Tag: M.W=100-200

Related Products of 2401-24-3,Some common heterocyclic compound, 2401-24-3, name is 2-Chloro-5-methoxyaniline, molecular formula is C7H8ClNO, 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. A mixture of 450 ml of concentrated hydrochloric acid and 1,200 ml of water is added to 157.6 g of 2-chloro-5-methoxy-aniline, while stirring, and the mixture is diazotised with a solution of 69 g of NaNO2 in 130 ml of water at 0-5. The mixture is then buffered with sodium acetate and the diazonium salt solution is added dropwise, while stirring, to a solution, at 70, of 256 g of potassium ethylxanthate in 360 ml of water. After cooling, the mixture is worked up with CH2 Cl2 and the resulting crude xanthic acid ester is saponified with KOH in ethanol and the mixture is evaporated, acidified and distilled with steam to give 2-chloro-5-methoxy-thiophenol; b.p. 110/0.5 mm.

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-methoxyaniline, its application will become more common.

Reference:
Patent; Merck Patent Gesellschaft mit beschrankter Haftung; US4024272; (1977); A;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 108-70-3, name is 1,3,5-Trichlorobenzene, molecular formula is C6H3Cl3, 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. COA of Formula: C6H3Cl3

General procedure: An oven-dried and argon-flushed pressure tube was charged with 1,3,5-trichlorobenzene, 1,2,4-trichlorobenzene or 1,2,3-trichlorobenzene (0.25 mmol), Pd2(dba)2 (1.25 mol%), cataCXium A (5.0 mol%), boronic acid (1.5 mmol) and K3PO4 (1.5 mmol) followed by anhydrous toluene (4.0 mL). The tube was sealed with a Teflon valve and the reaction mixture was stirred at 110 C for 24 h. The cooled reaction mixture was diluted with water and extracted with DCM. The combined organic layers were dried (Na2SO4), filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108-70-3, its application will become more common.

Reference:
Article; Reimann, Sebastian; Ehlers, Peter; Sharif, Muhammad; Spannenberg, Anke; Langer, Peter; Tetrahedron; vol. 72; 8; (2016); p. 1083 – 1094;,
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. 932-32-1, name is 2-Chloro-N-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Chloro-N-methylaniline

General procedure: Ureas used in this project were prepared according to reaction equation (1)-(3) and related procedures given below. A 100 mL two-necked flask with a magnetic stir bar was evacuated and backfilled with argon three times. Amine (2 eq) was dissolved in THF. A solution of n-BuLi (2.5 M in hexane, 1.0 eq) was added slowly at -40 C and the resulting mixture was stirred for 15 min at the same temperature. After cooling to -60 C, iodomethane (1.0 eq) was added slowly and the mixture was allowed to warm to rt and stirred for additional 8 h at rt. The mixture was quenched by adding H2O and the organic phase was separated. The aqueous phase was extracted with EtOAc and the combined organic phases were washed with sat. NaHCO3-solution, dried over Na2SO4 and the solvents were evaporated under reduced pressure. After purification by flash chromatography the pure product was obtained. A 100 mL two-necked flask with a magnetic stir bar was evacuated and backfilled with argon three times. Triphosgene (5.0 mmol) and CH2Cl2 (30 mL) were added to the flask. The mixture was cooled at -30 C and dry pyridine (3.0 mL) was slowly added to the flask (Caution: highly toxic phosgene was generated). After stirring for 15 min at -30 C, secondary amine (10 mmol) was slowly added to the mixture. The mixture was warmed to room temperature and stirred for 6 h at room temperature. The reaction mixture was carefully quenched by 1N HCl (10 mL) and was extracted with CH2Cl2 (5 mL x 3). The organic layer was washed with water and brine, then dried over Na2SO4. After the filtration, the solution was concentrated to dryness. The crude product was purified by silica gel column chromatography. Further purification was carried out by recrystallization or distillation under vacuum. MeNH2 methanol solution (33.3%) (1.5 equiv.), acid chloride (1.0 equiv.), Et3N (2.0 equiv.) and CH2Cl2 (0.5 M) were added into a round bottom flask capped with a septum. The mixture was stirred at room temperature. After 2 h, the crude reaction mixture was extracted with CH2Cl2, purified by flash chromatography.

The synthetic route of 932-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Yan; Zhou, Hao; Xu, Ke; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; vol. 28; 1; (2017); p. 92 – 96;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 39065-95-7, A common heterocyclic compound, 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, molecular formula is C7H6ClF2NO, 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 mixture of 3-bromo-4-(methylamino)-5-nitrobenzoic acid (6a, 1.27 g, 6.54 mmol, 1.2 eq) and 4-(chlorodifluoromethoxy)aniline (1h, 1.50 g, 5.45 mmol, 1 eq) in DMF (10 mL) was added HATU (2.28 g, 6.00 mmol, 1.1 eq) and DIEA (775.28 mg, 6.00 mmol, 1.04 mL, 1.1 eq) in one portion. The mixture was heated to 30 C. and stirred for 12 hours. LC-MS showed one main peak with desired mass was detected. The mixture was concentrated and the resulting residue was purified by column chromatography (SiO2, petroleum ether:ethyl acetate=20:1 to 5:1) to yield 6b as a yellow solid.

The synthetic route of 39065-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-fluoroaniline, 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. Quality Control of 4-Chloro-2-fluoroaniline

Example 3 Production of the nitroaniline (XIII):- 4-Chloro-2-fluoroaniline (23 g) was dissolved in conc, sulfuric acid (120 ml), and the resultant mixture was cooled to -20C, followed by dropwise addition of fuming nitric acid (15 g). The reaction mixture was stirred at -20 to -15C for 1.5 hours, poured into ice-water and then extracted with ether. The ether extract was washed with water and a saturated sodium bicarbonate solution, dried and concentrated. The residue was crystallized from a mixture of toluene and hexane (2: 1) to obtain 20 g of 4-chloro-2-fluoro-5-nitroaniline. M.P., 83 – 84.5C.

The synthetic route of 4-Chloro-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; EP208374; (1991); B1;,
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. 39989-43-0, name is 3,5-Dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 39989-43-0

1 -(2-(3 ,5-DichloiObenzylamino)-4-fluoro-nitrobenzene:; A mixture of 2,4-difluoronitrobenzene (5.0 mmol), 3,5-dichlorobenzylamine (5.0 mmol), N, N- diisopropylethylamine (10.0 mmol) and acetonitrile (25 mL) was heated at reflux for 18 h, cooled and concentrated in vacuo. The residue was dissolved in ethyl acetate; this solution was washed with water, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using 5 % ethyl acetate in hexanes as eluent to yield the title compounds as a yellowish solid (46 %). 1H NMR (400 MHz, CDCl3): delta 9.28 (br s, 1 H)5 7.88 (m, 1 H)5 7.34 (s, 1 H)5 7.22 (s, 2 H), 6.44 (m, 1 H), 6.30 (dd, 1 H), 4.43 (d, 2 H).

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 39989-43-0.

Reference:
Patent; PREDIX PHARMACEUTICALS HOLDINGS, INC.; WO2006/81332; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2533-69-9, These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 three-necked flask was charged with 10 mL of dimethylformamide and 0.26 g (0.001 mol) of alpha-N-Boc-L-Lys-OMe. To this solution was added 0.35 g (0.002 mol) of methyl trichloroacetimidate and 0.53 mL (0.003 mol) of diisopropylethylamine. This solution was allowed to stir and warm to 25 C. overnight. Concentration in vacuo removed the dimethylformamide.

Statistics shows that Methyl 2,2,2-trichloroacetimidate is playing an increasingly important role. we look forward to future research findings about 2533-69-9.

Reference:
Patent; G. D. Searle & Co.; US6344483; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 918538-05-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 918538-05-3 name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (4a) (0.5 g, 2.7 mmol) in 2-Propanol (6 mL) was added (S)-pyrrolidin-2-ylmethanol (0.39 mL, 4.0 mmol), DIPEA (1.39 mL, 8.0 mmol) and heated at 90 C for 1 hr. The reaction was cooled to room temperature and solid obtained was collected by filtration to afford (S)-(l-(2-chloropyrrolo[2,l-f][l,2,4]triazin-4- yl)pyrrolidin-2-yl)methanol (96a) (0.49 g, 73 % yield) as a white solid; NMR (300 MHz, DMSO-i/e): delta 7.70 (dd, J= 2.6, 1.4 Hz, 1H), 6.97 (dd, J= 4.7, 1.6 Hz, 1H), 6.80 – 6.57 (m, 1H), 5.15 (t, J = 5.7 Hz, 1H, D2O exchangeable), 4.87 (t, J= 5.7 Hz, 1H), 4.44 (d, J= 17.8 Hz, 1H), 4.05 – 3.82 (m, 1H), 3.72 – 3.39 (m, 2H), 2.22 – 1.84 (m, 4H). MS (ES+): 253.3, 255.3 (M+2); MS (ES-): 287.2, 289.2 (M+Cl).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, and friends who are interested can also refer to it.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2267-25-6, 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. 2267-25-6, name is 2-Chloro-4-fluoroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-chloro-4-fluoroanisole (38g, 237mmol) concentrated sulfuric acid (100mL) solution, bromine (19mL, 737mmol) was added under ice-cooling, and the mixture was stirred for 1.5 hours. It was added to the reaction solution gradually into ice water, and extracted with diethyl ether (300mL ¡Á 3). After washing the organic layer with 5% aqueous sodium thiosulfate solution (300 mL), the organic layer was dried over anhydrous magnesium sulfate, filtered, and the crude product obtained through concentration under reduced pressure by silica gel chromatography – (hexane: ethyl acetate = 1 : 0 to 10: 1) to give 5-bromo-2-chloro-4-fluoroanisole of a white solid (8.0g, yield: 14%) and 2-bromo-6-chloro-4-fluoroanisole of a white solid (16.7g, yield: 30%)It was obtained.

The synthetic route of 2-Chloro-4-fluoroanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAGAMI CHEMICAL RESEARCH INSTITUTE; KAKEN PHARMACEUTICAL COMPANY LIMITED; KOBAYASHI, OSAMU; TAKATSUNA, REIKO; NIIKURA, NAOKO; TATENO, TOMOKO; NAKAMURA, SHINJI; HIRAI, KENJI; KOCHI, SHINICHIRO; KAWANISHI, NAOKI; YAMADA, OSAMU; (76 pag.)JP2016/60742; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2267-25-6, The chemical industry reduces the impact on the environment during synthesis 2267-25-6, name is 2-Chloro-4-fluoroanisole, I believe this compound will play a more active role in future production and life.

72-Chloro-4-fluoro-1-methoxybenzene was treated with n-butyllithium and hexachloroethane; the resulting 2,3-dichloro-1-fluoro-4-methoxybenzene was demethylated with boron tribromide to provide the requisite phenol.

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

Reference:
Patent; Pettersson, Martin Youngjin; Johnson, Douglas Scott; Subramanyam, Chakrapani; O’Donnell, Christopher John; Ende, Christopher William Am; Fish, Benjamin Adam; Green, Michael Eric; Mullins, Patrick Bradley; Stiff, Cory Michael; Tran, Tuan Phong; Navaratnam, Thayalan; US2012/252758; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics