloro-5-trifluoromethylaniline

To a stirred mixture of Preparation 65A (2.51 g, 12.9 mmoL) in EtOH (130 mL) was added acetic anhydride (15.0 mL, 159 mmoL). The mixture was stirred at room temperature for 17 h. The mixture was then poured into a mixture of 40 mL of ice, 10 mL of saturated NaHCCh solution and 60 mL of EtOAc. The aqueous layer was separated and extracted with EtOAc (1 x 60 mL). The combined EtOAc layers were washed with brine (Ix 20 mL), dried (MgSO4), filtered and concentrated in vacuo to give 2.88 g of Preparation 65B in 94% yield. [00497] HPLC: 2.84 min (RT)(Chromolith SpeedROD column 4.6 x 50 mm, 10- 90% aqueous MeOH over 4 minutes containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm). MS (ES): m/z=238 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta ppm 10.4 (s, IH, NH) 7.96 (s, IH) 7.91 (s,l H) 7.50 (s, IH), 2.09 (s, 3H).

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:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/3077; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29242-84-0, 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. 29242-84-0, name is 2-Chloro-4-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 4 N2-(2-chloro-4-methoxyphenyl)-N4,N4-dipropyl-5,7-dihydrofura[3,4-d]pyrimidine-2,4-diamine: [Show Image] A mixture of the compound prepared in Example 3 (300 mg) and 2-chloro-4-methoxyaniline (554 mg) was reacted for 60 minutes by microwave (90 watt, 120C). The reaction mixture was cooled to room temperature, and poured into a mixed solution of ethyl acetate / a saturated aqueous solution sodium bicarbonate and then the mixture was extracted by ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (toluene : ethyl acetate = 20 :1 ? hexane : ethyl acetate = 8 : 1 ? 6 : 1) to give the title compound (385 mg) as a pale yellow powder having the following physical data. TLC: Rf 0.29 (hexane : ethyl acetate = 4 : 1); 1H-NMR (300MHz, CDCl3): delta 0.93, 1.59, 3.30, 3.79, 4.82, 5.18, 6.81, 6.94, 7.03, 8.28.

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, 2-Chloro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1666468; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, 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. Safety of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (200 mg, 0.82 mmol) was combined with triethylborane (1M in THF, 2 mL, 2 mmol), K2C03 (283 mg, 2.05 mmol) and Pd(PPh3)4 (92 mg, 0.08 mmol ) in DMF (3 mL). The reaction vessel was degassed and then charged with nitrogen three times. The mixture was stirred at 100 C for 5 h. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0- 35% EtOAc in petroleum ether to yield 6-chloro-8-ethyl-2-methylimidazo[l,2-b]pyridazine (80 mg, 50%). MS m/z 196.0, 198.0 [M+H]+.

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 450-89-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 450-89-5 name is 2-Chloro-5-fluoroanisole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 1-chloro-4-fluoro-2-methoxy-benzene (12.9 g, 80 mmol) in 1,2- dichloroethane (80 mL) at room temperature, CHLOROACETYL chloride (7.7 mL, 96 MMOL) and aluminium trichloride (21.4 g, 0.16 MMOL) were added. The solution was heated to 70C and stirred at this temperature for 3h under nitrogen. After cooling to room temperature, the reaction mixture was carefully poured onto crushed ice and extracted with DCM (2 x 150 mL). Washing of the organic layers with brine (200 mL) followed by drying (NA2SO4) and removal of the solvent in vacuo afforded a crude which was purified by flash chromatography eluting with 20% cyclohexane in ethyl acetate. The oil collected (8 g) was a mixture containing the title compound together with 2-CHLORO-4-(2-CHLORO-ACETYL)-5-FLUORO-PHENYL CHLOROACETATE. The mixture (7.8 g) was dissolved in methanol (100 mL) and a 2M aqueous solution of sodium carbonate (45 mL) was added. The solution was stirred at room temperature for 1H then the organic solvent was removed under vacuum and the remaining solution was acidified with a 5% aqueous solution of HCI, extracted with DCM (120 mL), washed with brine (80 mL) and dried (NA2SO4). Removal of the solvent in vacuo afforded the title compound (D37) as a brown solid (6.8 g, 38%). MS; (EI) M/Z : 222 [M] +. C8H5CI2FO2 requires 222. ‘H-NMR (500 MHz, DMSO-D6) 8 : 11.8 (bs, 1H), 7.87 (d, 1H), 6.83 (d, 1H), 4.94 (d, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-fluoroanisole, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/46124; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60811-17-8, name is 5-Bromo-2-chloroaniline, 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 60811-17-8, Quality Control of 5-Bromo-2-chloroaniline

Step 1: N-(5-Bromo-2-chloro-phenyl)-benzenesulfonamide; To a stirring solution of 5-Bromo-2-chloroaniline (100 mg, 0.48 mmol) in DCM (5 ml) is added benzenesulfonyl chloride (280 mg, 202 ul, 1.58 mmol) and pyridine (195 ul, 2.42 mmol). The reaction mixture is stirred at room temperature for 18 hours. EtOAc (20 ml) is added and the reaction mixture is washed with 0.1m HCl (20 ml), the phases are separated and the organic portion is washed with water (3x), dried over MgStheta4, concentrated in vacuo and dried in a vacuum oven to afford the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-chloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; WO2009/13348; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4261-67-0, 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 4261-67-0 as follows.

EXAMPLE 10 A mixture of 1-chloro-3-(dimethylamino)-2-methylpropane hydrochloride (200 g), thiourea (97.3 g) and ethanol (950 ml) was stirred and heated under reflux for 72 hours. The solution was allowed to cool and the solvent was removed in vacuo. The residue was dissolved in a small volume of ethanol and ether was added until the first permanent opalescence was observed. The mixture was stored at 4° C. for 16 hours. The solvent was removed in yacuo to afford a waxy/oily solid which was dried in vacuo over calcium chloride for 48 hours, then triturated with propan-2-ol. The resulting solid was collected by filtration, washed with propan-2-ol, and dried in vacuo to give S-[3-(dimethylamino)-2-methylpropyl]isothiourea dihydrochloride as a pale brown solid (90 g).

According to the analysis of related databases, 4261-67-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Knoll Aktiengesellschaft; US5652271; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics