Tag: M.W=200-300

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. 1205-71-6, name is 4-Chloro-N-phenylaniline, A new synthetic method of this compound is introduced below., Formula: C12H10ClN

General procedure: 0.248 g (1.00 mmol) of (4-bromophenyl) phenylamine, 0.176 g (1.05 mmol) of 9H-carbazole,4.6 mg (5.0 mumol) of tris (dibenzylideneacetone) dipalladium,14.9 mg (35.0 mumol) of 2- (di-tert-butylphosphino) -2 ‘, 4′, 6′-triisopropyl-1,1’-biphenyl,After 0.144 g (1.50 mmol) of sodium tert-butoxide and 3 mL of o-xylene were added, the inside of the reaction system was replaced with argon gas.Thereafter, the mixture was heated to 140 C. and stirred for 15 hours. After cooling to room temperature, the reaction was stopped by adding 25 mL of water. Further, 20 mL of ethyl acetate and 9- (p-tolyl) -9H-carbazole as an internal standard were added and stirred until the ethyl acetate layer became homogeneous.The ethyl acetate layer (0.2 mL) was collected, diluted with tetrahydrofuran 4 mL, and the conversion of (4-bromophenyl) phenylamine was 99% or more by HPLC analysis,It was confirmed that 98% of 9- [4- (phenylamino) phenyl] -9H-carbazole was formed relative to (4-bromophenyl) phenylamine.

The synthetic route of 1205-71-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAGAMI CHEMICAL RESEARCH INSTITUTE; TOSOH CORPORATION; YAMAKAWA, TETSU; OHTSUKA, YUKI; MIYAZAKI, TAKANORI; (28 pag.)JP2018/90563; (2018); A;,
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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. 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

Following the procedure described in Example 12,Was reacted with 0.84 g (0.0075 mmol) of N-cyanoethyl ester from 1.03 g (0.005 mol) of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride,To give 0.8 g of a white solid, A mixture of 1.2 g (0.004 mol) of 2-chloro-4,5,6,7-tetrahydrothiazole [5,4-c] pyridine trifluoroacetate,0.67 g (0.006 mol)N-cyanoethyl esterWas added to a reaction flask equipped with 30 ml of methanol,0.73 g (0.0048 mol) of DBU was added,Heating to reflux reaction,After 2 hours the TLC monitoring reaction was complete,Cooling white solid precipitation,

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 766545-20-4.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research and Development Co., Ltd.; Yang, Jichun; Li, Miao; Fan, Xiaoxi; Yang, Fan; Li, Keke; Liu, Zhangling; (46 pag.)CN106467538; (2017); A;,
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17318-08-0, name is 5-Bromo-1,3-dichloro-2-fluorobenzene, 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. Recommanded Product: 5-Bromo-1,3-dichloro-2-fluorobenzene

1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethan-1-one (Intermediate Compound 9) (0328) (0329) 9 (0330) [0164] To a cooled (10 C) solution of 1-bromo-3,5-dichloro-4-fluorobenzene (1.10 kg, 4.51 mol) in THF (9.70 L) was added /-PrMgCI LiCI (3.64 L, 4.74 mol, 1.3 molar) while maintaining the internal temperature at < 20 C. The reaction was stirred for 2 hours with an internal temperature of 18 C, before cooling to - 9 C. Methyl trifluoroacetate (499 ml_, 4.96 mol) was added while maintaining the internal temperature < 10 C. Reaction was warmed to 20 C and stirred for 3 hours before it was quenched with 4 molar HCI (1.50 L). The biphasic mixture was stirred 2 hours before it was diluted with heptane (4 L). The reaction was mixed for 10 min. and the layers allowed to separate. The aqueous layer was removed extracted 1X 2 L EtOAc and the combined organic fractions were washed 1 X 4L 22% aq. NaCI and dried over MgS04 (1.5 kg) for 15 hours. The organic solution was filtered and concentrated in vacuo. The residue was dissolved in toluene (4 L) and concentrated in vacuo. The resultant oil was dissolved in toluene (4 L) and concentrated in vacuo a second time to give 1.06 kg of 1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethan-1-one (89%) that was 91% pure. (0331) [0165] Note that the yields for smaller scale reactions have ranged between 60 - 94% for this experiment. (0332) [0166] 1H NMR (400MHz, CHLOROFORM-d) delta = 8.06 (dd, J=0.8, 6.1 Hz, 2H). (0333) [0167] Note that the hemiacetal hydrate can be detected in the 1H NMR as a doublet at delta = (0334) 7.69. The synthetic route of 17318-08-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; AVISTA PHARMA SOLUTIONS, INC.; SPEAKE, Jason, D.; PANDI, Bharathi; OGBU, Cyprian, O.; ADAMS, Jeffrey, A.; MOORE, III, Joseph, A.; PERALAS, Joe, B.; LI, Keqiang; (50 pag.)WO2017/201134; (2017); A1;,
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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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3,5-Difluorobenzene-1-sulfonyl chloride

General procedure: To a solution of intermediate 13 (10mmol) and triethylamine (15mmol) in dichloromethane (20ml), a solution of appropriate acyl chlorides or sulfonyl chlorides (1.05 eq) in dichloromethane (3ml) was added dropwise at room temperature overnight. The mixture was washed with saturated aqueous sodium bicarbonate and brine. After removing the solvent under reduced pressure, the crude product was purified by flash chromatography on silica gel to yield the intermediates 14a-n, 15a-k, 16a-h, 17a-m. Subsequently, to a solution of the above intermediates (2mmol) in methanol/H2O (75%, 10ml) was added lithium hydrate (2.4mmol). The resulting mixture was allowed to warm up to 60C for 4h. The reaction mixture was allowed to cool to room temperature and concentrated under pressure to remove methanol. The resulting mixture was diluted by water and acidified with aqueous HCl (1mol/L) till pH=3. The white solid was collected by filtration, washed with water three times and dried to give the target compounds.

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 210532-25-5.

Reference:
Article; Guo, Yongzhi; Zhao, Yuqian; Wang, Guan; Chen, Yi; Jiang, Yingnan; Ouyang, Liang; Liu, Bo; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 402 – 418;,
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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, A new synthetic method of this compound is introduced below., Product Details of 19752-55-7

Xphos 42.80mg, at the same time added to a dry 25ml eggplant, and dissolved with toluene, stir. among them,The catalyst was 2.5percent mol of reactant 1 and the ligand was 10percent mol of reactant 1; the catalyst and ligand MoThe ratio is 1: 4.Next, 205.4 mg of 3,5-dichloro-1-bromobenzene (Reactant 1) was added to the bottle at 35 ° C,Continue stirring 3min. Then, 293.95 mg of tris (trimethylsilyl) yttrium (reactant 2) was dissolved with toluene,To obtain a concentration of 0.5mol / L solution, and the solution was added dropwise to the reaction solution by syringe, dropping timeFor 1h. After the addition was completed, continue to react 1h. Among them, tris (trimethylsilyl) yttrium and 3,5-dichloro-1-Bromobenzene molar ratio of 2: 5.Finally, the product was isolated and purified by column chromatography to give the product as a yellow liquid1- (trimethylsilyl)Methyl) -3,5-dichlorobenzene 6A, mass 152.68 mg, 72percent yield, conversion up to 100percent. among themThe eluant used for the column chromatography was a mixed solution of petroleum ether and ethyl acetate, and the molar ratio of petroleum ether and ethyl acetateThe ratio is 1: 0.1.

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; Beijing Institute of Technology; Li Xiaofang; Cai Guilong; Zhou Yuening; He Jianyun; Huang Yingda; (37 pag.)CN104496736; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6579-54-0, 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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 18 2,6-dichloro-N-[(3R)-1-cyano-3-pyrrolidinyl]benzenesulfonamide To a chilled (0 C.) solution of 1,1-dimethylethyl (3R)-3-amino-1-pyrrolidinecarboxylate (0.085 ml, 0.0501 mmol) in THF (1 ml) was added triethylamine (0.275 ml, 1.97 mmol) and 2,6-dichlorobenzenesulfonyl chloride (0.1235 g, 0.50 mmol). The reaction mixture was stirred at room temperature overnight, then diluted with water, extracted with DCM and concentrated. To the residue was added 4N HCl in 1,4-dioxane (3.0 ml). After stirring at room temperature overnight, the solvent was evaporated, the residue diluted with DCM (10 ml), and mixed with DIEA (0.2 mL, 1.15 mmol) and BrCN (0.40 mL, 1.2 mmol). The resultant mixture was stirred at room temperature overnight. The solvent was evaporated under vacuum and the solid purified by preparatory HPLC (without TFA) to afford the title compound (0.0412 g). LC-MS: m/z, 320 (M+H), rt 1.66 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, 2,6-Dichlorobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DENG, Jianghe; Laine, Dramane Ibrahim; McCleland, Brent W.; Palovich, Michael R.; Petitjean, Emilie Veronique; US2009/264499; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, 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. Recommanded Product: 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

In an inert atmosphere, 506 mg (2.2 mmol) of intermediate 1 , 1 g (2.3 mmol) of the crude 2-stannylbenzofurane, 41 mg (0.22 mmol) copper (.) iodide and 76 mg (0.1 1 mmol) bis(triphenylphosphine) palladium(ll)chloride in 18 mL of THF is stirred over night at 85 C in a sealed pressure tube. The solvent was evaporated, the obtained solid was digested in methanol and filtered off. The solid remainder was subjected to flash chromatography to yield 282 mg (39%) of the title compound as solid material. 1H-NMR (400 MHz, DMSO-d6), delta [ppm]= 3.99 (3H), 7.02 (1 H), 7.23 (1 H), 7.35 (1 H), 7.55 (1 H), 7.62 (1 H), 8.37-8.43 (6H).LCMS (Method 1 ): R, = 1 .29 min; MS (ESIpos) m/z = 300 [ +H]

The synthetic route of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; KNUT, Eis; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark; BOeMER, Ulf; GUeNTHER, Judith; FANGHAeNEL, Joerg; KORR, Daniel; WO2012/163942; (2012); A1;,
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Electric Literature of 19752-55-7,Some common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

Intermediate 1-2 (6.0 g, 0.018 mol) in intermediate 1-3 (3.3 g, 0.008 mol), Pd (pph3) 4 (1.0 g, 0.0009 mol), potassium carbonate (6.5 g, 0.036 mol) in THF 130 mL of insert was reacted with stirring for 4 hours at 65 °C. After the end of the reaction H2O: column purification after determination in MC (n-HEXANE: MC) to compound 1 to afford 9.3 g (71percent). Intermediate 1-2 (6.0 g, 0.018 mol) in 1-bromo-3 ,5-dichlorobenzene (1.8 g, 0.008 mol) into the Example 1-Preparation Example 4 in the same manner used in the synthesis to give the 3.1 g (yield 73percent)

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; P&H Tech; Hyeon, Seo Young; Chong, Song Wook; Kim, Dong Won; (52 pag.)KR2015/137265; (2015); 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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of (2-Chloro-3-(trifluoromethyl)phenyl)methanamine

Example 51 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-[4- (trifluoromethyl)-2-pyrimidinyl]-4-imidazolidinecarboxamide (E51) (in a form obtainable or prepared from (4S)-2-oxo-3-{[(phenylmethyl)oxy]carbonyl}-4- imidazolidinecarboxylic acid); A mixture of crude 3-methyl-2-oxo-1-[4-(trifluoromethyl)-2-pyrimidinyl]-4- imidazolidinecarboxylic acid (10 ml of 0.05M solution in DCM, 0.5 mmol), N- ethylmorpholine (0.383 ml, 3.00 mmol), 1-hydroxybenzotriazole hydrate (92 mg, 0.600 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (115 mg, 0.600 mmol) was stirred at room temperature for 10 minutes. A solution of {[2- chloro-3-(trifluoromethyl)phenyl]methyl}amine (105 mg, 0.5 mmol) in dichloromethane (1 ml) was added and the reaction stirred at room temperature for 18 hours. The reaction mixture was diluted with dichloromethane and the solution was washed with saturated sodium hydrogen carbonate solution, water, aqueous citric acid, water and brine, dried and evaporated. The residue was purified by silica gel chromatography eluting with 0-10% methanol in dichloromethane. The residue was triturated with ether and the resulting solid was collected and dried to give N-{[2- chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-[4-(trifluoromethyl)-2- pyrimidinyl]-4-imidazolidinecarboxamide (150 mg, 62%). LC/MS [M+H]+ = 482, retention time 2.81 minutes.

According to the analysis of related databases, 39226-96-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 468075-00-5, 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 468075-00-5 as follows.

A mixture of 2-bromo-1-chloro-4-(trifluoromethoxy)benzene (5.00 g, 18.15 mmol), Pd(dppf)Cl2.CH2Cl2 (1.48 g, 1.82 mmol) and Et3N (7.55 mL, 54.45 mmol) in EtOH (30.00 mL) was degassed, and refilled with CO. The reaction was stirred under CO (50 psi) for 16 hours at 80 C. The reaction mixture was diluted with EtOH (20 mL), filtered through Celite, concentrated, and purified by flash chromatography on silica gel (EtOAc in PE = 0% ~ 5%) to afford A-94 (2.40 g, 8.93 mmol) as an oil. H NMR (400MHz, CDC13) _ = 7.66 – 7.59 (m, 1H), 7.42 (d, 1H), 7.24 – 7.19 (m, 1H), 4.36 (q, 2H), 1.35 (t, 3H).

According to the analysis of related databases, 468075-00-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics