Month: July 2021

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. 6940-78-9, name is 1-Bromo-4-chlorobutane, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H8BrCl

31 g of NaH (1.292 mol) was dissolved in 140 ml of DMF in batches under nitrogen blanket and ice bath.Weigh out 3-methyl-6-azauracil 14g (0.110mol),Dissolved in DMF in batches,After stirring for 1 hour,Add 1-bromo-4-chlorobutane 20g,The reaction continued overnight at room temperature.The reaction mixture was then added to ice water and extracted twice with EA.The combined organic phases were washed with brine.It was dried over anhydrous sodium sulfate and concentrated.The residue was purified by silica gel column chromatography.Obtaining a solid product2-(4-Chlorobutyl)-4-methyl-1,2,4-triazin-3,5(2H,4H)-dione (CD-5)9g (0.041mol, yield: 72%)

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; Central South University; Zhong Shian; Peng Wei; Chen Jian; Liu Hui; Li Xiufang; Li Jianbing; Tang Rongdi; (16 pag.)CN108440505; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, Formula: C3H4Cl3NO

REFERENTIAL EXAMPLE 17 4-Amino-7-fluoro-3-(trichloroacetimidoylamino)quinoline diacetate (VIII-1) STR146 To a solution of 1.77 g of 3,4-diamino-7-fluoro-quinoline (V-4) in 20 ml of acetic acid was added 1.94 g of methyl trichloroacetimidate and the mixture was stirred for two hours at room temperature. After concentration under reduced pressure, 10 ml of ethyl acetate was added to the residue, and the mixture was allowed to stand overnight. The crystals precipitated were collected by filtration and washed with ethyl acetate and then a small quantity of ethanol to give 3.75 g (yield: 87%) of the titled compound (VIII-1).

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Reference:
Patent; Shionogi & Co., Ltd.; US4940714; (1990); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 60633-25-2, These common heterocyclic compound, 60633-25-2, name is 2-Bromo-4-chloro-1-methoxybenzene, 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.

Palladium acetate(21mg, 7mol%) was added to a solution of 2-bromo-4-chloroanisole(300mg, 1.4mmol), styrene(211mg, 2mmol), triethylamine(13 muL, 0.1mmol) and triphenylphosphine(50mg, 1.9mmol) in acetonitrile(6mL), and the mixture was refluxed for 8 hours under argon atmosphere. After the reaction mixture was cooled to room temperature, the solvent was concentrated under reduced pressure and the obtained residue was diluted with ethyl acetate(15mL). After the solution was washed successively with 2N hydrochloric acid, water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel(n-hexane:ethyl acetate=10:1) to give the title compound(118mg, 35.6%) as a white powder.1H-NMR(CDCl3):d 3.85(3H, s), 6.80(1H, d, J=8.8Hz), 7.08(1H, d, J=16.8Hz), 7.17(1H, dd, J=8.8, 2.5Hz), 7.20-7.42(4H, m), 7.51-7.55(3H, m).

The synthetic route of 60633-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Institute of Medicinal Molecular Design, Inc.; EP1514544; (2005); A1;,
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. 60811-18-9, name is 4-Bromo-1-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

Magnesium (2.43 g) and iodine (10 mg) were added to tetrahydrofuran (40 ml) and a solution of 4-bromo-1-chloro-2-fluorobenzene (21.0 g) in tetrahydrofuran (40 ml) was added dropwise, and the mixture was stirred at room temperature for 1 hr to give a Grignard’s reagent. The reaction mixture was ice-cooled and copper iodide (1.90 g) was added. 3-Chloro-2-methyl-1-propene (14.8 ml) was added and the mixture was stirred at room temperature for 1 hr. The reaction mixture was ice-cooled and saturated aqueous ammonium chloride solution (10 ml) was added. The mixture was stirred at room temperature for 20 min and magnesium sulfate (40 g) was added. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Hexane (100 ml) was added to the obtained residue and insoluble materials were filtered off. The resulting solution was concentrated under reduced pressure to give the title compound (16.9 g). 1H-NMR (300 MHz, deltappm, CDCl3) 7.40-7.20(1H, m), 6.99(1H, dd, J=9.9, 1.8 Hz), 6.91(1H, d, J=8.1 Hz), 4.84(1H, s), 4.73(1H, s), 3.28(2H, s), 1.66(3H, s).

The synthetic route of 60811-18-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JAPAN TOBACCO INC.; US2005/32796; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 83121-15-7, These common heterocyclic compound, 83121-15-7, name is 3,5-Dichloro-2,4-difluoroaniline, 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.

c. Preparation of 2,4-difluoro-1,3,5-trichlorobenzene 31.1 g of 3,5-dichloro-2,4-difluoroaniline (0.157 mol) was added to 100 ml of a solution of concentrated hydrochloric acid and water (1:1) at 70 C. The resulting mixture was stirred to be a slurry and cooled to 0-5 C. To the mixture was added 11.6 g of aqueous solution of sodium nitrite (0.165 mol) over 30 minutes. The resulting solution was added to a solution of CuCl (0.188 mol) and hydrochloric acid (100 ml). The reaction mixture was stirred for 2 hours and kept overnight. Fractions obtained by wet-distillation were extracted with toluene. The extract was washed successively with 10% aqueous solution of NaOH, concentrated sulfuric acid and water, dried over sodium sulfate and evaporated. The residue was recrystallized from toluene to give 27.7 g of 2,4-difluoro-1,3,5-trichlorobenzene (0.127 mol) in 81.1% yield.

Statistics shows that 3,5-Dichloro-2,4-difluoroaniline is playing an increasingly important role. we look forward to future research findings about 83121-15-7.

Reference:
Patent; Wang, Yuncai; Chen, Rongye; Nan, Haijun; US2003/166936; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1939-99-7, 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. 1939-99-7, name is Phenylmethanesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of phenylmethanesulfonyl chloride (2.19 g, 10 mmol) was added into a suspension of 3-bromopropan-1-amine hydrobromide (2.19 g, 10 mmol) and Et3N (2.02 g, 20 mmol) in THF (50 mL) at 0 C. The mixture was stirred at 0 C. for 5 min. TLC confirmed the completion of reaction. Solid was filtered out with suction, and the filtrate was concentrated to provide compound N-(3-bromopropyl)(phenyl)methanesulfonamide (2.7 g, quant.) as a pale yellow solid which was used in the next step without further purification. 1H NMR (300 MHz, CDCl3) delta 7.40 (m, 5H), 4.48 (m, 1H), 4.27 (s, 2H), 3.41 (t, J=6.6 Hz, 2H), 3.16 (q, 2H), 2.01 (m, 2H). LCMS (ESI), m/z, 314 and 316 [M+Na]+, Br pattern found.

The synthetic route of Phenylmethanesulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Fauber, Benjamin; Gobbi, Alberto; Rene, Olivier; van Niel, Monique Bodil; Gancia, Emanuela; Gaines, Simon; Ladduwahetty, Tammy; Vesey, David; Ward, Stuart; Winship, Paul; (101 pag.)US2016/168141; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 452-83-5,Some common heterocyclic compound, 452-83-5, name is 2-Chloro-5-fluoroaniline, molecular formula is C6H5ClFN, 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) 2-Chloro-5-fluorobenzenesulfonyl chloride 5 g (34.3 mM) of 2-chloro-5-fluoroaniline were slowly added to a solution of 17 ml of concentrated hydrochloric acid solution and 11 ml of water at 0 C. The reaction mixture is stirred at 0 C. for 1 hour. Addition of 2.49 g (36.1 mM) of NaNO2 in 6 ml of H2O is followed by stirring the mixture at 0 C. for 15 minutes and then adding to a solution of 692 mg (5.15 mM) of sulfur dioxide and copper(II) chloride in 10 ml of acetic acid. The reactants were stirred at 0 C. for 15 minutes and then at room temperature for a further 15 minutes. The reaction mixture is extracted with EtOAc. The organic phase is concentrated, dissolved in EtOAc, washed with 1N NaHCO3 solution, dried over MgSO4 and concentrated. 7.86 g of the desired sulfonyl chloride are obtained as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5-fluoroaniline, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; US2007/197539; (2007); 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. 98446-49-2, name is 2,4-Dichloro-5-methoxyaniline, A new synthetic method of this compound is introduced below., Computed Properties of C7H7Cl2NO

A mixture of 6-butoxy-4-chloro-7-(2-methoxyethoxy)-3-quinolinecarbonitrile (184 mg, 0.55 mmol), 2,4-dichloro-5-methoxyaniline (127 mg, 0.66 mmol) and pyridine hydrochloride (76 mg, 0.66 mmol) in 5 mL of 2-ethoxyethanol is heated at 120 C. for 7 hours. The reaction mixture is cooled to room temperature and concentrated in vacuo. Diethyl ether is added to the residue and the solids are collected and suspended in saturated aqueous sodium bicarbonate. After stirring for 1 hour the solids are collected by filtration and washed with water. Purification by preparatory thin layer chromatography, eluting with 7% methanol in dichloromethane provides 93 mg of 6-butoxy-4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(2-methoxyethoxy)-3-quinolinecarbonitrile, mp 166-167 C. [0494] MS 488.0 (M-H)-[0495] Analysis for C24H25Cl2N3O4-0.5 H2O [0496] Calcd: C, 57.72; H, 5.25; N, 8.41. [0497] Found: C, 57.67; H, 4.93; N, 8.49.

The synthetic route of 98446-49-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth Holdings Corporation; US2003/212276; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, 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. Safety of Carbamimidic chloride hydrochloride

A suspension of 3-amino-benzo[b]thiophene-2-carboxylic acid methyl ester (1.03 g, 5.0 mmol) and chloroformamidine hydrochloride (800 mg, 7.0 mmol) in diglyme (8 mL) were heated at 160 C. for 1 h. The resulting suspension was cooled to rt and filtered, and the collected solid was suction dried to give the title compound (1.14 g, 90%). 1H NMR (DMSO-d6): 8.06 (d, J=7.9 Hz, 1H), 7.89 (d, J=8.1 Hz, 1H), 7.73-7.47 (m, 2H), 7.45-7.39 (m, 1H), 7.38-7.33 (m, 1H), 7.18 (s, 0.6H), 7.05 (s, 0.6H), 6.92 (s, 0.6H).

The synthetic route of Carbamimidic chloride hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chavez, Frank; Curtis, Michael P.; Edwards, James P.; Gomez, Laurent; Grice, Cheryl A.; Kearney, Aaron M.; Savall, Brad M.; US2008/15200; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, molecular formula is C7H6BrCl, 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. Formula: C7H6BrCl

Mg turnings (11.3 g) in a flask with a rubber septum were stirred vigorously under high vacuum for 2-3 h. The flask was filled with N2 and THF (150 mL), then a solution of 4-bromo-2-chloro-toluene (95.7 g, 0.4658 mol) in THF (300 mL) was added starting with 50 mL, then dropwise, while the internal temperature was maintained below 40 0C. The mixture was stirred overnight, then diluted with THF (200 mL) and compoudn T-2 was added slowly. The temperature was maintained under 40 0C using ice and water. Upon completion of addition, stirring was continued at room temperature for 2 h. Then the reaction mixture was poured into NH4Cl (saturated aqueous, 2 L) and adjusted to pH 5 with 2 N HCl (about 300 mL). The organic layer was separated and the aqueous layer was extracted with toluene twice. The combined organic layers were washed with water, then heated at reflux for 4-5 h. Then the mixture volume was reduced to ~50% by atmospheric distillation until the temperature reached 110 0C. The mixture was maintained at reflux for 3 h and stirred at room temperature overnight. Pyridine (35 mL) was added and the mixture was kept at 50 0C for 10 minutes. Crystallization by the addition of heptane afforded compound T-3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 89794-02-5, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2007/47496; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics