Author: Jessica.F

Electric Literature of 1303587-99-6, 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. 1303587-99-6, name is 2-Chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Synthesis ofN-(3-methoxy-4-(2-methylpyridin-4-yl) phenyl)-, 8-dihydro-6H-pyrimido [5, 4- b] [I, 4] oxazin-2-amine [0350] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (1 g, 5.81 mmol) in isopropyl alcohol (20 mL) under argon atmosphere were added 3- methoxy-4-(2-methylpyridin-4-yl) aniline (1.2 g, 5.81 mmol) and concentrated hydrochloric acid (12M, 0.5 mL) at RT. The reaction mixture was stirred at 120 C for 48 h in a sealed tube. After completion of the reaction (monitored by TLC), the volatile components were removed in vacuo. The resultant residue was basified with a saturated sodium bicarbonate solution (50 mL) and extracted with a 10% MeOH:CH2Cl2 solution (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography using 6% MeOH:CH2Cl2 to afford N-(3-methoxy-4-(2-methylpyridin-4-yl) phenyl)-7, 8-dihydro-6H- pyrimido [5, 4-b] [1, 4] oxazin-2-amine (950 mg, 47%) as a pale yellow solid. 1H-NMR (DMSO-d6, 500 MHz): delta 8.96 (s, IH), 8.36-8.35 (m, IH), 7.73 (s, IH), 7.51 (s, IH), 7.37 (d, 2H), 7.33 (s, IH), 7.29-7.28 (m, IH), 7.21 (d, IH), 4.07-4.05 (m, 2H), 3.78 (s, 3H), 3.45-3.43 (m, 2H), 2.47 (s, 3H); LC-MS: 350.2 (M+1); (column; X-Bridge C-18 (50 3.0 mm, 3.5 mupiiota); RT 2.47 min. 0.05% aq TFA: ACN; 0.80 mL/min); UPLC (column; Acquity UPLC BEH C-18 2.1 X 50 mm, 1.7 mupiiota); RT 1.20 min. ACN: 0.025% TFA (Aq); 0.50 mL/min; TLC: 10% MeOH:CH2Cl2 (R/. 0.6).

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-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 63624-28-2, These common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, 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 ethyl 6-amino-9-ethyl-1-methyl–carboline-3-carboxylate 11a (1.0 mmol) and 3,4-dimethoxybenzene sulfonylchloride (1.0 mmol) in DMF (5 mL) was stirred for 5min at room temperature, followed by the addition of pyridine(4.0 mmol) was added. The mixture was stirred for an additional0.5 h. After adding ice water (10 mL), the mixture wasextracted with EtOAc (320 mL). The organic phase waswashed with brine (220 mL), dried over anhydrous Na2SO4,and concentrated in vacuum. The residue was purified oversilica column chromatography using petroleum ether (PE) :EtOAc (1:1, v/v) as eluent to afford the title compound 12a.

Statistics shows that 2,4-Dimethoxybenzene-1-sulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 63624-28-2.

Reference:
Article; Chen, Jing; Du, Wenting; Tao, Xuefen; Huang, Jiawei; Song, Yuliang; Ying, Huazhou; Letters in drug design and discovery; vol. 10; 9; (2013); p. 879 – 885;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H3ClF2O2S

To a solution of 3,5-difluorobenzenesulfonyl chloride (25 g, 0.117 mol) in THF (150 rnL) was added 35% aq. NH4OH (120 rnL) over 1 h in an ice-bath. After the reaction was complete, it was evaporated in vacuo. To a solution of this residue in water (150 mL) was added 2N HCl (1 mL). After stirring 1 h, the reaction mixture was filtered and dried under high vacuum to give 3,5-difluorobenzenesulfonamide as a light brown solid (19.9 g, 88%). 1H NMR (400MHz, CDCl3) delta 7.49-7.44 (m, 2H), 7.04-6.99 (m, 2H).

The synthetic route of 210532-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; BOLLU, Venkataiah; BOREN, Brant, Clayton; DALGARD, Jackline, Eve; FLATT, Brenton, T.; HAQ, Nadia; HUDSON, Sarah; MOHAN, Raju; MORRISSEY, Michael; PRATT, Benjamin; WANG, Tie-lin; WO2010/93845; (2010); 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. 14862-52-3, name is 3,5-Dibromochlorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3Br2Cl

1-chloro-3,5-dibromobenzene (5.40 g, 20 mmol) and 3-pyridine boronic acid (5.17 g, 42 mmol) were added to a 100 mL three neck round bottom flask. To this flask, dioxane (80 mL) and aqueous K2CO3 (2 N, 40 mL) were added. The mixture was stirred and degassed with a steam of argon for 30 minutes. Then under argon atmosphere, 200 mg (0.16 mmol) Pd(PPh3)4 was added. The mixture was brought to 100 C. and stirred overnight. The next day, solvent was removed by roto-evaporation and residue was suspended into an equal amount of water (50 mL) and CH2Cl2 (50 mL). The organic layer was separated from aqueous layer and washed with brine (50 mL×3). After drying over Na2SO4, and removal of drying agent, 5.33 g transparent liquid 3,3′-(5-chloro-1,3-phenylene)dipyridine (100%, Compound L) was obtained. 1H NMR (400 MHz, CDCl3) 8.91 (s, 2H), 8.69 (d, 2H), 7.95 (d, 2H), 7.66 (s, 1H), 7.63 (s, 2H), 7.50-7.44 (m, 2H).

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; General Electric Company; US2010/331547; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13078-79-0,Some common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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 26 (100mg, 0.27mmol), 4-tolylmethanamine (100mg, 0.08mL, 0.81mmol), BOP reagent (120mg, 0.27mmol), and triethylamine (80mg, 0.11mL, 0.81mmol) in anhydrous DMF (5mL) was stirred at 25C for 12h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and filtered. Removal of the solvent gave a residue that was purified by column chromatography (silica gel, ethyl acetate:n-hexane=1:2 as eluent) to furnish 4 (70mg, 56%), mp 240-242C (from ethanol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Chlorophenyl)ethanamine, its application will become more common.

Reference:
Article; Famiglini, Valeria; La Regina, Giuseppe; Coluccia, Antonio; Pelliccia, Sveva; Brancale, Andrea; Maga, Giovanni; Crespan, Emmanuele; Badia, Roger; Clotet, Bonaventura; Este, Jose A.; Cirilli, Roberto; Novellino, Ettore; Silvestri, Romano; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 101 – 111;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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 2106-02-7, Product Details of 2106-02-7

[3452] A solution of 2-chloro-4-fluoroaniline ( 1.000 g, 6.870 mmol), methyl 4-(bromomethyl)-3-fluorobenzoate ( 1.867 g, 7.557 mmol) and potassium carbonate ( 1.899 g, 13.740 mmol) in acetonitrile ( 10 mL) was stirred at the room temperature for 15 hr, filtered to remove solids, and concentrated under the reduced pressure. The residue was chromatographed (Si02, 40 g cartridge; ethyl acetate / hexane = 0 % to 10 %) to give methyl 4-(((2-chloro-4-fluorophenyl)amino)methyl)-3-fluorobenzoate as green solid (0.974 g, 45.5 %).

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-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; KIM, Yuntae; LEE, Chang Sik; SONG, Hyeseung; GWAK, Dal-Yong; LEE, Jaeyoung; OH, Jung Taek; LEE, Chang Gon; KIM, II Hyang; (1041 pag.)WO2017/23133; (2017); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6276-54-6, A common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, molecular formula is C3H9Cl2N, 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.

Add 750 g of dimethyl sulfoxide to the reaction flask.420 g (2.196 mol) of compound 1 (prepared in Example 3) are added,Add 340g (8.5mol) of sodium hydroxide, heat, raise the temperature to about 90 C, add 14g of potassium iodide,Under stirring, 340 g (2.615 mol) of 3-chloropropylamine hydrochloride was added in portions, and the reaction was incubated at 100-110 C. for 20 hr.After confirmation of the reaction, 1000 g of water was added, pH=10~11 was adjusted with concentrated hydrochloric acid, and the mixture was stirred for about 1.5 hr. The mixture was allowed to stand for liquid separation. The aqueous phase was extracted once with 800 g of toluene. The organic phase was combined and used 50 kg of sodium chloride. The aqueous solution was washed once, and the liquid was separated. The organic solvent was concentrated and the solvent was weighed to obtain 500 g of an oil (theoretical amount: 545.38 g). Yield: 91.7%.

The synthetic route of 6276-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Inner Mongolia Jingdong Pharmaceutical Co., LTD.; Guo, Rong Yao; Wang, Xiao Feng; Inner Mongolia Jingdong Pharmaceutical Co., Ltd.; Guo Rongyao; Wang Xiaofeng; (11 pag.)CN107698538; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 627-42-9, These common heterocyclic compound, 627-42-9, name is 2-Methoxyethyl chloride, 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.

From the vacuum dryer D0201 out of 3,4-dihydroxybenzonitrile into the reactor R0301,Into the solvent acetone, the raw material 3,4-dihydroxybenzonitrile was dissolved under sufficient stirring,Then followed by adding potassium iodide and anhydrous potassium carbonate, the reaction was heated 9h after reflux, sample sampling by the sampling port 03001,The reaction was stopped completely after the reaction of the raw material, the reaction liquid through the material pump P0301 into the filter F0301,Remove the solid anhydrous potassium carbonate, the filtrate into the vacuum dryer D0301,After vacuum drying solvent acetone recovery, the acetone recovered into the acetone recovery tank V0301,After the acetone is recovered, the product 3,4-bis (2-methoxyethoxy) benzeneacetonitrile is obtained,The product 3,4-bis (2-methoxyethoxy) benzeneacetonitrile exits vacuum dryer D0301.

The synthetic route of 627-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yancheng Normal College; Nanjing Tech University; Han Qing; Gu Huiwen; Sui Jingjiao; Yin Zijian; Sun Yaquan; (13 pag.)CN106957274; (2017); A;,
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. 38762-41-3, name is 4-Bromo-2-chloroaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H5BrClN

2-Fluoro-4-bromoaniline (3.83 g, 18.55 mmol) was added to a reaction flask, then anhydrous tetrahydrofuran (20 ml) was added, and the mixture was cooled to -78 C with a dry ice ethanol bath, and LiHMDS (55.65 ml, 55.65 mmol), after reacting at -78 C for 30 minutes, methyl 2-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylate (4.00) was added. g, 18.55 mmol), after completion, the reaction was stirred at -78 C for 1 hour. After the completion of the reaction, the mixture was stirred at room temperature, and the reaction was quenched with saturated aqueous ammonium chloride.Column chromatography to obtain compounds(6.0 g, yield: 83.9%).

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; BINJIANG PHARMA INC; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; TIAN HONGQI; Tian Hongqi; (39 pag.)CN109988105; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics