Author: Jessica.F

Application of 25186-47-4,Some common heterocyclic compound, 25186-47-4, name is 3,5-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.

EXAMPLE 5 4-(1-Naphthoyl)-3,5-dichlorotoluene To a stirred, cold (-60 C.) solution of 3,5-dichlorotoluene (3.5 g, 21.7 mmol) in dry tetrahydrofuran (30 ml), 2.6 M n-butyllithium in hexane (8.78 ml, 22.8 mmol) was added dropwise over 15 minutes. The reaction mixture was stirred for one hour at -60 C. and then treated with a solution of 1-naphthoyl chloride (4.14 g, 21.7 mmol) in 15 ml of dry tetrahydrofuran over a period of 15 minutes. The mixture was stirred for 3.5 hours at -60 C. and then quenched with 4.8 ml of saturated NH4 Cl solution. The mixture was permitted to warm to room temperature and then diluted with 30 ml of water and 30 ml of ether. The layers were thoroughly mixed and then separated. The etheral layer was backed-washed with brine and dried with anhydrous magnesium sulfate. Concentration afforded 7.12 g of crude product which was chromatographed on silica gel (20:1 hexane:ethyl acetate) to give 1.59 g (23 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichlorotoluene, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US4923885; (1990); A;,
Chloride – Wikipedia,
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Related Products of 120758-03-4, 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. 120758-03-4, name is 2-Chloro-3,5-dimethoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 61 {5-[(2-Chloro-3,5-dimethoxy-phenylimino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl}-ethyl-amine Into a solution of 3.78 g (20.2 mmol) of 2-chloro-3,5-dimethoxy-phenylamine in 110 mL of toluene was added 3.97 g (20.15 mmol) of 4-ethylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde. The reaction vessel was equipped with a Dean-Stark trap, and the reaction was warmed to reflux. After 3 hours, two drops of concentrated sulfuric acid were added to the reaction. The reaction was refluxed overnight then concentrated in vacuo to give 7.36 g (93%) of the title compound, which was used as is in the following example: mp 196.5-198.5 C. MS (APCI) (m+1)/z 367.0.

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-3,5-dimethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dobrusin, Ellen Myra; Hamby, James Marino; Kramer, James Bernard; Schroeder, Mel Conrad; Showalter, Howard Daniel Hollis; Toogood, Peter; Trumpp-Kallmeyer, Susanne A.; US2004/44012; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 892845-59-9, These common heterocyclic compound, 892845-59-9, name is 1-Bromo-2-chloro-4-(trifluoromethoxy)benzene, 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.

To a solution of 1 -Bromo-2-Chloro-4-(trifluoromethoxy)benzene (300 mg) in dry THF (1.3 mL) was added isopropylmagnesium chloride lithium chloride complex solution (1.3 M in THF, 1.0 mL) at 0 C and the resulting mixture was stirred at ambient temperature for 2 h. Trimethyl borate (244 pL) was added at 0 C and the reaction mixture was stirred at ambient temperature for 1 h. HCI (0.1 M, 1 mL) was added and the mixture was extracted with EtOAc. The combined organic layers were dried and the volatiles were removed under reduced pressure to yield the desired compound (77% yield).

The synthetic route of 892845-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; NORDHOFF, Sonja; WACHTEN, Sebastian; KLESS, Achim; VOSS, Felix; RITTER, Stefanie; WO2014/108336; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 102170-53-6, A common heterocyclic compound, 102170-53-6, name is 4-Bromo-5-chloro-2-methoxyaniline, molecular formula is C7H7BrClNO, 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.

Example 20: Preparation of N-[4-(5-chloro-2-methylbenzoxazol-6-yl)phifluorophenyl)carboxamide (57):; Preparation of 2-amino-5-bromo-4-chlorophenol (53): To a suspension of 4- bromo-3-chloro-6-methoxyaniline (52) (5g, 21.1 mmol) in 50 ml DCM was added 1 M BBr3 in DCM (43 ml, 43 mmol) at 0C. The reaction mixture was stirred at r.t. for 3h, which turned to a light brown solution and back to a light brown suspension. After quenched with aq. sodium bicarbonate solution, the mixture was extracted with EA. The org. phase was washed with brine, dried over sodium sulfate, concentrated to dryness to give 4.746g 53 as light brown solid. Yield: 100%, purity > 95%.

The synthetic route of 102170-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALCIMEDICA, INC.; WHITTEN, Jeffrey P.; PEI, Yazhong; CAO, Jianguo; WANG, Zhijun; ROGERS, Evan; DYCK, Brian; GREY, Jonathan; WO2011/139765; (2011); A2;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 10541-69-2, name is (2,5-Dichlorophenyl)methanamine, molecular formula is C7H7Cl2N, 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 C7H7Cl2N

The title compound was obtained in analogy to example 1, using 2, 5-dichlorobenzylamine as R4-CH2-NH2, 2,2,3,3,3-pentafluoro-propylamine as R1R2NH and 2-(bromomethyl)-tetrahydro-2H-pyran as R3-(CH2)m-Br, MS (ISP): 500 (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 10541-69-2, its application will become more common.

Reference:
Patent; Mayweg, Alexander; Narquizian, Robert; Pflieger, Philippe; Roever, Stephan; US2005/250769; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 450-96-4, A common heterocyclic compound, 450-96-4, name is 1-Chloro-2-(trifluoromethoxy)benzene, molecular formula is C7H4ClF3O, 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.

To a solution of 1 -chloro-2-(trifluoromethoxy)benzene (2.54 mmol) in 10 mL THF were added 1.42 mL n-BuLi (2.5 M solution in hexane) at -78C. After 40 min, a solution of iodine (2.8 mmol) in 2.5 mL THF was added and stirring was continued at RT overnight. The reaction was quenched with water under cooling and extracted with EtOAc (3x). The combined organic layers were dried over MgS04 and concentrated in vacuo. Purification by CC (KP-SIL from Biotage) using Hept to Hept/EtOAc (4/1 ) gives the desired compound (in a regioisomeric mixture as the major product) as colorless oil. LC-MS (A): tR = 0.99 min; 1H NMR ((CD3)2SO) delta: 7.98 (dd, 1 H), 7.70 (dd, 1 H), 7.21 (t, 1 H).

The synthetic route of 450-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; KIMMERLIN, Thierry; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; WO2013/14587; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 74788-46-8,Some common heterocyclic compound, 74788-46-8, name is 1-(4-Chlorophenyl)propan-1-amine, molecular formula is C9H12ClN, 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.

Example 3: 4-amino-N-Q-(4-chlorophenyl)propyl)-l-(7H-pyrrolo[2.,3-dlpyrimidin-4- yl)piperidine-4-carboxamideO-(7-Azabenzotriazol- 1 -yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.209 g) was added in one portion to 4-(tert-butoxycarbonylamino)-l-(7H-pyrrolo[2,3- d]pyrimidin-4-yl)piperidine-4-carboxylic acid (Intermediate 1) (0.181 g), l-(4- chlorophenyl)propan-l -amine (0.085 g) and DIPEA (0.262 mL) in DMA (10 mL) at 250C under nitrogen. The resulting solution was stirred at 6O0C for 4 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using IN ammonia/MeOH and pure fractions were evaporated to dryness. This crude material was then treated with a 20% solution of TFA in DCM (10 mL) and stirred at room temperature for 2 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using IN ammonia/MeOH and pure fractions were evaporated to dryness. This material was purified by preparative LCMS using decreasingly polar mixtures of water (containing 1% ammonia) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford 4-amino-N-(l-(4-chlorophenyl)propyl)-l- (7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide as a white solid (0.138 g, 66.8 %).1U NMR (400.13 MHz, DMSOd6) delta 0.87 (3H, t), 1.42 – 1.55 (2H, m), 1.72 – 1.79 (2H, m), 1.91 – 2.05 (2H, m), 2.21 (2H, s), 3.54 – 3.62 (2H, m), 4.38 – 4.45 (2H, m), 4.65 – 4.70 (IH, m), 6.61 (IH, dd), 7.18 (IH, dd), 7.32 – 7.37 (4H, m), 8.31 (IH, d), 8.12 (IH, s). MS m/e MH+ 413.

The synthetic route of 74788-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/47563; (2009); A1;,
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. 29242-84-0, name is 2-Chloro-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H8ClNO

To 80 mmol of compound 12 we added in succession 40 mL of water and 20 mL of conc. HCl. The suspension that formed was cooled on an ice bath, after which a solution of 85 mmol of NaNO2 in 40 mL of water was added to it under stirring over the course of 1 h. The solution was stirred for 15 min, and urea was then added until nitrogen no longer evolved. The resulting diazonium salt solution was added in small portions to a stirred solution of 120 mmol of KI in 40 mL of water at 0-5.To bring the reaction to completion, the mixture was heated at 60 for 10 min, cooled, 20% NaOH was then added, and the product was extracted with dichloromethane (3×50 mL). The organic layer was successively washed with 5% NaHSO3 (50 mL) and water (50 mL), dried over MgSO4, and distilled in a vacuum. Yield 45%, mp 136-138 (20 mmHg). 1NMR spectrum, delta, ppm: 3.80 s (3H, OCH3), 6.59 d.d(1H, J = 8.8, 2.9 Hz), 7.04 d (1H, J = 2.9 Hz), 7.68 d(1H, J = 8.8 Hz).

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 29242-84-0.

Reference:
Article; Khaibulova, T. Sh.; Boyarskaya; Polukeev; Boyarskii; Russian Journal of General Chemistry; vol. 86; 10; (2016); p. 2318 – 2324; Zh. Obshch. Khim.; vol. 86; 10; (2016); p. 1670 – 1677,8;,
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. 155535-20-9, name is 2-Chloro-5,6,7,8-tetrahydroquinoxaline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Chloro-5,6,7,8-tetrahydroquinoxaline

b) A mixture of intermediate (3), 1-bromo-2,5-pyrolidinedione (0.116 mol) and dibenzoyl peroxide (1.3g) in tetrachloromethane (400ml) was stirred and refluxed for 35 minutes, brought to room temperature and then filtered. The reaction was carried out again using the same quantities. The residues were combined. The solvent was evaporated. The residue (60g) was purified by column chromatography over silica gel (eluent: cyclohexane/EtOAc 85/5; 15-35 mum). Two pure fractions were collected and their solvents were evaporated, yielding 25 g (43%) of (+/-)-5-bromo-2-chloro-5,6,7,8-tetrahydroquinoxaline (interm. 4) and 12 g (21 %) of (+/-)-8-bromo-2-chloro-5,6,7,8-tetrahydroquinoxaline.

According to the analysis of related databases, 155535-20-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; EP1196410; (2004); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2770-01-6, These common heterocyclic compound, 2770-01-6, name is 4-Chloro-1H-imidazo[4,5-c]pyridine, 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.

To improve the selectivity for the ^-substitution by blocking the N7-position with sterically demanded groups, 6-chloro-3-deazapurine (7) was converted to N-protected 3- deazaadenine derivatives (21a-b) (Scheme 2). Our initial attempts to convert the 6-chloride to the N6-amino group by methanolic ammonia or hydrazine/Raney-nickel gave 3-deazaadenine (13) in poor yields. However, the reaction of 7 with NaN3 or LiN3 provided 3-deaza- tetrazolopurine (12)la in about 80% and 82% yields with about 20% of starting material (7), which could not be removed from 12 (Table 1), respectively. The same reaction for 3-deaza- tetrazolopurine (12) was investigated by addition of an ionic liquid (DMF- [emim]BF4).13 LiN3 (20% in water) and DMF-[emim]BF4 ionic liquid (10:1 v/v) at 80 0C for 6 h provided 3- deaza-tetrazolopurine (12) in quantitative yield without 7. The ionic liquid was readily recovered by simple filtration, and recycled.14

Statistics shows that 4-Chloro-1H-imidazo[4,5-c]pyridine is playing an increasingly important role. we look forward to future research findings about 2770-01-6.

Reference:
Patent; UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, INC.; WO2007/47793; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics