Tag: M.W=200-300

Related Products of 13918-92-8, The chemical industry reduces the impact on the environment during synthesis 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, I believe this compound will play a more active role in future production and life.

General procedure: To the solution of meridianin G (7) or meridianin C (3) indichloromethane (5 ml) was added DMAP (0.05 equiv.), aryl/heteroarylsulfonyl chloride (1.1 equiv.) and N,N-diisopropylethylamine(1.5 equiv.). The mixturewas stirred at room temperature for20 h. Reaction was then quenched by the addition of 10% HCl. Thisreaction mixture was extracted with dichloromethane (50 ml 3),and combined organic layer was evaporated on rotary evaporator.Purification by silica gel column chromatography (mesh 100e200)using dichloromethane-methanol (99:1 to 97:3) to get the titledproducts 14aead.

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, 2,4-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yadav, Rammohan R.; Khan, Shabana I.; Singh, Samsher; Khan, Inshad A.; Vishwakarma, Ram A.; Bharate, Sandip B.; European Journal of Medicinal Chemistry; vol. 98; (2015); p. 160 – 169;,
Chloride – Wikipedia,
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Synthetic Route of 13918-92-8,Some common heterocyclic compound, 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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 4Preparation of lambda/-(5-bromo-3-pyridinyl)-2,4-difluorobenzenesulfonamide To a cold (0 0C) stirred solution of 3-amino-5-bromopyridine (18.6 g, 107.4 mMol) in dry pyridine (100 mL) was added 2,4-difluorobenzenesulfonyl chloride (25 g, 112.8 mMol) over 3 minutes. The reaction mixture was stirred at 0 0C for 1 h and evaporated to dryness under vacuum. The residue was diluted with H2O (400 mL) and EtOAc (400 mL). The organic layer was washed with H2O and brine, and the combined aqueous layers were extracted with EtOAc (100 mL). The combined extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was dissolved in boiling EtOAc (200 mL), and placed in a freezer for 2 days. Two crops were obtained through filtration, which were combined and triturated with boiling 35% EtOAc in hexanes. After cooling to room temperature, the precipitate was collected by filtration and dried to constant weight to provide 27.2 g of iV-(5-bromo-3-pyridinyl)-2,4- difluorobenzenesulfonamide as a light orange solid. MS (ES) m/e 351.0 (M + H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Difluorobenzene-1-sulfonyl chloride, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157191; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 61881-19-4, 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 61881-19-4 as follows.

A solution of isomaltose (100 mg, 0.292 mmol) in dry pyridine(2.0 mL) was treated with acetic anhydride (0.8 mL) and 4-(N,Ndimethylamino)pyridine (5 mg) at 0 C and after 20 h at ambienttemperature, excessive reagent was destroyed by adding dry MeOH(2.0 mL) at 0 C. After 10 min the solvent was coevaporated withtoluene (3×) and the residual oil was purified by chromatography(n-hexane/EtOAc 1:1 ? 1:2) affording an alpha/beta-mixture (1:1) ofperacetylated isomaltose (198 mg, quantitative yield). The residue(101 mg, 0.149 mmol)was dissolved in dry DMF (2.0 mL) and treatedwith hydrazine acetate (27 mg, 0.298 mmol) at 40 C for 2 h underAr. The mixture was diluted with EtOAc, washed with cold brineand the organic layer was dried (MgSO4) and filtered. Concentrationof the filtrate provided a crude product, which was purifiedby chromatography (n-hexane/EtOAc 1:2) to obtain an alpha/beta-mixture (1:0.3) of the hemiacetal (85 mg, 90%): 1H NMR (CDCl3): delta5.53 (dd, 1H, J3alpha,2alpha 10.1, J3alpha,4alpha 9.4 Hz, H-3alpha), 5.46 (app t, 1H, J3?beta,2?beta ~ J3?beta,4?beta9.8 Hz, H-3?beta), 5.45 (app t, 1H, J3?alpha,2?alpha ~ J3?alpha,4?alpha 9.8 Hz, H-3?alpha), 5.40(app t, 1H, J1alpha,2alpha ~ J1alpha,OH 3.5 Hz, H-1alpha), 5.23 (app t, 1H, J3beta,2beta ~ J3beta,4betaHz, H-3beta), 5.14 (d, 1H, J1?beta,2?beta 3.8 Hz, H-1?beta), 5.13 (d, 1H, J1?alpha,2?alpha3.8 Hz, H-1?alpha), 5.02-4.97 (m, 3H, H-4?alpha, H-4beta, H-4alpha), 4.94 (dd, 1H,J4alpha,5alpha 10.3 Hz, H-4alpha), 4.85-4.78 (m, 4H, H-2alpha, H-2?alpha, H-2beta, H-2?beta),4.73 (app t, 1H, J 8.0 Hz, H-1beta), 4.24 (ddd, 1H, J5alpha,6aalpha 6.5, J5alpha,6balpha2.5 Hz, H-5alpha), 4.21-4.05 (m, 7H, H-5?alpha, H-5?beta, H-6?aalpha, H-6?abeta,H-6?balpha, H-6?bbeta, OHbeta), 4.02-3.99 (m, 1H, OHalpha), 3.74-3.57 (m,5H, H-5beta, H-6aalpha, H-6abeta, H-6balpha, H-6bbeta), 2.10 to 2.00 (10 s, 14×COCH3); ESI-TOF HRMS: m/z = 659.1794; calcd for C26H36O18Na+:659.1798.The residue (70 mg, 0.110 mmol) was dissolved in dry CH2Cl2(1.8 mL) and dry acetone (1.0 mL). Potassium carbonate (30 mg,0.220 mmol) and 2,2,2-trifluoro-N-phenylacetimidoyl chloride (35 muL,0.220 mmol) were added successively under Ar. The suspension wasstirred for 12 h at rt, then filtered through a pad of Celite, rinsedwith CH2Cl2 and the filtrate was concentrated. Swift chromatographicpurification (n-hexane/EtOAc 1:1) provided 17 (80mg, 90%)which was directly used for the subsequent glycosylation reaction.1H NMR spectra of 17 (CDCl3) displayed broad signalscorresponding to a 2.5:1 mixture; 13C NMR (125 MHz, CDCl3, selecteddata): delta 169.8-168.9 (C = O, Ac), 142.8, 128.9, 128.8 124.7 and119.4 (arom. C), 96.0 (C-1, C-1?), 66.4 and 66.2 (C-6), 61.7 (C-6?), 20.6-20.4 (CH3CO).

According to the analysis of related databases, 61881-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pokorny, Barbara; Kosma, Paul; Carbohydrate Research; vol. 422; (2016); p. 5 – 12;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, 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 13918-92-8, HPLC of Formula: C6H3ClF2O2S

[00201] To a solution of 5-bromo-2-chloro-4-methylpyridin-3-amine (12 g, 54 mmol) in THF (360 niL) was added a 1.0 M solution of LiHMDS in THF (108 niL, 108 mmol) at -5C. The reaction mixture was allowed to stir at -5C for 10 mm. To the reaction mixture was then added 2,4- difluorobenzenesulfonyl chloride (17.3 g, 81 mmol). The reaction mixture was allowed to stir at ii for 12 h. The reaction mixture was diluted with saturated NFI4C1 solution (200 mL) and extracted with EtOAc. The organic solutions were combined, dried over Na2SO4, filtered and concentrated. The crude compound was purified by column chromatography to provide N-(5-bromo-2-chloro-4-methylpyridin-3-yl)-2,4- difluorobenzenesulfonamide (11.5 g, 53%). ?H NMR (400 MFIz, CDC13) 6 8.37 (s, in), 7.72 (m, in), 7.00 (m, 2H), 6.70 (s, in), 2.64 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; WONG, Tzu-Tshin; XU, He; XU, Tianlin; YE, Yingchun; WO2015/108861; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 933190-51-3, These common heterocyclic compound, 933190-51-3, name is 8-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.

To a solution of 6-(piperidin-1-yl)pyridin-2-amine (0.725 g, 4.12 mmol) in DMF (8 mL) was added NaH (0.11 g, 60% dispersion in mineral oil, 4.18 mmol) and the mixture stirred for 0.5 h. To this mixture was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (0.384 g, 1.65 mmol) under N2. The mixture was stirred at room temperature for 16 h. The resulting mixture was treated with a saturated NH4Cl solution (50 mL), extracted with ether (80 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=3:1) to give 6-chloro-N-(6-(piperidin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (0.13 g, 24.1%) as a yellow solid. LC-MS: [M+H]+, 329.0, 331.0, tR=1.912 min

Statistics shows that 8-Bromo-6-chloroimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 933190-51-3.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 16793-91-2, 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. 16793-91-2, name is 2-Chlorophenethyl Bromide, This compound has unique chemical properties. The synthetic route is as follows.

Example 58 Preparation of 6-(2-chlorophenethyl)-1.2.3.4.5.6-hexahvdro-3.9- dimethylazepmor4.5-b1mdole (Compound No 69)[0423] The title compound was prepared by following general procedure 4 3,9-Dimethyl- l,2,3,4,5,6-hexahydroazepmo[4,5-b]mdole (214 mg, 1 0 mmol) was taken with copper iodide(19 mg, 0 1 mmol), L-pralme (23 mg, 0 2 mmol), potassium phosphate t?basic (426 mg, 2 0 mmol), l-(2-bromoethyl)-2-chlorobenzene (219 mg, 1 0 mmol) and DMF was added, the reaction was stirred at 900C under argon atmosphere for 12 h and monitored by LCMS After completion of the reaction water was added and extracted with ethyl acetate The organic layer was washed with water, dried over sodium sulfate and concentrated under vacuum The crude product was purified by reverse phase chromatography to afford 50 mg of the title compound (10 7%)

The chemical industry reduces the impact on the environment during synthesis 2-Chlorophenethyl Bromide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; HUNG, David, T.; PROTTER, Andrew, Asher; JAIN, Rajendra, Parasmal; CHAKRAVARTY, Sarvajit; GIORGETTI, Marco; WO2010/51503; (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. 97329-43-6, name is 1-Bromo-2-chloro-3-methylbenzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

General procedure: A mixture of arylaldehyde (0.1 g, 1 mmol), dihaloarene (0.565 g, 2 mmol), Pd(OAc)2 (0.022 g, 10.0 mol%), N-phenylpicolinamide (L7, 0.019 g, 15.0 mol%) and potassium hydrogen carbonate (0.5 g, 5 mmol) in tert-amyl alcohol (5.0 ml) was taken in 100.0 ml round bottom flask under N2 atmosphere and stirred for 120C for 24 h. Progress of the reaction was monitored continuously by TLC with ethyl acetate: hexane (2:3) eluent system. After completion of reaction, crude was poured into crushed ice and then filter the reaction mixture. Filtrate then extracted with ethyl acetate (3 times). Organic layer was separated, dried (over anhydrous Na2SO4) and evaporated under reduced pressure and purified by column chromatography to obtain desired product. Characterization data of compounds 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j, 3k, 3l, 3v and 3x were found exactly similar as reported in the literature (References of above compound are mentioned in Supplementary data).

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:
Article; Patel, Anuj; Shaikh, Mahommedumar; Chikhalia, Kishor; Tetrahedron; vol. 75; 2; (2019); p. 236 – 245;,
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Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 202197-26-0, 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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 14 (1.03 g, 5 mmol), 10 mL SOCl2 and five drops of DMF was stirred and refluxed for 6 h. Excess SOCl2 was removed under reduced pressure, gave the intermediate 15 without further purification. A mixture of intermediate 15 and aniline (5 mmol) dissolved in 15 mL isopropanol, 1 mL Et3N was added, the mixture was stirred at reflux for 4 h. the reaction mixture was allowed to cool to room temperature. The precipitate was collected and washed with isopropanol, water and ether in order, dried to provide the products 16a-c.

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-Chloro-4-((3-fluorobenzyl)oxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Ri-Dong; Zhang, Xin; Li, Qiao-Yan; Ge, Ze-Mei; Li, Run-Tao; Bioorganic and Medicinal Chemistry Letters; vol. 21; 12; (2011); p. 3637 – 3640;,
Chloride – Wikipedia,
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Reference 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.

It was dissolved in I-2 (68 g, 140 mmol) in a nitrogen environment in 500 mL tetrahydrofuran (THF), where the 1-bromo-3, 5-dichlorobenzene (38.0 g, 168.1 mmol) and tetrakis( triphenylphosphine) palladium was stirred into the (1.62 g, 1.4 mmol). Into a potassium carbonate (48.4 g, 350 mmol) in saturated water it was heated to reflux at 80°C for 12 hours. After the reaction was completed, the reaction solution into water and extracted with dichloromethane (DCM) and then water was removed with anhydrous MgSO4, filter and was concentrated under reduced pressure. Thus separated and purified the resulting residue was purified by flash column chromatography gave Compound I-3 (61.4 g, 87percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,5-dichlorobenzene, its application will become more common.

Reference:
Patent; Cheil Industries Co., Ltd; Lee, Han Ir; Yu, Uhn Sun; Kang, Dong Min; Kang, Uii Soo; Yang, Yong Tak; Oh, Jae Jin; Yu, Dong Gyu; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; Hong, Jin Suk; (59 pag.)KR2015/6758; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 19752-55-7, The chemical industry reduces the impact on the environment during synthesis 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, I believe this compound will play a more active role in future production and life.

N*3*-(3,5-Dichloro-phenyl)-l,N*5*-bis-(4-methoxy-benzyl)-N*5*-methyl-lH- [l,2,4]triazole-3,5-diamine In a 25 mL sealed tube, sodium tert-butoxide (97.9 mg, 1.02 mmol, Eq: 1.20), bis(dibenzylideneacetone)palladium (48.8 mg, 84.9 muiotaetaomicron, Eq: 0.1) and 2-di-tert-butylphosphino- 2′,4′,6′-triisopropylbiphenyl (36.0 mg, 84.9 muiotaetaomicron, Eq: 0.1) were combined with toluene (5 mL) to give a dark brown suspension. N5,l-bis(4-methoxybenzyl)-N5-methyl-lH-l,2,4-triazole-3,5- diamine (300 mg, 849 muiotaetaomicron, Eq: 1.00) and l-bromo-3,5-dichlorobenzene (230 mg, 1.02 mmol, Eq: 1.20) were added. The reaction mixture was degassed with argon for 15 min, and then heated to 110°C for 3 hours. The reaction mixture was cooled and diluted with EtOAc (50 mL), washed with H20 (25 mL) and brine (25 mL). The organic layer was dried over anhydrous MgS04, filtered and volatiles were removed under reduced pressure to yield an oil from which the compound was isolated by column chromatography (Hexanes/EtOAc = 70/30) to give an off- white solid 140 mg (33percent). MH+ 498.2

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, 1-Bromo-3,5-dichlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DING, Qingjie; JIANG, Nan; WEIKERT, Robert James; WO2014/135472; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics