Tag: M.W=200-300

Related Products of 535170-20-8, 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. 535170-20-8 name is tert-Butyl (3-amino-2,6-difluorophenyl)carbamate, 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.

The tert-butyl-2,6-difluoro-3-nitrophenylcarbamate (305 mg, 1.25 mmol) prepared at Step 3, diisopropylethylamine (371 uL, 2.13 mmol), and benzyl chloroformate (194 uL, 1.38 mmol) were added into dichloromethane solvent and stirred at room temperature for 5 hours. After the reaction, the reactant was washed with water and salt water. After extraction with ethylacetate, the organic layer was dried with sulfuric anhydride magnesium and concentrated through vacuum filtration, and the residuals were refined by means of column chromatography, so that 402 mg of the target compound, benzyl tert-butyl(2,4-difluoro-1,3-phenylene)dicarbamate (percentage yield: 85%), was obtained.1H NMR(400MHz, CDCl3): delta 7.94(bs, 1H), 7.39(m, 5H), 6.93(td, J = 9.2, 1.6 Hz, 1H), 6.82 (bs, 1H), 5.98(bs, 1H), 5.23 (s, 2H), 1.52(s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-amino-2,6-difluorophenyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Youai Co., Ltd.; SHIM, Eun Kyong; KIM, Nam Doo; SHIM, Tae Bo; KIM, Seung Yong; EP2647637; (2013); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 138-41-0, 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. 138-41-0 name is Carzenide, 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.

In a 250 ml three-necked flask, 50 ml of deionized water, 0.01 mol of p-carboxybenzenesulfonamide, 0.02 mol of potassium hydroxide, and 0.01 mol of potassium carbonate were added and mixed uniformly; after the temperature was returned to room temperature, 0.0005 mol of octadecyl ether was added, and the mixture was stirred and dissolved. ,Dropped into 50ml dissolved 0.01molA toluene solution of 5-iodo-3-oxa-octafluoropentylsulfonyl fluoride monomer was reacted at 1000 rpm for 0.5 hmin. The reaction product was separated into an aqueous phase, the pH was adjusted to 4 with 5% hydrochloric acid, and ethyl acetate was evaporated.The yield is about 86%. The nuclear magnetic fluorine spectrum of this final product is shown in Fig. 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Carzenide, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Ningbo Materials Technology And Engineering Institute; Xue Lixin; Nie Feng; Wen Lele; (9 pag.)CN108147981; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate, molecular formula is C12H18N2O2, 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. Computed Properties of C12H18N2O2

Solution of DA-171 (189 mg, 1 mmol) and tert-butyl 3-aminobenzylcarbamate (222 mg, 1 mmol) in MeOH (10 mL) was stirred for 2 days. Solvent was removed in vacuo and residue was purified by MPLC (silica, 0-10% MeOH in DCM) to give white solid of DA-76. DA-76 (382 mg, 0.928 mmol) was dissolved in MeOH saturated with HCI (5 mL). Clear solution was stirred for 2 h and then diluted with diethyl ether. Formed crystals were filtered off, washed with ether and dried in vacuo to give white powder of DA-87. To a solution of DA-87 (50 mg, 0.130 mmol) and 3-phenylpropiolic acid (21 mg, 0.143 mmol) in DMF (3 mL) TEA (66 mg, 0.650 mmol) followed by PPA (50% solution in AcOEt, 99 mg, 0.156 mmol) was added. Deep red solution was stirred overnight, diluted with AcOEt, washed 3x with brine, dried with sodium sulfate and the solvent was removed in vacuo to give pale yellow thick oil. It was purified by MPLC (silica, 0-10% MeOH in DCM) to give colorless glass.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 147291-66-5, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HENDRICKSON, Thomas, Francis; HO, Koc-Kan; SAUNDERS, Michael, David; STEVENS, Brian, John; SWIERCZEK, Krzysztof; WRIGHT, Kevin, Bret; WO2013/62945; (2013); 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. 3792-04-9, name is 2-Chloro-N-(2-(trifluoromethyl)phenyl)acetamide, A new synthetic method of this compound is introduced below., SDS of cas: 3792-04-9

Chrysin (1) (100 mg, 0.39 mmol), 2-chloro-N-(2-(trifluoromethyl)phenyl)acetamide (6) (98 mg,0.41 mmol) and anhydrous potassium carbonate (112 mg, 0.81 mmol) were dissolved in DMF (4 mL).The reaction mixture was stirred at 75 C for 9 h, then, it was poured into water (30 mL). Afterfiltering off the precipitate, the filtrate was diluted with saturated NaCl solution (30 mL) andextracted with DCM (4 x 30 mL). The combined organic layer was washed with water (30 mL), driedover MgSO4 and concentrated in vacuo. The filtered precipitation and the crude product obtained byextraction were purified separately with preparative TLC (DCM : MeOH = 60 : 1). Combining thepure products 50 mg (28 %) of compound 20 was isolated as a white solid. M.p.: 210-212 C. TLC(DCM : MeOH = 60 : 1); Rf = 0.71.

The synthetic route of 3792-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mayer, Szabolcs; Keglevich, Peter; Abranyi-Balogh, Peter; Szigetvari, Aron; Dekany, Miklos; Szantay, Csaba; Hazai, Laszlo; Molecules; vol. 25; 4; (2020);,
Amide – Wikipedia,
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Reference of 610302-03-9, 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 610302-03-9 as follows.

Step B – Synthesis of Intermediate Compound 6c To a solution of compound 6b (4.1 mg, 19.04 mmol), 4-nitrobenzoic acid (3.82 g, 22.85 mmol), and PPh3 (9.9g, 38.1 mmol) in THF (60 ml) was added DEAD (6.03 mL, 38.1 mmol) at 0C. The reaction mixture was then stirred at 25C for 16 h, quenched with water (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic phase was washed with water (100 mL x 2), dried over Na2S04, and concentrated in vacuo. The residue was purified using column chromatography (Si02, Petroleum ether: EtOAc = 10: 1 to 5: 1) to provide compound 6c (1.3 g, 81% yield) as a white solid.

According to the analysis of related databases, 610302-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; NEELAMKAVIL, Santhosh F.; WALJI, Abbas; MARCO, Christine Ng Di; COLEMAN, Paul; WAI, John; RAHEEM, Izzat T.; HU, Lihong; PENG, Xuanjia; WO2015/39348; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 127033-74-3, name is N-(3-Methoxyphenyl)cinnamamide, 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. Recommanded Product: N-(3-Methoxyphenyl)cinnamamide

In a 1000 mL reaction flask, 60 g of N- (cinnamoyl) -3-methoxyaniline was charged,100 g of anhydrous aluminum trichloride,500 mL of anhydrous chlorobenzene,Heating to 120 ,After refluxing for 2 hours,The reaction solution was poured into 500 mL of ice water,Produce a lot of hydrochloric acid gas,After stirring for 2 hours,The filter cake was added to 500 mL of methanol to recrystallize,To give 39 g of a light red solid,Yield: 60%Purity 94.5%.

The synthetic route of N-(3-Methoxyphenyl)cinnamamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Nuoxing Pharmaceutical Technology Co., Ltd.; Jiang Kaiyuan; Zheng Zhiwei; Sun Weihong; (6 pag.)CN107098855; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 263349-73-1, 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 263349-73-1 as follows.

EXAMPLE 342: 3-fluoro-4-(6-(trifluoromethyl)-lH-indazol-4- yl)benzenesulfonamide [0976] To a 5 mL vial equipped with a magnetic stir bar were added 4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-lH-indazole (40 mg, 0.128 mmol), 4-bromo-3- fluorobenzenesulfonamide (39.1 mg, 0.154 mmol), aqueous saturated sodium bicarbonate (0.274 mL, 0.513 mmol), PdCl2(dppf) (9.38 mg, 0.013 mmol), and dioxane (2 mL) to give an orange suspension. The vial was sealed and then heated in a microwave reactor at 140C for 30 minutes. The reaction mixture was subsequently filtered and the product was purified by preparative HPLC, eluting with a gradient of 35-60% ACN (containing 0.035% TFA) in H20 (containing 0.05% TFA). The pure fractions were lyophilized to give a TFA salt of the title compound as a white solid (13.7 mg, 22.6%). 1H NMR (400 MHz, DMSO-<) delta ppm 7.50 (s, 2 H), 7.53 (s, 1 H), 7.75-7.80 (m, 1 H), 7.92-7.94 (m, 1 H), 8.02 (s, 1 H), 8.06 (dt, J=8.02, 1.29 Hz, 1H), 8.21 (t, J=1.64 Hz, 1 H), 8.40 (s, 1 H); ESI-MS m/z [M+H]+ calc'd for Ci4H9F4N302S, 360.0; found 360.1. According to the analysis of related databases, 263349-73-1, the application of this compound in the production field has become more and more popular. Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; ERICKSON, Philip; FENG, Jun; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; MIURA, Joanne; MURPHY, Sean; TANG, Mingnam; TON-NU, Huong-Thu; WO2013/130855; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 830-43-3, The chemical industry reduces the impact on the environment during synthesis 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide, I believe this compound will play a more active role in future production and life.

A solution of l-[3-cyano-5-(isopropoxycarbonyl)-6-methylrhoyridin-2-yl]azetidine-3- carboxylic acid (0.091 g, 0.3 mmol), DIPEA 0.074 g, 0.6 mmol) and TBTU (0.039 g, 0.3 mmol) in leq. DCM/ 1 eq .DMF (2 mL) was added to sulfonamide^ .4 mmol), e.g. 4- (trifluoromethyl)benzenesulfonamide. The reaction mixture was stirred for 48h followed by addition of TBTU (0.013 g, 0.1 mmol). After 2Oh the solvents were removed in vacuo. The crude reaction mixture was added NaHSO4 (2 mL, IM) and due to differences in solubility between products DCM and DCM/ethyl acetate was used for extraction. The organic phase was isolated and the solvents were removed in vacuo. The crude material was purified using preparative HPLC (see below for details) in order to isolate the desired product, e.g. isopropyl 5-cyano-2-methyl-6- {3-[({ [4-(trifiuoromethyl)phenyl]sulfonyl}amino)carbonyl]azetidin- 1 – yl}nicotinate.

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-(Trifluoromethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2007/8140; (2007); 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. 437998-34-0, name is 2-Amino-3-bromobenzamide, A new synthetic method of this compound is introduced below., SDS of cas: 437998-34-0

General procedure: 2-Aminobenzamides (1 mmol) and 1,1-dichloro-2-nitroethene (1.2 mmol) were added to 5 mL of water in a 25 mL round-bottom flask. Then stirred at corresponding temperature and corresponding reaction time, after completion, the product precipitated from the reaction mixture and can be easily separated by filtration, then give the pure products.

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; Zhu, Fengjuan; Song, Runjiang; Li, Shen; Shao, Xusheng; Synlett; vol. 27; 14; (2016); p. 2167 – 2170;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 35303-76-5, The chemical industry reduces the impact on the environment during synthesis 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, I believe this compound will play a more active role in future production and life.

A solution of 4-(2-aminoethyl)benzenesulfonamide (80 mg, 0.40 mmol), AcOH (0.05 mL) and di-tert-butyl 4-(2-bromoacetamido)-4-(3-(tert-butoxy)-3- oxopropyl)heptanedioate (447 mg, 0.81 mmol) in DCE (20 mL) was stirred at 80 °C for 30 min under nitrogen. The reaction mixture was cooled to 0 °C, and treated with NaBH(QAc)3 (0,254 g, 1 ,2 mmol). The reaction mixture was stirred at room temperature for overnight and decomposed with water. The reaction mixture was extracted with DCM. The organic layer was dried and concentrated under reduced pressure. The residue was purified by biotage over silica gel to afford the desired product (322 mg, 63percent). NMR (400 MHz, DMSO-d6) 7.77 (s, 2 H), 7.64 (d, J – 8.0 Hz, 2 H), 7.23 (s. 2 H), 7.21 (d, J = 8.4 Hz, 2 H), 7.01 (s, 2 H), 6.80 (s. 2 H), 4.57 (s. 4 H), 3.61 (s, 4 H), 2.79-2,62 (m, 4 H), 2,09 (t, J = 8.0 Hz, 12 H), 1.76 (t, J = 8.0 Hz, 12 H), 1.32 (s, 54 H); MS (ESI), 636.5 (M/2+H)+.

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-(2-Aminoethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS; BABICH, John, W; ZIMMERMAN, Craig; JOYAL, John; LU, Genliang; HILLIER, Shawn; MARESCA, Kevin, P; MARQUIS, John; WO2013/103813; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics