Tag: M.W=100-200

Application of 2835-68-9, 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. 2835-68-9 name is 4-Aminobenzamide, 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 4-aminobenzamide (5.0 g, 36.7 mmol) and pyridine (2.9 g, 36.7 mmol)) in dry CH2Cl2 (100 mL) at -10 C., phenyl chloroformate (6.9 g, 44.1 mmol) was added dropwise, stirred at -10 C. for 30 min and then at room temperature for 30 minutes The reaction mixture was diluted with CH2Cl2 (100 mL) and washed with water (2×70 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated to get the crude product. The crude product was dissolved in diethyl ether (15 mL) and sonicated for 10 minutes and then pentane (30 mL) was added, the resulting solid was filtered and washed with pentane to give phenyl 4-carbamoylphenylcarbamate (7.2 g, 77% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Aminobenzamide, and friends who are interested can also refer to it.

Reference:
Patent; WYETH LLC; VENKATESAN, Aranapakam Mudumbai; CHEN, Zecheng; DEHNHARDT, Christoph Martin; DOS SANTOS, Osvaldo; DELOS SANTOS, Efren Guillermo; ZASK, Arie; VERHEIJEN, Jeroen Cunera; KAPLAN, Joshua Aaron; RICHARD, David James; AYRAL-KALOUSTIAN, Semiramis; MANSOUR, Tarek Suhayl; GOPALSAMY, Ariamala; CURRAN, Kevin Joseph; SHI, Mengxiao; (113 pag.)US2017/119778; (2017); A1;,
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Application of 154748-63-7, 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. 154748-63-7, name is tert-Butyl (3-hydroxycyclobutyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

3-(tert-butoxycarbonylamino)cyclobutyl 4-methylbenzenesulfonate 3-(tert-butoxycarbonyl amino)cyclobutyl 4-methylbenzenesulfonate was prepared from tert-butyl 3-hydroxycyclobutylcarbamate and 4-methylbenzene-1-sulfonyl chloride using Method M. The product was purified by flash chromatography eluting with EtOAc in hexane (0% to 17% gradient) to yield tert-butyl N-(3-[[(4-methylbenzene)sulfonyl]oxy]cyclobutyl)carbamate as a yellow solid (915 mg, 53%).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (3-hydroxycyclobutyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
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Application of 147356-78-3, The chemical industry reduces the impact on the environment during synthesis 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide, I believe this compound will play a more active role in future production and life.

Intermediate 402-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine To a stirred mixture of lambda/-boc-2-aminopicoline (10.4g) in dry THF (70ml) in an ice/ salt bath was added, under an atmosphere of nitrogen, n-butyl lithium (2M solution in cyclohexane, 50ml), keeping the temperature below 00C. The reaction was stirred below 00C for 1 h before the addition of a solution of lambda/-methyl-lambda/-(methyloxy)cyclopropanecarboxamide (7.5g) (available from Pfaltz-Bauer) in dry THF (20ml). The reaction mixture was stirred at 00C for 2h then warmed to 100C and poured into 5M hydrochloric acid (130ml). The mixture was heated at 600C for 2h, cooled and the aqueous layer separated. The aqueous layer was basified by the addition of 10M sodium hydroxide, with ice/water cooling, until the pH was 10 – 12. The resulting mixture was extracted with DCM (2x100ml) and the combined organic extracts were washed with water (50ml), dried using a hydrophobic frit and evaporated to give the title compound (7.89g). LC/MS R1 0.78min m/z 159 [MH+]. Method B

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, N-Methoxy-N-methylcyclopropanecarboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147188; (2009); A1;,
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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 75175-77-8 as follows. HPLC of Formula: C11H12FNO

General procedure: A mixture of compounds 11a-c (0.01 mol) with enaminones 12a-g {e.g., 3-(dimethylamino)-1-phenylprop-2-en-1-one (12a), 3-(dimethylamino)-1-(4-methylphenyl)prop-2-en-1-one (12b),3-(dimethylamino)-1-(4-methoxyphenyl)prop-2-en-1-one (12c), 1-(4-chlorophenyl)-3-(dimethyl-amino)prop-2-en-1-one (12d), 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one (12e), 3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one (12f) or 3-(dimethylamino)-1-(thiophen-2-yl)prop-2-en-1-one (12g)}(0.01 mol) in glacial acetic acid (25 mL), the reaction mixture was refluxed for 1 h and then left to cool.The solid product was filtered off, washed with ethanol, dried and finally recrystallized from DMF/H2Oto afford the corresponding pyrazolo[1,5-a]pyrimidine derivatives 18a-u.

According to the analysis of related databases, 75175-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; El-Naggar, Mohamed; Hassan, Ashraf S.; Awad, Hanem M.; Mady, Mohamed F.; Molecules; vol. 23; 6; (2018);,
Amide – Wikipedia,
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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. 85118-03-2, name is 2,5-Difluorobenzamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H5F2NO

Example 4((S -N-((R)-l-(5-benzyl-2-(2,5-difluorophenyl)oxazol-4-yl)-2,2-dimethylpropyl)-N- -4-fluoropyrrolidiii-3-yl)methyl)-2-hydroxypropanainide[00160] Ethyl 3-bromo-2-oxo-4-phenylbutanoate (3.0 g, 10.5 mmol) and 2,5- difluorobenzamide (4.0 g, 25.5 mmol) in a seal tube was heated at 100 C for 15 h. After cooled down, the precipitate was filtered off with methanol washes. After the filtrate was removed in vacuo, the crude product was purified by automated column chromatography (10% to 60% EtOAc in Hexanes). Ethyl 5-benzyl-2-(2,5-difluorophenyl)oxazole-4- carboxylate contaminated with inseparable side products was obtained (735 mg, 20.4%), which was used for the next step without any further purification. LC/MS (uplc): MH+ 344.1, 1.15 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; NOVARTIS AG; BARSANTI, Paul, A.; DING, Yu; HAN, Wooseok; WO2011/128388; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 67442-07-3, 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. 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

4-Iodo-l-(4-methoxybenzyl)-lH-pyrazole (8.1 g, 26 mmol) was dissolved in THF (50 mL) and cooled in an ice bath. Isopropylmagnesium chloride (2.9 M, 8.9 mL, 26 mmol) was added slowly. The reaction mixture was stirred for 10 min, and then 2-chloro-N-methoxy-N- methylacetamide (3.5 g, 26 mmol) dissolved in THF (15 mL) was added slowly by syringe. The reaction mixture was warmed to ambient temperature and stirred for 1 h. The reaction mixture was partitioned between EtOAc and IN HC1, and the organic layer was dried over sodium sulfate, filtered, and concentrated to afford the crude title compound (7.1 g, 104percent yield) as an amber oil that slowly solidified.

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

Reference:
Patent; ANDREWS, Steven W.; BLAKE, James F.; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MORENO, David A.; REN, Li; WALLS, Shane M.; (421 pag.)WO2018/136661; (2018); A1;,
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Amide – an overview | ScienceDirect Topics

Reference of 147356-78-3, 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. 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (5S,7S)-2-bromo-7-fluoro-5-(2-fluorophenyl)-6,7-dihydro-5H-pyrrolo[l,2- b][l,2,4]triazole (500 mg, 1.67 mmol) and N-methoxy-N-methyl-cyclopropanecarboxamide (430 mg, 3.33 mmol) in tetrahydrofuran (10 mL) was added isopropylmagnesium chloride (2.0 M in tetrahydrofuran, 4.2 mL, 8.4 mmol) at 0 C under nitrogen atmosphere. The reaction mixture was stirred at 0C for 2 h and then quenched by addition of water (10 mL). The mixture was extracted with ether acetate (3 x 10 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to afford crude cyclopropyl-[(5S,7S)-7-fluoro-5-(2- fluorophenyl)-6,7-dihydro-5H-pyrrolo[l,2-b][l,2,4]triazol-2-yl]methanone (350 mg, 72%) as green oil.

The synthetic route of N-Methoxy-N-methylcyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; HAMILTON, Gregory; PATEL, Snahel; ZHAO, Guiling; DANIELS, Blake; STIVALA, Craig; (208 pag.)WO2019/72942; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 685-91-6, name is N,N-Diethylacetamide, 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 685-91-6, HPLC of Formula: C6H13NO

General procedure: To the solution of 0.50 g (2.0 mmol) 2-bromo-3-aminobenzanthrone (1) in 2-3ml of appropriate amides, the phosphorusoxychloride (0.2 ml, 2.1 mmol) was added dropwise under stirring.The resulting mixture was heated for 3 h at 90-100 C. After cooling tothe ambient temperature, the crude product that precipitated onpouring into 50 ml of 2% NaOH water solution was filtered, washedwith water, and dried.

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

Reference:
Article; Kirilova; Puckins; Romanovska; Fleisher; Belyakov; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 202; (2018); p. 41 – 49;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 2896-98-2, 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. 2896-98-2, name is Tetrahydro-1,4-thiazepan-5-one, This compound has unique chemical properties. The synthetic route is as follows.

(Ref: J. Org. Chem. 1960, 25, 1953-1956.) To a stirred solution of 1,4- thiazepan-5-one (9.16 g, 70 mmol) in THF (271 mL) at 0 0C is added dropwise over20 min LAH (IM in THF, 70 mL, 70 mol). The reaction mixture is stirred at 0 0C for 10 min and then warmed to RT, stirring is continued for 2 h. The reaction mixture is quenched with careful successive addition of H2O (2.5 mL), 5N aqeous NaOH (2.5 mL) and H2O (9 mL). A thick gel like precipitate formed. The reaction mixture is filtered through a small pad of Celite, and the filter cake is washed with ether (300 mL). The filtrate is concentrated to afford the title compound as an oil, which is used immediately in the next reaction. 1H NMR (400 MHz, DMSO) delta 2.89 (t, 2H), 2.84 (t, 2H), 2.69 (t, 2H), 2.59 (t,2H), 1.78 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis Tetrahydro-1,4-thiazepan-5-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/56875; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 198211-38-0, 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. 198211-38-0, name is tert-Butyl 3-azabicyclo[3.1.0]hexan-6-ylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 21 Preparation of (4S,4aS,5aR,12aS)-9-((6-amino-3-azabicyclo[3.1.0]hexan-3-yl)methyl)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,1′-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride (the hydrochloride of Compound 26) In a 25 mL single-neck flask, Compound A (1 g) and tert-butyl 3-azabicyclo[3.1.0]hexan-6-ylcarbamate (1 g) were dissolved in 5 mL of DMF, and reacted at room temperature for 0.5 h, 1.4 g of sodium triacetoxy borohydride was added slowly, and further reacted for 0.5 h. Then the reaction solution was mixed with 10 g of C18 fillers, packed into a column, separated by a quick preparative chromatography of ISCO (acetonitrile:water=1-10:100), collected the fraction which was confirmed by thin layer chromatography (TLC) to contain Compound 26. 10 mL of concentrated hydrochloric acid was added and stirred at room temperature for 0.5 h. After enrichment, the mixture was concentrated and freeze-dried to give hydrochloride of Compound 26 (58 mg, pale yellow powder). 1H NMR (D2O, 400 MHz) delta: 7.93 (s, 1H), 4.50 (m, 3H), 3.97 (s, 1H), 3.67 (br, 2H), 3.18 (s, 6H), 2.86-3.09 (m, 10H), 2.49 (t, 1H), 2.32 (s, 2H), 2.17 (d, 2H), 1.58 (m, 1H)

The synthetic route of tert-Butyl 3-azabicyclo[3.1.0]hexan-6-ylcarbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KBP BIOSCIENCES CO., LTD.; Zhang, Hui; Dong, Yanyan; US2014/179638; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics