Tag: M.W=100-200

Reference of 640-61-9,Some common heterocyclic compound, 640-61-9, name is N,4-Dimethylbenzenesulfonamide, molecular formula is C8H11NO2S, 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.

Prepared according to the general procedures. 1) Tube reactorwith 4 static mixers, a 6 mL reactor volume and a residencetime of 3 min, 1.5 M NaOCl (aq) at 1 mL/min and 1 MN-benzylmethylamine in EtOAc at 1 mL/min. 2) CSTR with a reactor volume of 50 mL, and residence time of 25 min. 1.1 MNaOCl (aq) at 1 mL/min and 1 M N-benzylmethylamine intoluene at 1 mL/min were used. The product was isolated foreach reactor volume by separation of the organic phase for eachreactor volume of solution and removal of the solvent by rotaryevaporation to give a white solid (1 reactor volume gives666 mg, 3.0 mmol, quantitative yield). NMR data matches thatreported in the literature [37]. 1H NMR (CDCl3, 500 MHz) deltappm 7.82 (d, J = 8.4 Hz, 2H, CHAr), 7.42 (d, J = 8.4 Hz, 2H,CHAr), 3.09 (s, 3H, NCH3), 2.48 (s, 3H, Ar-CH3); 13C NMR(CDCl3, 125 MHz) delta ppm 145.75 (CAr), 129.80 (2CHAr),129.78 (2 CHAr), 128.28 (CAr), 45.51 (NCH3), 21.70 (ArCH3).

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

Reference:
Article; Blacker, A. John; Jolley, Katherine E.; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 2408 – 2417;,
Amide – Wikipedia,
Amide – 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. 89976-75-0, name is 6-Amino-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Computed Properties of C8H8N2O2

Example No. 26Preparation of 6- ( (5- (3 , 4 -dimethoxyphenyl) -IH-pyrazolo [4 , 3 – d] pyrimidin-7-yl) amino) -2H-benzo [b] [1 , 4] oxazin-3 (4H) -one 7-chloro-5- (3 , 4 -dimethoxyphenyl) -2- (4-methoxybenzyl) -2H- pyrazolo [4 , 3-d] pyrimidine (0.16 mmol) and 6-amino-2H- benzo [b] [1 , 4] oxazin-3 (4H) -one (0.3 mmol 2 eq. , ) were suspended in eOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140°C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140°C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 418.1621 g/molHPLC-MS: analytical method Art: 2.218 min – found mass: 419 (m/z+H)

The synthetic route of 89976-75-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; TRAUBE, Nadine; WO2012/143144; (2012); A1;,
Amide – Wikipedia,
Amide – 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. 24167-56-4, name is 4-Fluoro-N,N-dimethylbenzamide, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 24167-56-4

General procedure: Oxalyl chloride (1.0 equiv) was added dropwise at r.t. (except in synthesis of 4e, where addition was at 0 C) to the corresponding N,N-dialkylbenzamide 1 (1.0 equiv) in anhydrous CH2Cl2 (1.0 mL/mmol 1) under N2 atmosphere. The reaction mixture was heated at 35 C for 5 h. Generally, a white solid was observed after few minutes. When the reaction was finished, anhydrous CH2Cl2 was added (4.0 mL/mmol 1) at 0 C; usually at this temperature the solid dissolved. A solution of trichloroacetamidine 2 (1.0 equiv) in anhydrous CH2Cl2 (1.0 mL/mmol 2) was added dropwise at 0 C. Immediately a white suspension formed, and the reaction mixture was stirred overnight at r.t. Finally, DIPEA (2.2 equiv) was added at 0 C; a pale yellow solution resulted. CH2Cl2 (20 mL) was added and the organic phase was washed with saturated NaCl solution, dried over Na2SO4, and concentrated in vacuo. The resulting crude 1,3-diazabutadiene 4 was obtained in quantitative yield, usually contaminated with small quantities of starting material as an oil that slowly crystallized. The 1,3-diazadienes 4 were purified by flash column chromatography (silica gel, hexanes-EtOAc). After purification, 1,3-diazadienes 4 were obtained as crystals or as oils.

According to the analysis of related databases, 24167-56-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Seballos-Resendiz, Arturo; Lechuga-Eduardo, Harim; Barroso-Flores, Joaquin; Martinez-Otero, Diego; Romero-Ortega, Moises; Synthesis; vol. 48; 14; (2016); p. 2205 – 2212;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 683-57-8, name is 2-Bromoacetamide, belongs to amides-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 683-57-8, Quality Control of 2-Bromoacetamide

A flask was charged with 4-cyano-lH-imidazole-2-carboxylic acid (2-cyclohex-l- enyl-4-piperidin-4-yl-phenyl)-amide TFA salt (50 mg, 0.10 mmol) (as prepared in Example 14, step (b)), NEt3 (32 muL, 0.23 mmol), 2-bromoacetamide (16 mg, 0.12 mmol), and 0.5 mL of DCM and stirred for 4 h at 25 0C. The reaction was concentrated and the title compound was purified by RP-EtaPLC (C 18), eluting with 30-50 % CH3CN in 0.1 % TFA/H2O over 12 min to give 42 mg (75 %) of a white solid. 1H-NMR (400 MHz, DMSO-d6): delta 14.28 (br s, IH), 9.78 (s, IH), 9.50 (br s, IH), 8.34 (s, IH), 8.00 (s, IH), 7.88 (d, IH), 7.72 (s, IH), 7.18 (dd, IH), 7.10 (d, IH), 5.76 (m, IH), 3.94 (s, 2H), 3.58 (m, 2H), 3.12 (m, 2H), 2.80 (m, IH), 2.20 (m, 4H), 1.98 (m, 4H), 1.80 (m, 4H). Mass spectrum (ESI, m/z): Calcd. for C24H28N6O2, 433.2 (M+H), found 433.2.

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; JANSSEN PHARMACEUTICA, N.V.; WO2006/47277; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37045-73-1, name is 3-(Methylsulfonamido)aniline, belongs to amides-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 37045-73-1, Application In Synthesis of 3-(Methylsulfonamido)aniline

Under nitrogen or argon, 0.4 mmol, 0.2mmol, Ir(ppy) 3(2mg) and DMF1 ml was added to the reaction flask, followed by blue LED lights(7W) at room temperature irradiation straight trivalent iodine reagent completeconversion of the reaction. Add 10 ml of saturated Na 2CO 3Aqueous solution, andextracted three times with ethyl acetate, the organic layer was washed with water andonce with saturated brine, dried over anhydrous Na 2SO 4The organic layer was dried.Column chromatography (eluent: petroleum ether 60-90: ethyl acetate = 10: 1-5: 1) to Ethyl acetate = 10: 1-5: 1) to give the product , S; Yield 43%.Rate of 19%.

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; Nanjing University; Zhu, ChengJian; Xie, jin; Xu, Pan; (13 pag.)CN103553857; (2016); B;,
Amide – Wikipedia,
Amide – 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. 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., 57561-39-4

A 100 mL round-bottomed flask (rbf) equipped with a magnetic stirbar was charged withTHF (15 mL), water (15 mL) and 2-(methylamino)ethanol (2.00 mL, 25.0 mmol). To thestirred solution exposed to air Boc2O (5.9 g, 27 mmol) was added in 4 portions within 10min resulting in gas evolution. Several drops of sat. aq. NaHCO3 were added 40 min laterto keep the pH around 8. Most of THF was removed on a rotary evaporator 4.5 h after theBoc2O addition. The residue was transferred into a separatory funnel using EtOAc,washed with aq. 2.5 M NH4Cl (20 mL) and brine. The organic phase was dried overMgSO4, filtered into a 500 mL rbf and stripped of volatiles on the rotary evaporator.Using hexane transferred the crude product into a pre-weighed 100 mL rbf, removedvolatiles on the rotary evaporator (20 mm Hg). N-Methyl-N-Boc-aminoethanol wasobtained as colorless oil: 4.26 g (97%). A 3-neck rbf equipped with a magnetic stirbar, arubber septum, a glass stopcock (Teflon tape, central neck) and connected to a vacuumline was charged with 4.26 g of the protected amine (24.3 mmol). After evacuation andrefill with nitrogen 90 mL of THF freshly distilled from sodium-benzophenone ketyl wasadded. The flask was placed in an ice-water bath. Approx. 25 min later quickly added1.09 g of 60% NaH (27.2 mmol) in paraffin via the central neck. Approx. 20 min lateradded allyl bromide (2.15 mL, 24.8 mmol) with a syringe via the rubber septum followedby 0.4487 g of tetrabutylammonium iodide (1.21 mmol, 5 mol%) via the central neck.Approx. 2.5 h later removed the cold bath and let the reaction mixture stirring for 16 hunder nitrogen. The flask was immersed in ice-water bath followed by careful addition ofwater (20 mL, audible sound). The mixture was transferred into a 250 mL separatoryfunnel followed by addition of EtOAc (50 mL) and extraction. The organic phase was setaside and the aqueous phase was extracted with fresh portion of EtOAc (40 mL). Theorganic phases were combined, washed with aq. 2.5 M NH4Cl (50 mL) and brine, driedover MgSO4, filtered into a 500 mL rbf and stripped of volatiles on the rotary evaporatorleaving behind yellow oil, which was chromatographed on silica (normal phase, EtOAchexane,1:3) furnishing 3.7916 g of N-Methyl-N-Boc-aminoethanol O-allyl ether ascolorless oil (72% yield). N-Boc deprotection was achieved according to the method ofStrazzolini et al.1 To a 200 mL rbf charged with a magnetic stirbar and CH2Cl2 (22 mL)and immersed in an ice-water bath added 1.48 mL of conc. H2SO4 (assumed to be 17.9 M,26.5 mmol) with stirring. The central neck was plugged with a glass stopcock while adropping funnel was attached to the side-neck. A solution of 3.79 g of N-Methyl-N-BocaminoethanolO-allyl ether (17.6 mmol) in 65 mL CH2Cl2 was added to the solution ofacid dropwise from the addition funnel within 45 min followed by removal of cold bathand stirring at rt for 6 h. The dark purple mixture was transferred into a separatory funneland extracted with water (40 mL). The organic phase was extracted with additional 40mL of water, after which the aqueous extracts were combined in a 200 mL Erlenmeyerflask and basified by addition of NaOH (3.245 g in 15 mL water) with stirring. Theresulting solution was saturated with NaCl and extracted with three 50 mL portions ofCH2Cl2. Combined extracts were dried over Na2SO4, filtered into a 500 mL rbf andstripped of the solvent on the rotary evaporator (200 mm Hg). The resulting yellowish oilwas fractionated in vacuo using a one-piece distillation head and a receiving flask held at-50 C. The title compound was obtained as colorless oil (1.2208 g, 60% yield).

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:
Article; Kultyshev, Roman G.; Miyazawa, Akira; Tetrahedron; vol. 67; 11; (2011); p. 2139 – 2148;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 2895-21-8, 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. 2895-21-8, name is N-Isopropyl-2-chloroacetamide, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-{[6-(3-chlorophenyl)-4-oxo-4,5-dihydropyrazolo[1 ,5-a]pyrazin-2-yl]oxy}butyl acetate (0.25 g, P23) and potassium carbonate (0.18 g) in dry acetonitrile (6 ml.) 2-chloro- N-(1-methylethyl)acetamide (0.1 g) was added and the reaction was stirred at 8O0C on. After cooling the mixture was diluted with AcOEt and washed with chilly water and brine. The organic phase was dried, filtered and the solvent evaporated under vacuum. The crude was dissolved in THF (20 ml_), lithium hydroxyde (5 ml_, 0.5 M solution in water) was added and the mixture was stirred at RT for 2h. Solvent was removed under reduced pressure; the residue was taken up with AcOEt and washed with water. The organic phase was dried, filtered and evaporated under vacuum to give a mixture of the title compounds (0.21 g) that was used in next step without further purification.MS ( m/z): 433 [MH]+.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/130232; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 6973-09-7, A common heterocyclic compound, 6973-09-7, name is 5-Amino-2-methylbenzenesulfonamide, molecular formula is C7H10N2O2S, 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 stirred suspension of the product of Intermediate Example 4 (1.1 g, 3.7 mmol) in 10 mL of THF, was added 5-amino-2-methylbenzenesulfonamide (0.70 g, 3.8 mmol, 1.0 equiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1 ,4-dioxane (18 muL, 0.072 mmol) was added in one portion. After 5 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 16 mL of THF and dried in the air to yield 1.6 g (92%) of 5-({4- [(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl}amino)-2-methylbenzene sulfonamide monohydrochloride as a light yellow solid.

The synthetic route of 6973-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/64753; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 7150-72-3, The chemical industry reduces the impact on the environment during synthesis 7150-72-3, name is tert-Butyl vinylcarbamate, I believe this compound will play a more active role in future production and life.

General procedure: A 25 mL round bottom flask or 20 mL glass vial with a stir bar was charged with thiol (1.2 mmol) and enecarbamate or enamide (1.0 mmol) followed by the addition of water (5 mL, 0.2M). The reactions were stirred vigorously at room temperature for 18 hours. The aqueous reaction was extracted with EtOAc (3 x 20 mL). The organic layers were collected and dried with Na2SO4, filtered and the solvent evaporated to provide the crude product. The crude product was purified by column chromatography using hexanes/EtOAc in an increasing polarity up to 1:1 mixture. The fractions containing the desired product were concentrated to provide the desired thioethers.

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, tert-Butyl vinylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Barman, Eliezer; Hourezadeh; Lim, Daniel; Tetrahedron Letters; vol. 60; 34; (2019);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 98-64-6, name is 4-Chlorobenzenesulfonamide, belongs to amides-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 98-64-6, Application In Synthesis of 4-Chlorobenzenesulfonamide

General procedure: To a round-bottom flask (500 mL) that contained a solution of aryl sulfonamide (6 mmol), 4-dimethyaminopyridine (DMAP, 13 mmol), and 1-[3-(dimethyamino)-propyl]-3-ethylcarbodiimide hydrochloride (EDCI, 13 mmol) in CH2Cl2 (150 mL) was added the synthesized cinnamic acid (6 mmol) at room temperature. The resulting mixture was stirred at room temperature for 12 h, then cooled to 5 °C, and acidified to pH 1 with addition of HCl aqueous solution (10percent), which was followed by extraction with CH2Cl2/MeOH (9:1, 3 .x. 100 mL). The combined organic layers were washed with H2O and brine, dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel chromatography or crystallization if necessary to afford the compounds (9a-16e) (Scheme 1).

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

Reference:
Article; Luo, Yin; Qiu, Ke-Ming; Lu, Xiang; Liu, Kai; Fu, Jie; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4730 – 4738;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics