Month: August 2021

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,
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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. 37045-73-1, name is 3-(Methylsulfonamido)aniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H10N2O2S

In a 1000 mL four-necked flask with mechanical stirring and a thermometer,Add 700g of water,Methanesulfonamidoaniline 149g(content 80%, 0.64 mol), sodium carbonate 140 g (1.32 mol),Stir well and then as solution A,Transfered to the pipeline reactor by screw pump A,At the same time pumping liquid 1-chloropropane 143g (1.82mol),Solution A and 1-chloropropane are fed with screw pump A and screw pump B, respectively.The mass flow rate ratio of the control solution A to 1-chloropropane was 6.9:1.0.The pipeline reactor has a pipeline reaction section providing a chemical reaction site, and the solution A and 1-chloropropane are continuously reacted in the pipeline reaction section.Keep the temperature of the pipeline reaction section at 100 C,Control the residence time of the reaction solution for 30 min, cooling,Extracted with 800 mL of anisole,The combined organic phases are concentrated under reduced pressure.Obtaining dialkylaminomethanesulfonanilide157.6g,97.9%,The yield was 91.2%.

According to the analysis of related databases, 37045-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JIANGSU DIAN CHEMICAL CO LTD; Jiangsu Di’an Chemical Co., Ltd.; ZHEJIANG SHANYU TECH CO LTD; Zhejiang Shanyu Technology Co., Ltd.; TAO ANNI; Tao Anni; GUO HAIBIN; Guo Haibin; WEI BIN; Wei Bin; LI JIAN; Li Jian; ZHENG TUCAI; Zheng Tucai; XU XUMING; Xu Xuming; HU XIAOKUI; Hu Xiaokui; (6 pag.)CN108299250; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 255735-88-7, name is tert-Butyl 2-aminopropylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl 2-aminopropylcarbamate

To a solution of tert-butyl 2-aminopropylcarbamate (3.6 g, 20.6 mmol), 2-hydroxybenzoic acid (2.79 g, 20.6 mmol) and imidazole (1.41 g, 20.6 mmol) in EtOAc (100 mL) at 0° C. was slowly added a solution of DCC (4.26 g, 20.6 mmol) in EtOAc (50 mL). The reaction mixture was stirred (RT, 16 h), filtered and concentrated under reduced pressure. The crude product was purified by silica chromatography, EtOAc/Petroleum ether (0-20percent) to afford tert-butyl 2-(2-hydroxybenzamido)propylcarbamate (2.4 g, 40percent) as a white solid.

The synthetic route of 255735-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Milne, Jill C.; Jirousek, Michael R.; Bemis, Jean E.; Smith, Jesse J.; US2010/41748; (2010); A1;,
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

Synthetic Route of 6228-73-5, 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. 6228-73-5, name is Cyclopropanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Mix the compound obtained in Step 2 (610 mg, 1.9 mmol), cyclopropanecarboxamide (193 mg, 2.27 mmol), (±)-2,2-bis(diphenylphosphino)-l,l’-binaphthalene (BINAP, 118 mg, 0.19 mmol), CS2CO3 (1.238 g, 3.8 mmol) and tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 122 mg, 0.133 mmol] in 1,4-dioxane (30 mL). Stir the reaction at 120C under N2 for 16 hrs. Cool the reaction, filter, concentrate the filtrate under reduced pressure to give the crude product. Purification by chromatography (silica gel, EtOAc_PE=l:l) affords the title compound (500 mg, 70.8%). MS: (M+l): 372.2.

The synthetic route of Cyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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

Electric Literature of 749927-69-3, 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. 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

100 ml of DMF was added to a 250 ml three-necked flask,A solution of 18.5 g of 5,5-dimethyl-3- (3-trifluoromethyl-4-fluorophenyl) -2-thiamidazol-4-one was successively added with stirring,Ice bath cooling to 0-5 C,Add 3.9 g of sodium hydride in portions.Plus,The ice bath continues to stir for 30 min.13.68 g of 2-fluoro-4-bromobenzoylmethylamine was dissolved in 30 ml of DMF,Slowly add it toIn the reaction solution, control the internal temperature 0-5 C.Plus finished, returned to room temperature, continue to stir 5h,TLC monitoring reaction is completed.The reaction solution was addedTo 500 ml of water, filtered to obtain crude.After drying, column chromatography was performed to obtain 23.9 g of enterine, the yield was 87.3%.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-fluoro-N-methylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chengdu Yinuo Dabo Pharmaceutical Technology Co., Ltd.; Fu Qingquan; Yue Lijian; Lin Qiang; Liao Xianbo; Zhao Maoxian; Qin Yan; (8 pag.)CN104844520; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products 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.

To a solution of (3aS,6aS)-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(lH)-carboxylate (intermediate 3; 206 mg, 970 muiotaetaomicron), N-methylmorpholine (294 mg, 2.91 mmol) and 4- sulfamoylbenzoic acid (203 mg, 970 muiotaetaomicron) in N,N-dimethylformamide (10 ml) was added 0-(7- azabenzotriazol-l-yl)-N,N,N’,N’ -tetramethyluronium hexafluoro-phosphate (369 mg, 970 muiotaetaomicron) at 0C, then after 10 min the ice-bath was removed. After 16 h the reaction mixture was partitioned between dichloromethane and sat. aq. sodium hydrogencarbonate solution. The organic layer was washed with sat. aq. ammonium chloride solution and brine, dried over magnesium sulfate, filtered and evaporated. After trituration in tert-butyl methyl ether the precipitate was collected by filtration to afford the title compound (348 mg, 91 ). Light yellow solid, MS: 396.6 (M+H)+.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERT, Jerome; HUNZIKER, Daniel; MATTEI, Patrizio; MAUSER, Harald; TANG, Guozhi; WANG, Lisha; WO2014/139978; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 4815-28-5,Some common heterocyclic compound, 4815-28-5, name is 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, molecular formula is C9H12N2OS, 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: 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide(4a;1.5 mmol) was suspended in 10 ml butanol and benzaldehydes(5a-5m;1.0 mmol). Conc HCl (0.1 ml) was added to this reaction mixture and heated at 80 C for 12 h or until TLC confirms the completion of reaction. The solid obtained was filtered, washedwith water and dried.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, its application will become more common.

Reference:
Article; Amawi, Haneen; Karthikeyan, Chandrabose; Pathak, Rekha; Hussein, Noor; Christman, Ryann; Robey, Robert; Ashby, Charles R.; Trivedi, Piyush; Malhotra, Ashim; Tiwari, Amit K.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 1053 – 1065;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 406233-31-6, name is 4-Fluoro-3-nitrobenzenesulfonamide, 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. Product Details of 406233-31-6

To a stirred solution of (4-methylmorpholin-2-yl)methanamine (400 mg, 3.07 mmol) in THF (25 mL) was added 4-fluoro-3-nitrobenzenesulfonamide (609 mg, 2.76 mmol) followed by triethylamine (1.24 g, 12.28 mmol). After stirring at rt for 16 h, the reaction was concentrated and the resulting crude was diluted with 10% MeOH-DCM (50 mL), and washed with ice-cold water (3 x 50 mL). The organic layer was dried over Na2S04, filtered and concentrated. The crude product was triturated with Et20/pentane to afford Intermediate 17 (600 mg, 65% yield) as a yellow solid. LC/MS (ESI) m/z 331.2 [M+H]+.

The synthetic route of 4-Fluoro-3-nitrobenzenesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENO ROYALTIES & MILESTONES, LLC; PINCHMAN, Joseph, Robert; HUANG, Peter, Qinhua; BUNKER, Kevin, Duane; SIT, Rakesh, Kumar; SAMATAR, Ahmed, Abdi; (236 pag.)WO2019/139902; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics