Author: Jessica.F

Related Products of 67442-07-3, The chemical industry reduces the impact on the environment during synthesis 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, I believe this compound will play a more active role in future production and life.

To a solution of trimethylsulfonium iodide (41.51 g, 203.9 mmol) in THF (335.3 mL)at -30 ¡ãC was added lithium bis(trimethylsilyl)amide (1M in heptane, 203.9 mL, 203.9mmol) portionwise over 45 mills. After stirring for 30 mins, 3,3,3-trifluoro-1,2- epoxypropane (14 g, 124.9 mmol) was added at -20 ¡ãC over 15 mill, and the mixture was allowed to warm to RT and stirred for 3 h and 10 mm. The slurry was then added portionwise to an ice-cold solution of 2-chloro-N-methoxy-N-methylacetamide (28.05g, 203.9 mmol) in NMP (75.7 mL). The resulting mixture was allowed to warm to RT and stirred for 1 day before dilution with EtOAc. The organic layer was washed with NaHCO3 (sat. aq. sol.) and the washings extracted with EtOAc. The organic layers were combined, dried (MgSO4) and evaporated. The residue was purified by column chromatography (silica gel; n-heptane/EtOAc 100/0 to 70/30) to yield 1-1 (13.8 g,49percent).

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-N-methoxy-N-methylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 2895-21-8, A common heterocyclic compound, 2895-21-8, name is N-Isopropyl-2-chloroacetamide, molecular formula is C5H10ClNO, 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 1d (18 mg, 0.08 mmol) was dissolved in 1.5 mL of DMF,Potassium carbonate (22.2 mg, 0.16 mmol) was added,80 reaction 30min,Compound 3a (13.1 mg, 0.10 mmol) was added,80 C overnight.After the reaction is over,Cool to room temperature.Add appropriate amount of water,Ethyl acetate was extracted three times,The organic phases were combined and washed with saturated brine,Dried over anhydrous magnesium sulfate,The crude product was distilled under reduced pressure.Separation and purification by column chromatography,25.0 mg of a white solid.Yield: 96.2%

The synthetic route of 2895-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Chen, Jianzhong; Xie, Xin; Qian, Haiyan; Chen, Lili; Wang, Zhilong; (42 pag.)CN106167497; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 40724-47-8, 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. 40724-47-8, name is 4-Bromomethylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows.

[0330] Isopropyl 2-(4-bromo-3 -(3 -isopropoxyphenyl)- 1H-pyrazol- 1 -yl)thiazole-4- carboxylate (520 mg, 1.15 mmol) was dissolved in anhydrous THF ( 5 mL) and potassium acetate (340 mg, 3.46 mmol), PdC12(dppf) (0.9 mg, 0.0011 mmol) and bis(pinacolato)diborane (408 mg, 1.61 mmol) were added. The vial was purged with argon for 5 mm. The reaction was heated at 100 ¡ãC for 2h. The reaction mixture was diluted with ethyl acetate and filtered through a plug of celite. The solvent was removed by rotary evaporator and purified by flash chromatography (Combi-flash Rf, hexane/ethyl acetate, 0- 40percent gradient) to give a mixture of isopropyl 2-(3-(3-isopropoxyphenyl)-4-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 1 H-pyrazol- 1 -yl)thiazole-4-carboxylate and isopropyl 2-(3 -(3 -isopropoxyphenyl)- 1 H-pyrazol- 1 -yl)thiazole-4-carboxylate.

The chemical industry reduces the impact on the environment during synthesis 4-Bromomethylbenzenesulfonamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; VANDERBILT UNIVERSITY; MALONEY, David J.; JADHAV, Ajit; BANTUKALLU, Ganesha Rai; BRIMACOMBE, Kyle Ryan; MOTT, Bryan T.; YANG, Shyh Ming; URBAN, Daniel Jason; HU, Xin; SIMEONOV, Anton; KOUZNETSOVA, Jennifer L.; WATERSON, Alex Gregory; SULIKOWSKI, Gary Allen; KIM, Kwangho; CHRISTOV, Plamen; JANA, Somnath; (387 pag.)WO2016/109559; (2016); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 16695-22-0, 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. 16695-22-0, name is (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate), This compound has unique chemical properties. The synthetic route is as follows.

9 was obtained from myricetin (509 mg, 1.6 mmol), K2CO3 (276 mg, 2.0 mmol), N,O,O’-Tri(toluene-4-sulfonyl)diethanolamine (454 mg, 0.8 mmol) and DMF (30 mL), according to the general procedure, as a light yellow amorphous powder (402 mg, yield: 45%); UV (MeOH) lambdamax(log epsilon) 364 (2.56) nm; IR (K Br)numax: 3397, 2923, 1656, 1160, 1048 cm-1. 1H NMR (DMSO-d6, 400 MHz): delta 12.39 (1H, br s, 5-OH), 7.63 (2H, d, J = 8.0 Hz, H-6″, 10″), 7.47 (1H, s, H-2′), 7.38 (2H, d, J = 8.0 Hz, H-7″, 9″), 7.31 (1H, s, H-6′), 6.43 (1H, s, H-8), 6.20 (1H, s, H-6), 4.41 (2H, br s, H-1″), 4.23 (2H, br s, H-2″), 3.44 (4H, br s, H-3″, 4″), 2.36 (3H, s, H-11″); 13C NMR (DMSO-d6, 100 MHz): delta 176.1 (C-4), 164.5 (C-7), 160.7 (C-5), 156.2 (C-9), 152.5 (C-3′), 150.6 (C-5′), 145.2 (C-2), 143.3 (C-8″), 140.9 (C-5″), 136.9 (C-4′), 135.1 (C-3), 129.9 (C-7″, 9″), 126.9 (C-6″, 10″), 126.1 (C-1′), 111.9 (C-6′), 110.2 (C-2′), 103.0 (C-10), 98.4 (C-6), 93.5 (C-8), 73.2 (C-1″), 72.7 (C-4″), 52.2 (C-3″), 51.9 (C-2″), 20.9 (C-11″); HRESIMS m/z 542.1113 [M-H2O+H]+ (calcd for [C26H24NO10S]+, 542.1115).

The chemical industry reduces the impact on the environment during synthesis (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate). I believe this compound will play a more active role in future production and life.

Reference:
Article; Chen, Jia; Wu, Yuechan; Zou, Jianwei; Gao, Kun; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1488 – 1494;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 22726-00-7, name is 3-Bromobenzamide, molecular formula is C7H6BrNO, 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. HPLC of Formula: C7H6BrNO

A mixture of 3-bromobenzamide (3 g, 15.1 mmol), [3-(hydroxymethyl)- phenyl]boronic acid (3 g, 19.6 mmol), PdCl2(PPh3)2 (0.46 g, 0.66 mmol), and potassium carbonate (3.6 g, 26.2 mmol) in Toluene/MeOH (10:1, 40 mL) was stirred at 80 C for 18 h. The resulting black mixture was cooled to room temperature, filtered through celite, and poured into a EtO Ac/brine mixture. The two layers were separated and the aqueous was extracted with EtOAc (3x). The organics were combined, dried over sodium sulfate, filtered, and evaporated to dryness. The residue was purified by flash chromatography on silica gel eluting with a mixture of EtOAc/Hexane to give 3′-(hydroxymethyl)biphenyl-3-carboxamide as a solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22726-00-7, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2006/14918; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 711007-44-2, These common heterocyclic compound, 711007-44-2, name is 2,3-Diaminobenzamide, 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.

Step-4: To a solution of 2-((benzyloxy)carbonyl)-3-methyl-l,2,3,4- tetrahydroisoquinoline-3-carboxylic acid (620 mg, 1.91 mmol) in anhydrous DMF (5 ml) was added EDCHCl (1.098 mg, 5.73 mmol), HOAt (390 mg, 2.87 mmol) and triethylamine (0.4 ml, 2.87 mmol) at RT and the mixture was stirred for 10 min. To this reaction mixture, 2,3- diaminobenzamide (346 mg, 2.29 mmol) was added and heated to 550C for 3 days. The reaction mixture was poured into ice cold water and stirred for 30 min. The precipitate formed was filtered and dried under vacuum and purified by preparative TLC using ethyl acetate as eluent to afford benzyl 3-((2-amino-3-carbamoylphenyl)carbamoyl)-3-methyl-3,4-dihydroisoquinoline- 2(lH)-carboxylate. MS (ES+): m/z 481.2 [M+ Na]+

The synthetic route of 711007-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; LIM, Dong, Sung; SMITH, David, E.; WO2011/2520; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 360-64-5, The chemical industry reduces the impact on the environment during synthesis 360-64-5, name is 2-(Trifluoromethyl)benzamide, I believe this compound will play a more active role in future production and life.

Methyl S-chloropyrazine-2-carboxylate (879 mg), 2-trifluoromethylbenzamide (1.OS g), Cs2CO3 (2.31 g), xantphos (0.268 g), and Pd2(dba)3 (0.141 g) were stirred in dioxane (25.5 mL) under argon atmosphere at 80C for 6 hours. The mixture was cooled, and then AcOEt and water were added thereto and the mixture was stirred. Then, insoluble substances were filtered through Celite. The filtrate was separated, and the organic layer was washed with water and saturated brine, dried over anhydrous Na2 SO4, and filtered. The solvent was removed, and then the resulted residue was purified by column chromatography (Hexane/AcOEt). The resultant was confirmed as methyl S-[(2-(trifluoromethyl)benzamidojpyrazine-2-carboxylate (1.69 g) by 1H-NMR (CDC13MeOH (16.5 mL) was added thereto, and then thereto was added SN aqueous NaOH solution (4.1 mL) under ice cooling. The mixture was stirred at room temperature for 4 hours. The mixture was adjusted to pH=4 by addition of 5N HC1 (4.1 mL) and the resulted precipitate was filtered and dried at 60C to give5- [2-(trifluoromethyl)benzamidojpyrazine-2-carboxylic acid (1.56 g).

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

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; KAN, Keizo; TAKUWA, Masatoshi; TANAKA, Hirotaka; FUJIWARA, Hideto; YAMABE, Hokuto; MATSUDA, Satoshi; OHDACHI, Kazuhiro; HANARI, Taiki; MENJO, Yasuhiro; URUSHIMA, Tatsuya; FUJITA, Shigekazu; (183 pag.)WO2019/4421; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, 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 127828-22-2, Product Details of 127828-22-2

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate was then taken up in CH2Cl2 (20 mL) along with salicylic acid (576 mg, 4.17 mmol) and EDCI (905 mg. 4.72 mmol). The resulting reaction mixture was stirred at room temperature for 18 h. It was then diluted with CH2Cl2 (20 mL), washed with saturated aqueous NaHCO3, brine, dried over Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by chromatography (9:1 CH2Cl2/MeOH) to afford tert-butyl 2-(2-(2-hydroxybenzamido)ethoxy)ethylcarbamate (450 mg, 33%). Mass calculated for C16H24N2O5: 324.17; found: [M+H]+=325.

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

Reference:
Patent; Milne, Jill C.; Jirousek, Michael R.; Bemis, Jean E.; Vu, Chi B.; US2011/82192; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 33045-52-2, 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. 33045-52-2, name is Methyl 2-methoxy-5-sulfamoylbenzoate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1) 2-Methoxy-5-sulfamoylbenzoic acid. Methyl 2-methoxy-5-sulfamoylbenzoate(4.91g, 20mmol) was dissolved in methanol(30mL). 2N Aqueous sodium hydroxide(30mL, 60mmol) was added, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into 2N hydrochloric acid, and the separated solid was filtered to give the title compound(4.55g, 98.3%) as a white solid. 1H-NMR(DMSO-d6): delta 3.89(3H, s), 7.30(1H, d, J=8.7Hz), 7.32(2H, s), 7.92(1H, dd, J=8.7, 2.7Hz), 8.09(1H, d, J=2.7Hz), 13.03(1H, br).

The synthetic route of Methyl 2-methoxy-5-sulfamoylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Institute of Medicinal Molecular Design, Inc.; EP1512396; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 156731-40-7, name is 1-(Boc-amino)-3-butene, 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 1-(Boc-amino)-3-butene

Intermediate 154. tert-butyl but-3-en-1 -yl(methyl)carbamate To a 0 C solution of tert-butyl but-3-en-1 -ylcarbamate (Intermediate 62, 840mg, 4.9mmol) in THF (20ml_) was added, under inert atmosphere, sodium hydride (216mg of a 60% dispersion in oil, 8.99mmol) and the reaction mixture was stirred at r.t. for 1 h before methyl iodide (3.05ml_, 49.0mmol) was added. The reaction mixture was heated to reflux and maintained at this temperature overnight. Ice was then added and the aquous phase was extracted with ethyl acetate (3 x 50ml_). The combined organic extracts were washed with brine, filtered and concentrated to dryness to afford the title compound as a colorless oil (893mg, 98%). 1 H NMR (300 MHz, cdcl3) delta 5.75 (dddd, J = 17.1 , 13.7, 6.8, 3.4 Hz, 1 H), 5.17 – 4.92 (m, 2H), 3.39 – 3.08 (m, 2H), 2.84 (s, 3H), 2.37 – 2.13 (m, 2H), 1 .45 (s, 9H).

The synthetic route of 1-(Boc-amino)-3-butene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; PUIG DURAN, Carlos; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; (149 pag.)WO2016/46390; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics