Tag: M.W=100-200

Application of 98-64-6,Some common heterocyclic compound, 98-64-6, name is 4-Chlorobenzenesulfonamide, molecular formula is C6H6ClNO2S, 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 the appropriate amount of DMF (N, N-dimethylformamide) in a volume ratio of 3: 1 with ethylene glycol mixture) was added 100 mmol of the compound of the above formula (I), 170 mmol of the compound of the above formula (II) 6 mmol of a catalyst (1.7 mmol of a mixture of Pt(NH3)2(NO2)2 and 4.3 mmol biphenyltetrather), 200 mmol of an oxidizing agent PhI(TFA)2 and 10 mmol of the additives 4,4 ‘,4″,4″-tetra-tert-butylphthalocyanine copper, and then the temperature was raised to 60°C, and the reaction was sufficiently stirred at that temperature for 5 hours, after the reaction, the reaction system is naturally cooled to room temperature, and then filtered to adjust the filtrate pH is neutral, and thenWith saturated sodium carbonate aqueous solution to fully wash, add acetone extraction 2-3 times, combined organic phase, vacuum distillation, the residue over 300-400 mesh silica gel column chromatography to an equal volume of ethyl acetate and methylene chloride mixture followed by rinsing to give a compound of formula (III) in a yield of 98.1percent.

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

Reference:
Patent; Shenzhen Tan Xi Biological Technology Co., Ltd.; Shenzhen Huimeier Technology Co., Ltd.; Zheng Chao; (9 pag.)CN105198791; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 4563-33-1, A common heterocyclic compound, 4563-33-1, name is Phenylmethanesulfonamide, molecular formula is C7H9NO2S, 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.

Compound 63; N-[benzylsulfonyl]-2-[4-[1-(1-(2-(1-piperidinyl)phenyl)pentyl)aminocarbonylmethyl]phenoxy]-2-methylpropanamide; This compound was obtained by condensation between compound 10 and phenylmethanesulfonamide according to protocol L. It was purified by silica gel chromatography (dichloromethane/methanol 98/2). Yield: 39%

The synthetic route of 4563-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENFIT; US2006/79696; (2006); A1;,
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. 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide

A/-(Hydroxymethyl)trifluoroacetamide (6.6 mmol; 0.946 g) is added to a mixture of 2,6- dichloro-nitrobenzene (0.899 mL; 6.6 mmol) and cone. H2S04 (15 mL) at 75C. The mixture is stirred at 75C overnight, poured into ice water and stirred for 1 h. The precipitate is collected by filtration and dried. Yield 0.32 g (15%). MS [M-H]” = 315, HPLC-method B: Rt = 1.43 min.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; DOODS, Henri; KUELZER, Raimund; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/22792; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2227-79-4,Some common heterocyclic compound, 2227-79-4, name is Benzothioamide, molecular formula is C7H7NS, 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.

1. 3 Dichloroacetone (170 mmol), thiobenzamide (150 mmol), ethanol (150 mL) and THF (75 mL) was reacted for 5-8 hours under refluxed and stirring and conditions. The most of the solvent was removed, cooled, the reaction solution was poured into ice water, extracted with ethyl acetate, washed with the organic phase, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure to obtain a yellow liquid title 28 g

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Danling; Hunan Research Institute of Chemical Industry ltd; Liu, Aiping; Huang, Mingzhi; Li, Jianming; Wang, xiaoguang; Liu, Weidong; Chen, Xiao Yang; He, Lian; Xiang, Jun; Pei, Hui; (24 pag.)CN106608873; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 72080-83-2, 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 72080-83-2 as follows.

Example 27E Benzyl {3-[(8S,11S,14S)-17-(benzyloxy)-14-{[(benzaloxy)carbonyl]amino}-8-{[(2-{[(benzyloxy)carbonyl]amino}ethyl)amino]carbonyl}-5-methyl-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]-henicosa-1(20),2(21),3,5,16,18-hexaen-11-yl]propyl}carbamate 25 mg (0.030 mmol) of the compound from Example 26E are suspended in DMF (2.0 ml) under argon at RT, and 18.0 mg (0.090 mmol) of benzyl(2-aminoethyl)carbamate, 8 mg (0.06 mmol) of N,N-diisopropylethylamine and 23 mg (0.060 mmol) of HATU are added. After 12 h at room temperature, 18.0 mg (0.090 mmol) of benzyl(2-aminoethyl)carbamate, 8 mg (0.06 mmol) of N,N-diisopropylethylamine and 23 mg (0.060 mmol) of HATU are again added, and the mixture is stirred at RT for 4 h. 50 ml of water are added, whereby the product precipitates in crystalline form. The product is filtered off, washed with water and stirred in 50 ml of acetonitrile:methanol. It is dried to constant weight in vacuo. Yield: 19 mg (62% of theory) LC-MS (method 2): Rt=2.90 min. MS (EI): m/z=989 [M+H]+

According to the analysis of related databases, 72080-83-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AiCuris GmbH & Co. KG; US2007/99885; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 98-18-0, A common heterocyclic compound, 98-18-0, name is 3-Aminobenzenesulfonamide, molecular formula is C6H8N2O2S, 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.

General procedure: A solution of intermediate (1.0 equiv.) in isopropanol, 1M hydrochloric acid (1.2 equiv.) and aniline (1.2 equiv.) were added. The reaction stirred at 90oC overnight in a sealed tube. Filtration and washed the resultant by cooled isopropanol, dried under vacuum. The solid was collected

The synthetic route of 98-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pobsuk, Nattakarn; Paracha, Tamkeen Urooj; Chaichamnong, Nattiya; Salaloy, Nattapas; Suphakun, Praphasri; Hannongbua, Supa; Choowongkomon, Kiattawee; Pekthong, Dumrongsak; Chootip, Krongkarn; Ingkaninan, Kornkanok; Gleeson, M. Paul; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 267 – 270;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 915087-25-1, 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. 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 30 4-({2-[4-(5-Chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(pyridin-2-yl)propanoyl}amino)-2-fluoro-N-methylbenzamide (Racemate) 75 mg (0.168 mmol) of 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(pyridin-2-yl)propanoic acid hydrochloride (racemate) and 43 mg (0.252 mmol, 1.5 eq.) of 4-amino-2-fluoro-N-methylbenzamide were initially charged in 1.5 ml of pyridine, 159 mul (0.672 mmol, 50% in ethyl acetate, 4.0 eq.) T3P were added and the mixture was stirred at 50 C. for 3 h. The reaction mixture was purified by means of preparative HPLC (RP18 column, eluent: acetonitrile/water gradient with addition of 0.1% formic acid). The product fractions were combined, concentrated and filtered by means of a hydrogen carbonate cartridge. Yield: 23 mg (25% of theory). LC/MS [Method 1]: Rt=0.85 min; MS (ESIpos): m/z=560 (M+H)+, 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=10.92 (s, 1H), 8.52-8.45 (m, 1H), 8.12-8.03 (m, 1H), 7.96 (d, 1H), 7.74-7.61 (m, 5H), 7.54 (s, 1H), 7.43 (dd, 1 H), 7.34 (d, 1H), 7.25-7.19 (m, 1H), 6.42 (s, 1H), 6.10 (dd, 1H), 3.76-3.65 (m, 2H), 3.63 (s, 3H), 2.77 (d, 3H).

The synthetic route of 4-Amino-2-fluoro-N-methylbenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; STAMPFUss, Jan; (82 pag.)US2017/298052; (2017); 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. 116332-54-8, name is 4-Fluoro-N-methoxy-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H10FNO2

(b) 4-Fluoro-2-(4-pyridyl)acetophenone–A solution of lithium diisopropylamide was prepared at -78 C. in the usual manner from diisopropylamine (21 ml, 0.15 mol) and n-bultyllithium (54 mL of 2.5M solution in hexanes, 0.135 mol), and to this was added at -78 C., 4-picoline (10 g, 0.108 mol). After Stirring an additional 15 min at -78 C., 4-fluoro-N-methoxy-N-methylbenzamide (20 g, 0.109 mol) was added, and the mixture was allowed to slowly warm to rt. The reaction mixture was poured into saturated aqueous NaCl and extracted with 4:1 THF/CH2 Cl2, and the organic extract was dried (MgSO4). The solvent was removed in vacuo, and to the oily brown residue was added Et2 O. The title compound was obtained as a brown solid (16.8 g, 72%) which was recrystallized from Et2 O/Hex: 1 H NMR (CDCl3): d 8.55 (d, 2H); 8.03 (dd, 2H); 7.16 (m, 4H); 4.24 (s, 2H).

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 116332-54-8.

Reference:
Patent; SmithKline Beecham Corporation; US5916891; (1999); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 6274-22-2, A common heterocyclic compound, 6274-22-2, name is 4-Amino-N-methylbenzamide, molecular formula is C8H10N2O, 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.

General procedure: To a solution of alpha-ketoacids (1.0 eq., 0.5 M) in DCM was added a drop of DMF at room temperature followed by the addition of oxalyl chloride (1.2 eq.). The resulting mixture was stirred at this temperature until no gas was released. The reaction mixture was subsequently cooled to 0oC followed by the addition of amine (1.2 eq.) and Et3N (2.0 eq.). The resulting reaction mixture was warmed to room temperature and stirred for 4 h. After addition of water (5 mL), the mixture was washed with 1N HCl and water respectively and dried over Na2SO4. Purification by flash column chromatography afforded the desired alpha-ketoamides.

The synthetic route of 6274-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Jia-shou; Jiang, Hua-jiang; Yang, Jian-guo; Jin, Zheng-neng; Chen, Ding-ben; Tetrahedron Letters; vol. 58; 6; (2017); p. 546 – 551;,
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. 19047-31-5, name is 2-Chloro-N-cyclopropylacetamide, A new synthetic method of this compound is introduced below., Product Details of 19047-31-5

Compound m (148 mg) was dissolved in 5.0 ml DMF and Cs2CO3 (330 mg) was added, followed by the addition of N1-cyclopropyl-2-chloroacetamide (130 mg). The vial was capped and the reaction was heated to 70 C. in a heat block for 4 hrs. The reaction was completed by LCMS. Diluted reaction with H2O, extracted with EtOAc, dried over MgSO4, concentrated by vacuum, and flashed by ISCO (EtOAc/hexanes) to give compound o. Compound o was dissolved in 10 ml THF and cooled to 0 C. before adding 0.14 ml 2.5 M LAH in THF. The reaction was stirred 1 hr 35 min at 0 C. and was completed by LCMS. The reaction was quenched with 400 uL 10% NaOH and 400 uL EtOH, diluted with H2O and 1 M HCl, extracted with DCM, dried over MgSO4 and concentrated under vacuum to give compound p. Compound p was dissolved in 2 ml 1.0 M TBAF in THF and 3 ml THF and heated to 60 C. overnight. Reaction was completed by LCMS and diluted with H2O, extracted with EtOAc, washed with brine, dried over MgSO4, concentrated under vacuum and purified by HPLC to give 18 mg of the final compound 85.

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; Rawson, Thomas E.; Safina, Brian; Dotson, Jennafer; Zhou, Aihe; Aliagas-Martin, Ignacio; Halladay, Jason; Liang, Jun; Rueth, Matthias; Zhu, Bing-Yan; US2007/37791; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics