Tag: M.W=100-200

Related Products of 924818-16-6,Some common heterocyclic compound, 924818-16-6, name is (5-Chloro-2,4-difluorophenyl)methanamine, molecular formula is C7H6ClF2N, 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 80 Preparation of Compound 8Theta (1 R,4S, 12a )-N-(5-chloro-2,4-difluorobenzyl)-7-hydroxy-6,8-dioxo- 1 ,2,3,4,6,8, 12,12a- octahydro-l ,4-methanodipyrido[l ,2-a: r,2′-d]pyrazine-9-carboxamide 80 Step 1 A 50-mL round bottom flask was charged with 80-A (0.12 g, 0.32 mmol), (5-chloro-254-difluorophenyl)methanamme (0.1. 1 g, 0.63 mmol), N,N~ diisopropylethy famine (DIPEA) (0.20 g, 1.58 mmol) and HATU (0.24 g, 0.63 mmol) in EX 1 ( .10 ml). The reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated down, re-dissolved in EtOAc (50 raL), washed with saturated NaHCOj (2x), saturated NH4CI and dried over Na2S04. After concentration, the crude was purified by column chromatography on silica gel with hexane-EtOAc to obtain 80-B as a white solid. LCMS-ES ini/z): j VI · i | ; found: 541 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (5-Chloro-2,4-difluorophenyl)methanamine, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; JIN, Haolun; LAZERWITH, Scott, E.; MARTIN, Teresa, Alejandra, Trejo; BACON, Elizabeth, M.; COTTELL, Jeromy, J.; CAI, Zhenhong, R.; PYUN, Hyung-Jung; MORGANELLI, Philip, Anthony; JI, Mingzhe; TAYLOR, James, G.; CHEN, Xiaowu; MISH, Michael, R.; DESAI, Manoj, C.; WO2014/100323; (2014); 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. 17601-75-1, name is 2,4-Dichloro-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H7Cl2N

Example 21-(2′-Bromo-2′,2′-dichloroethyl)-2,4-dichloro-5-methylbenzene; At room temperature, 7.04 g [0.04 mol] of 2,4-dichloro-5-methylaniline are introduced into 30 ml of 36% aqueous HBr, the mixture is cooled to -10 to -5 C. and a solution, cooled to 0 C., of 3.31 g [0.048 mol] of NaNO2 in 80 ml of water is added dropwise within 60 minutes. Subsequently, the mixture is stirred at -10 to -5 C. for 15 minutes. Subsequently, 1.79 g [0.008 mol] of copper(II) bromide and 6.95 g [0.08 mol] of LiBr are added. To this mixture is added dropwise, at -10 to -5 C. within 30 minutes, a solution of 38.8 g [0.4 mol=10 molar equivalents] of vinylidene chloride in 130 ml of acetone. The mixture is allowed to come to room temperature with good stirring and left to react for another 3 hours. The reaction mixture is diluted with 100 ml of water and extracted twice with 70 ml each time of MTBE. The combined organic phases are washed with 30 ml of water, dried over sodium sulphate and concentrated under reduced pressure. This gives 12.8 g of oil which, according to GC-MS, contains 92 area % of 1-(2′-bromo-2′,2′-dichloroethyl)-2,4-dichloro-5-methylbenzene. This corresponds to a yield of 87.4% of theory.The GC-MS shows, as by-products, 3.3 area % of Sandmeyer product and 1.2 area % of 1-(4-bromo-2′,2′,4′,4′-tetrachlorobutyl)-2,4-dichloro-5-methylbenzene.

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 17601-75-1.

Reference:
Patent; Bayer CropScience AG; US2010/234651; (2010); A1;,
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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. 3722-69-8, name is 8-Chlorochroman, A new synthetic method of this compound is introduced below., Computed Properties of C9H9ClO

Step 5: Methyl (iS, 25)-2-(8-chloro-3,4-dihydro-2H- i-benzopyran-6- carbonyl)cyclopropane- 1-carboxylate[00262j Methyl (iS ,2S)-2-(carbonochloridoyl)cyclopropane- 1 -carboxylate (0.19 g, 1.19 mmol) in DCE (2 mL) was added portionwise to a cooled (0 C), stirred solution of aluminium trichloride (0.32 g, 2.37 mmol) in DCE (4 mL) under a nitrogen atmosphere. 8-Chloro-3,4-dihydro-2H- 1 -benzopyran (0.2 g, 1.19 mmol) was added dropwise over 5 minutes and the reaction mixture was stirred at 0 C for a further 1 hour. After this time, the mixture was allowed to warm to room temperature before being stirred overnight. The reaction mixture was then cooled to 0 C before being added portionwise to a mixture of concentrated HC1 (4 mL) and ice (20 g). The resulting mixture was then extracted with DCM (3 x 50 mL), the combined organic extracts were washed with brine (30 mL), before being dried (MgSO4), filtered and concentrated. The resulting residue was purified using a Biotage Isolera, (Snap 50 g cartridge, eluting in 0-45 % EtOAc in Heptanes) to give the title compound (0.15 g, 43% yield) as a pale yellow oil. oH (250 MHz, CDC13) 7.88 (d, J= 2.1 Hz, 1H), 7.69- 7.62 (m, 1H), 4.43 -4.31 (m, 2H), 3.73 (s, 3H), 3.08 (ddd, J= 8.5, 5.9, 3.8 Hz, 1H), 2.86 (t, J 6.4 Hz, 2H), 2.36 (ddd, J 8.5, 6.1, 3.8 Hz, 1H), 2.16 – 1.96 (m, 2H), 1.58 (tdd, J= 7.6, 5.9, 3.4 Hz, 2H). Tr = 2.00 mm m/z (ESj (M+Hj295.

The synthetic route of 3722-69-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHDI FOUNDATION, INC.; TOLEDO-SHERMAN, Leticia, M; DOMINGUEZ, Celia; PRIME, Michael; MITCHELL, William, Leonard; JOHNSON, Peter; WENT, Naomi; WO2013/151707; (2013); A1;,
Chloride – Wikipedia,
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Related Products of 69411-06-9, These common heterocyclic compound, 69411-06-9, name is 4-Chloro-2,6-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.

A mixture of 24.0 g (147 mmol) of 4-chloro-2,6– difluoroaniline and 22.9 g of 1,2-propanediol was placed in a round bottom flask and heated to 35C with stirring. A mixture of 14.5 g (49 mmol) of 88 percent purity 2-chlorosulfonyl-8-fluoro-5-methoxy[1,2,4]triazolo-[1,5-c]pyrimidine with 29.1 g of dichloromethane was prepared and was added in 1 mL shots over a 4 hour period. The resulting mixture was heated another 4 hours and was then stirred overnight at ambient temperature. It was then cooled to about 20C and filtered, collecting the solids present. The solids were slurried in 30 mL of a 1:1 mix of 2-propanol and water, collected by filtration, washed with 2×30 mL of 2-propanol, and air dried to obtain 14.8 g (75 percent of theory) of the title compound as a white powder of 98 percent purity melting at 203-204C.

The synthetic route of 69411-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; EP1066289; (2003); B1;,
Chloride – Wikipedia,
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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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H5ClF3N

Intermediate B (200 mg, 0.41 mmol), 3-chloro-5-(trifluoromethyl)benzenamine (80 mg, 0.41 mmol) and DIEA (106 mg, 2 mmol) were dissolved in THF (20 ml_). The reaction mixture was heated to 85C for 18 hours. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel (eluent DCM:methanol 100. to 98:2) to followed by pre-HPLC to give the titled compound (14 mg, 5.8%) as a white solid. LCMS (method B): 2.66 min [MH]+=592.2. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.45 (s, 3 H) 5.81(d, J= 6.4 Hz, 1 H) 7.30 (m, 4 H) 7.43 (m, 3 H) 7.61 (d, J=8.8, 2 H) 7.90 (m, 4 H) 8.55 (s, 1 H) 9.18 (s, 1 H) 9.39 (s, 1 H) 9.57 (s, 1 H).

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CATALYST THERAPEUTICS PTY LTD; LESSENE, Guillaume Laurent; GARNIER, Jean-Marc; CUZZUPE, Anthony Nicholas; FEUTRILL, John Thomas; CZABOTAR, Peter Edward; SHARMA, Pooja; (142 pag.)WO2016/127213; (2016); A1;,
Chloride – Wikipedia,
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Application of 33353-68-3, 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. 33353-68-3, name is 3,5-Dichloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 67D (0.5 g, 1.42 mmol)And 3,5-dichloro-2-methoxyaniline (0.3 g, 1.56 mmol) was dissolved in 10 mL of N,N-dimethylformamide, and sodium iodide (0.1 g, 0.71 mmol) was added.And potassium carbonate (0.59 mg, 4.3 mmol).The reaction system was heated to 90 C for 1 h, and LCMS showed the reaction was completed.Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The solvent was dried under reduced pressure.Column chromatography purification (ethyl acetate / petroleum ether = 1 / 50 ~ 1 / 30)The yellow solid compound 67E (0.16 g, 45% yield) was obtained.

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, 3,5-Dichloro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
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Application of 21397-08-0,Some common heterocyclic compound, 21397-08-0, name is 2-Chloro-3-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.

c) N-[4-chloro-2-hydroxy-3-(aminosulfonyl)phenyl]-N’-(2-chloro-3-fluorophenyl) urea To a solution of 2-chloro-3-fluoroaniline (136 mg, 0.94 mmol) in toluene (10 mL), triphosgene (111 mg, 0.37 mmol) and triethyl amine (0.13 mL, 1.12 mmol) were added. The reaction mixture was stirred at 80 C. for 4 hours. Then the reaction mixture was concentrated under reduced pressure and then it was added to 3-amino-6-chloro-2-hydroxybenzenesulfonamide (104 mg, 0.47 mmol) in DMF (1 mL), The reaction mixture was stirred at room temperature for 16 hours. Chromatography of the resulting liquid on silica gel (30%Ethyl acetate/Hexane) gave desired product (80 mg, 43%). EI-MS m/z 395.2 (M+).

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-3-fluoroaniline, its application will become more common.

Reference:
Patent; SmithKline Beecham Corporation; US6500863; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 621-62-5, A common heterocyclic compound, 621-62-5, name is 2-Chloro-1,1-diethoxyethane, molecular formula is C6H13ClO2, 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 2 Preparation of 2-benzoyloxyacetaldehyde diethyl acetal Chloroacetaldehyde diethyl acetal (2.00 g), potassium benzoate (1.91 g), potassium iodide (0.41 g) and DMF (20 mL) were placed in a three-neck flask, followed by refluxing. Twenty hours later, the reaction mixture was cooled to room temperature, and water (30 mL) and ethyl acetate (80 mL) were added thereto, followed by stirring. After filtration, the organic layer was separated, was subjected to vacuum concentration and then to Kugelrohr distillation at 110-120 C. and at 1 mmHg and thereby yielded the target compound (2.41 g) in a yield of 77%.

The synthetic route of 621-62-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daicel Chemical Industries, Ltd.; US2005/234246; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 625-98-9, A common heterocyclic compound, 625-98-9, name is 1-Chloro-3-fluorobenzene, molecular formula is C6H4ClF, 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.

A solution of 261.1 g (2.0 mol) of 1-chloro-3-fluorobenzene in 2000 ml of dry tetrahydrofuran under nitrogen is cooled to -78. To the solution is added 960 ml (2.4 mol) of 2.5 M n-butyllithium in hexanes over a period of 40 minutes. After stirring for 2.5 hours, a slurry of 155 ml of bromine cooled to -78 is added over 30 minutes and the mixture is stirred for 40 minutes before warming to -10. The reaction is quenched with an aqueous solution of 151.3 g (1.2 mol) of sodium sulfite and 16.0 g (0.4 mol) of sodium hydroxide in 500 ml of water. The organic layer is separated, the solvents are removed at ambient pressure, and the product is distilled at 92-96 (20 mm Hg) to obtain 2-bromo-3-fluoro-chlorobenzene as a colorless oil.

The synthetic route of 625-98-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; US6291523; (2001); B1;,
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. 10541-69-2, name is (2,5-Dichlorophenyl)methanamine, A new synthetic method of this compound is introduced below., Quality Control of (2,5-Dichlorophenyl)methanamine

In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyrindine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of 2,5-dichlorobenzylamine (18 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6/D2O) ? ppm 1.24 (t, 3H) 4.03-4.86 (m, 4H) 5.88-7.87 (m, 4H). MS (ESI) positive ion 365 (M+H)+; negative ion 363(M?H)?.

The synthetic route of 10541-69-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liu, Gang; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Liu, Bo; Liu, Mei; US2006/173050; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics