Tag: M.W=100-200

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-(2-Methylthiazol-4-yl)ethanone, is researched, Molecular C6H7NOS, CAS is 23002-78-0, about Synthesis of 4-acetylthiazole and its 2-carboxylic acid ethyl ester, the main research direction is acetylthiazole oxime cleavage formaldehyde; thiazole acetyl; thiazole carboxylate acetyl.Related Products of 23002-78-0.

4-Acetylthiazole (I, R = H) was prepared by treating BrCH2COCMe:NOH with P2S5 and HCONH2 to give 30% 4-acetylthiazole oxime which was treated with aqueous CH2O to give 65% I (R = H). I (R = Me, Ph) were also obtained by cleaving their oximes with CH2O. I (R = CO2Et) was prepared by thiolating Et oxamate, treating Et thiooxamate with BrCH2COCMe:NOH and cleaving the oxime with CH2O.

Here is a brief introduction to this compound(23002-78-0)Related Products of 23002-78-0, if you want to know about other compounds related to this compound(23002-78-0), you can read my other articles.

Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of C10H10ClNO. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Facile CuI-catalyzed arylation of azoles and amides using simple enaminones as efficient ligands. Author is Cheng, Cungui; Sun, Gonglei; Wan, Jieping; Sun, Cuirong.

(E)-3-(Dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one was found to be an excellent ligand for copper-catalyzed N-arylation of azoles and amides with aryl halides under mild conditions. The reaction took place at 82 °C in MeCN with broad functional-group compatibility. A combination of the ligand and CuI proved to be an efficient catalytic system to promote the coupling reactions of aryl halides with azoles and amides.

Here is a brief introduction to this compound(7661-33-8)Electric Literature of C10H10ClNO, if you want to know about other compounds related to this compound(7661-33-8), you can read my other articles.

Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Cyclization of N-arylcyclopropanecarboxamides into N-arylpyrrolidinones-2 under electron ionization and in the condensed phase, published in 2016, which mentions a compound: 7661-33-8, Name is 1-(4-Chlorophenyl)pyrrolidin-2-one, Molecular C10H10ClNO, Formula: C10H10ClNO.

Mass spectrometry is known as an excellent method to predict the behavior of organic compounds in solution The behavior of organic compounds in the gas-phase inside an ion source of a mass spectrometer allows their intrinsic properties to be defined, avoiding the influence of intermol. interactions, counter ions and solvent effects. Arylpyrrolidinones-2 were obtained by condensed phase synthesis from the corresponding N-arylcyclopropanecarboxamides. Electron ionization (EI) with accurate mass measurements by high-resolution time-of-flight mass-spectrometry and quantum chem. calculations were used to understand the behavior of the mol. radical cations of N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2 in the ion source of a mass spectrometer. The geometries of the mols., transition states, and intermediates were fully optimized using DFT-PBE calculations Fragmentation schemes, ion structures, and possible mechanisms of primary isomerization were proposed for isomeric N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2. Based on the fragmentation pattern of the N-arylcyclopropanecarboxamides, isomerization of the original M+· ions into the M+· ions of the N-arylpyrrolidinones-2 was shown to be only a minor process. On the contrary, this cyclization proceeds easily in the condensed phase in the presence of the Bronsted acids. Based on the exptl. data and quantum chem. calculations the principal mechanism of decomposition of the mol. ions of N-arylcyclopropanecarboxamides involves their direct fragmentation without any rearrangements. An alternative mechanism is responsible for the isomerization of a small portion of the higher energy mol. ions into the corresponding N-arylpyrrolidinones-2 ions.

Here is a brief introduction to this compound(7661-33-8)Formula: C10H10ClNO, if you want to know about other compounds related to this compound(7661-33-8), you can read my other articles.

Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Product Details of 23002-78-0. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-(2-Methylthiazol-4-yl)ethanone, is researched, Molecular C6H7NOS, CAS is 23002-78-0, about Lipase kinetic enantiomeric resolution of 1-heteroarylethanols. Author is Kucher, Olexandr V.; Kolodyazhnaya, Anastasiya O.; Smolii, Oleg B.; Nazarenko, Nadiya K.; Kubyshkin, Vladimir; Mykhailiuk, Pavel K.; Tolmachev, Andrey A..

The use of lipases offers a simple and straightforward method toward various chiral secondary alcs. Here we examined the lipase resolution of 1-heteroarylethanols. Racemic substrates were subjected to a two step resolution strategy. The difference between the substituent sizes around the chiral fragment allowed the successful isolation of the (S)-alcs. with assistance of the Burkholderia cepacia lipase (ee ≥ 96%). The (R)-isomers were obtained after hydrolysis of the enantioenriched O-acetylated alcs. either with Candida antarctica lipase B or with potassium carbonate. The performance of the latter step was found to be substrate dependent.

Here is a brief introduction to this compound(23002-78-0)Product Details of 23002-78-0, if you want to know about other compounds related to this compound(23002-78-0), you can read my other articles.

Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Purinylpyridinylamino-based DFG-in/αC-helix-out B-Raf inhibitors: Applying mutant versus wild-type B-Raf selectivity indices for compound profiling》. Authors are Liu, Longbin; Lee, Matthew R.; Kim, Joseph L.; Whittington, Douglas A.; Bregman, Howard; Hua, Zihao; Lewis, Richard T.; Martin, Matthew W.; Nishimura, Nobuko; Potashman, Michele; Yang, Kevin; Yi, Shuyan; Vaida, Karina R.; Epstein, Linda F.; Babij, Carol; Fernando, Manory; Carnahan, Josette; Norman, Mark H..The article about the compound:1H-Pyrazole-4-sulfonyl chloridecas:438630-64-9,SMILESS:ClS(=O)(=O)C1=CNN=C1).Name: 1H-Pyrazole-4-sulfonyl chloride. Through the article, more information about this compound (cas:438630-64-9) is conveyed.

One of the challenges for targeting B-RafV600E with small mol. inhibitors had been achieving adequate selectivity over the wild-type protein B-RafWT, as inhibition of the latter has been associated with hyperplasia in normal tissues. Recent studies suggest that B-Raf inhibitors inducing the ‘DFG-in/αC-helix-out’ conformation (Type IIB) likely will exhibit improved selectivity for B-RafV600E. To explore this hypothesis, we transformed Type IIA inhibitor (1) into a series of Type IIB inhibitors (sulfonamides and sulfamides 4-6) and examined the SAR. Three selectivity indexes were introduced to facilitate the analyses: the B-RafV600E/B-RafWT biochem. (bS), cellular (cS) selectivity, and the phospho-ERK activation (pA). Our data indicates that α-branched sulfonamides and sulfamides show higher selectivities than the linear derivatives We rationalized this finding based on anal. of structural information from the literature and provided evidence for a monomeric B-Raf-inhibitor complex previously hypothesized to be responsible for the desired B-RafV600E selectivity.

Here is a brief introduction to this compound(438630-64-9)Name: 1H-Pyrazole-4-sulfonyl chloride, if you want to know about other compounds related to this compound(438630-64-9), you can read my other articles.

Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 61266-36-2, Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate, 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, SDS of cas: 61266-36-2, blongs to alcohols-buliding-blocks compound. SDS of cas: 61266-36-2

Compound 9 was prepared according to Scheme 7. [ Reaction of methyl 4-bromobenzoate (9. 1) with propargyl alcohol (9. 2) under Sonogashira conditions afforded compound 9. 3. Hydrogenation 9. 3 Obtaining compound 9. 4. Obtaining the acid after hydrolysis of the ester and subsequent treatment with acrylic acid under Dean and Stark conditions. The acid was reacted with intermediate 2 (3.6) to obtain diester 9. 7 and further reacted with diiodobenzene under Sonogashira conditions to obtain the target compound 9. 8

The synthetic route of 61266-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent Gmbh / Merck patent Co.Ltd; Adlem, K; Parry, O. L; Skjonnemand, K; Wilkes, D; (51 pag.)CN103254083; (2016); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 1570-95-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1570-95-2, name is 2-Phenylpropane-1,3-diol, molecular formula is C9H12O2, molecular weight is 152.19, as common compound, the synthetic route is as follows.

A flask was charged with 1.00 part of F-Diol and 9.50 parts of THF. The resulting solution was treated with 2.39 parts of 1,1′-carbonyldiiumidazole (CDI) in a single portion. After several hours a heavy precipitate formed which was stirred an additional 18-24 h. Next, 1.00 part of powdered activated molecular sieves (4 , 25mu) was added followed by 3.4 parts of ammonium carbonate. The slurry was stirred for 18-24 h, then treated with an additional 3.4 parts of ammonium carbonate. After an additional 18-24 h, the reaction mixture was allowed to settle for 2-24 h and the supernatant was removed. The remaining slurry was treated with ethyl acetate (5 parts), stirred, and filtered to remove solids. The filter cake was washed three times with 2.5 parts each of ethyl acetate. The organic phases were combined and concentrated to an oil, then dissolved in 5 parts ethyl acetate, and washed with 2.5 parts of water then 3 parts of 6 N hydrochloric acid. (An additional wash may be necessary if the pH of the aqueous acid wash is still basic by pH paper.) The ethyl acetate layer was then washed with 3 parts brine solution followed by 3 parts of sodium bicarbonate. The organic layer was dried over 1.0 part sodium sulfate, filtered, and concentrated in vacuo, while maintaining a bath temperature of 60-80 C., to a light-syrup (leaving approximately 1-2 parts ethyl acetate). This solution was then added to 5 parts of MTBE with stirring at which point crystallization commenced. The resulting white slurry was stirred 14-24 h and the solids were isolated by filtration and dried in vacuo at 60 C. The yield of crude 2-fluoro-2-phenyl-1,3-propanediol dicarbamate is typically 78-85% of theoretical. HPLC analysis indicated >98-99% (AUC) purity along with 0.5% 2-phenyl-1,3-propanediol and 0.3-0.5% 2-fluoro-2-phenyl-1,3-propanediol monocarbamate (?F-monocarbamate?). The crude product was further purified by dissolving 1.00 part fluorofelbamate in 10 parts of hot methanol-water (1:4). Cooling to ambient temperature and stirring overnight, followed by filtration, afforded the title compound as a white crystalline solid. Yields of crystallization processes are typically 93-97%. HPLC analysis indicated >99.5% AUC fluorofelbamate. Typically, less than 0.35% felbamate is present by HPLC. 1H-NMR (d6-DMSO, 500 MHz) 67 7.50-7.20 (m, 5 H, PhH), 6.8-6.2 (bd, 4 H, NH2), 4.42-4.20 (m, 4 H, CH2). Under the HPLC conditions described for Example 3, the retention times were: F-Diol (5.8 min), Diol (6.2 min), monocarbamate (8.8 min), F-monocarbamate (9.3 min), felbamate (12.3 min), fluorofelbamate (15.8 min).

The chemical industry reduces the impact on the environment during synthesis 1570-95-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Mortko, Henry; He, Weixuan; Andersen, Marc W.; Dotse, Anthony K.; Li, Jie; US2006/241298; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 15100-35-3, name is Bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol, the common compound, a new synthetic route is introduced below. COA of Formula: C9H10O

Step B. p-Toluenesulfonyl chloride (662 mg, 3.47 mmol), triethylamine (0.605 ml), and DMAP (35 mg, 0.29 mmol) were added to a solution of bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol (388 mg, 2.89 mmol) in dichloromethane (12 mL) at room temperature and the reaction mixture was stirred overnight. Saturated aqueous NH4CI was added to the reaction mixture, and the mixture was extracted with dichloromethane, dried over MgSO4 and purified by chromatography (5-20% EtOAc/hexanes) to provide bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethyl 4-methylbenzenesulfonate (830 mg, 99%).

The synthetic route of 15100-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNOPP BIOSCIENCES LLC; Resnick, Lynn; Topalov, George T.; Boyd, Steven A.; Belardi, Justin K.; Flentge, Charles A.; Hale, James S.; Harried, Scott S.; Mareska, David A.; Zhang, Kai; Heap, Charles R.; Hadden, Mark; Cui, Wenge; Decornez, Helene; Liu, Shuang; (146 pag.)US2016/31875; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 813-99-0 ,Some common heterocyclic compound, 813-99-0, molecular formula is C5H9Cl3O, 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.

EXAMPLE 46; Preparation of 8-[4-(Difluoromethoxy)phenyl]-8-[3-(2-fluoropyridin-3-yl)phenyl]-2,8-dihydrospiro[imidazo[1,5-a]pyrimidine-3,3′-oxetan]-6-amine; Step a) Preparation of Compound 2; A mixture of 1 (1.0 g, 5.22 mmol) and potassium hydroxide (0.345 g of 85%, 5.22 mmol) in ethanol (2 mL) was heated at reflux for 3 h. The reaction was cooled to room temperature, diluted with ethyl acetate (10 mL) and the solids that formed removed by filtration. The filtrate was concentrated to afford 2 (0.65 g, 80%) as a colorless liquid: 1H NMR (300 MHz, CDCl3) delta 4.47 (s, 4H), 3.95 (s, 4H).

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. 813-99-0, 3-Chloro-2,2-bis(chloromethyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wyeth; US2005/282826; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 13651-14-4, name is (2,3-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 13651-14-4

To a dichloromethane solution (0.2 M) of (2,3-dimethylphenyl)methanol (1 eq.) from the previous step was added triethylamine (1.2 eq.) and then methanesulfonyl chloride (1.1 eq.) at 0 0C. The reaction mixture was stirred at 0 0C for 20 min before it was quenched with sat. aq. NaHCO3. The aqueous layer was separated and back-extracted with dichloromethane. The combined organic extracts were then dried over Na2SO4, filtered and the filtrate concentrated in vacuo to furnish the title compound as a colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 13651-14-4.

Reference:
Patent; MERCK FROSST CANADA LTD.; CHIH-YU CHEN, Austin; LALIBERTE, Sebastien; LAROUCHE, Guillaume; HAN, Yongxin; MCKAY, Daniel; WO2011/20193; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts