Day: April 2, 2022

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Tin powder promoted synthesis of α-trifluoromethyl homoallylic hydrazides, the main research direction is trifluoromethyl homoallylic hydrazide preparation; ethyl trifluoropyruvate hydrazide allylic bromide allylation multicomponent.Formula: C5H6N2O2.

An efficient tin powder promoted multicomponent one-pot reaction was developed for the synthesis of α-trifluoromethyl homoallylic hydrazides from Et trifluoropyruvate, hydrazides and allylic bromides in the presence of Bronsted and Lewis acid in 1,4-dioxane under reflux conditions. The method avoids the use of toxic stannanes and allows easy operation. The reaction proceeds smoothly under mild reaction conditions to give the corresponding products in good yields.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Condensation of aromatic aldehydes with glycine and acetylglycine》. Authors are Dakin, H. D..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Electric Literature of C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

The condensation referred to in the title is complicated by a competing reaction between CH2(NH2)CO2H and BzH, forming a non-acetylated derivative possibly of a type resembling a Schiff base. The 2 reactions are shown thus: (1) H2NCH2CO2H → AcNHCH2CO2H → MeC:N.C(:CHPh).CO.O → MeCONHC(:CHPh)CO2H, (2) HO2CCH2NH2 + BzH → HO2CCH2N:-CHPh (I) or O.CO.CH2.NH.CHPh. I may be called benzylideneglycine and was isolated and analyzed. Because the 2nd condensation product is a non-acetylated compound its formation can be largely suppressed by acetylating the glycine before the reaction. Correspondingly larger yields of the azlactone of α-acetamidocinnamic acid were obtained. Acetylation was most easily effected by warming glycine suspended in 3 parts of glacial AcOH with the theoretical amount of Ac2O until solution was obtained. A variety of aldehydes was used although the product from salicyl aldehyde was the most interesting. AcOC6H4CH:C.N:CMe.O.CO (II) → HOC3H4CH:C(NHAc)CO2H (III) → O.C6H4.CH:C(NHAc).CO (IV). II on treating with alkali and subsequent acidification forms the transient III which quickly passes over to IV. Detailed exptl. data are given.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Reference of 2-Furoic hydrazide. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Tin powder promoted synthesis of α-trifluoromethyl homoallylic hydrazides. Author is Liu, Jiaxin; Huang, Danfeng; Wang, Xiaoping; Zong, Wuzhong; Su, Yingpeng; Wang, Kehu; Hu, Yulai.

An efficient tin powder promoted multicomponent one-pot reaction was developed for the synthesis of α-trifluoromethyl homoallylic hydrazides from Et trifluoropyruvate, hydrazides and allylic bromides in the presence of Bronsted and Lewis acid in 1,4-dioxane under reflux conditions. The method avoids the use of toxic stannanes and allows easy operation. The reaction proceeds smoothly under mild reaction conditions to give the corresponding products in good yields.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Product Details of 37443-42-8. 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: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Bulky Diarylammonium Arenesulfonates as Selective Esterification Catalysts. Author is Ishihara, Kazuaki; Nakagawa, Shoko; Sakakura, Akira.

More environmentally benign alternatives to current chem. processes, especially large-scale, fundamental reactions such as ester condensations, are highly desirable for many reactions. Bulky diarylammonium pentafluorobenzenesulfonates and tosylates serve as extremely active dehydration catalysts for the ester condensation reaction of carboxylic acids with equimolar amounts of sterically demanding alcs. and acid-sensitive alcs. Typically, the esterification reaction is performed in heptane by heating at 80 °C in the presence of 1 mol % of the catalyst without removing water. Esterification with primary alcs. proceeds without solvents even at room temperature Furthermore, 4-(N-mesitylamino)polystyrene resin-bound pentafluorobenzenesulfonate can be recycled more than 10 times without activity loss.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Hunsdiecker reaction of silver salts of cis- and trans-1,2-cyclohexanedicarboxylic acid》. Authors are Abell, Paul I..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Reference of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Decarboxylation of the Ag salts of cis- and trans-1,2-cyclohexanedicarboxylic acids (I, Ia) by the action of halogen according to Hunsdiecker, et al. (C.A. 38, 374), gave only trans-1,2-dibromocyclohexane (IIa) through isomerization which appeared to take place at an intermediate stage in the reaction. Com. cis-1,2-cyclohexanedicarboxylic anhydride hydrolyzed in boiling H2O gave I, m. 191-4°, isomerized by heating 8 hrs. at 170-80° with a small amount of dilute HCl in a sealed tube to yield 61.5% Ia, m. 228.5-30.5° (from EtOH). Carefully neutralized solutions of the Na salts of I and Ia treated with an exactly equivalent quantity of aqueous AgNO3 and filtered, the precipitate carefully washed with H2O, alc., and Et2O, dried several days over P2O5 in vacuo, and screened to 100 mesh gave Ag salts (III, IIIa) suitable for reaction with Br. Reaction of III and IIIa with Br was carried out at various temperatures by the inverse addition procedure of Conly (C.A. 48, 2561b) in which the dry III or IIIa was added to Br in CCl4, in an apparatus in which the speed and extent of the reaction were followed by observation of the CO2 evolved. The products of the reaction were tabulated (Ag salt, temperature of reaction, % yield, m.p. IIa, n25D, and structure as shown by infrared spectrum given): III, 0-25°, 43, -4.8°, 1.5503, all trans; III, reflux, 47, -4.7°, 1.5505, all trans; IIIa, 0-25°, 48, -4.5°, 1.5507, all trans; IIIa, reflux, 37, -2.5°, 1.5510, all trans. To establish the stability to isomerization under the above exptl. conditions, known cis-1,2-dibromocyclohexane (II) and IIa were refluxed 12 hrs. with Br and AgBr. II, m. 10.0°, n25D 1.5512, was recovered with a 60% yield of material, m. 6.5°, n25D 1.5511, all cis; and IIa, m. -4.5°, n25D 1.5505, similarly yielded 94% material, m. -4.5°, n25D 1.5505, all trans. Although the data did not distinguish partial isomerization from complete retention of configuration a very large proportion of II survived the reaction. No isomerization of II took place on 12 hrs. refluxing with Br and AgBr in anhydrous CCl4. The mechanistic implications were discussed briefly.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Application of 3326-71-4. 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: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Enhanced anticancer activity of half-sandwich Ru(II)-p-cymene complex bearing heterocyclic hydrazone ligand. Author is Haribabu, Jebiti; Srividya, Swaminathan; Umapathi, Reddicherla; Gayathri, Dasararaju; Venkatesu, Pannuru; Bhuvanesh, Nattamai; Karvembu, Ramasamy.

The hydrazone ligand (HL) was synthesized from furan-2-carbohydrazide and indole-3-carboxaldehyde. The reaction of [RuCl2(p-cymene)]2 with HL in the presence of sodium methoxide yielded organometallic Ru(II)-p-cymene compound of the type [RuCl(η6-p-cymene)(η2-N,O-indole hydrazone)] (1). The ligand and complex were characterized by CHN anal. and various spectroscopic tools. The piano stool (pseudo-octahedral) geometry of the complex was confirmed by single crystal x-ray diffraction. The anticancer property of the ligand and complex was investigated against A549, HeLa and MCF7 cancer cell lines. The complex exhibited superior activity against A549 and HeLa cancer cells with the IC50 values of 23.4 and 12.9μM, resp.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 37443-42-8, is researched, Molecular C6H10O3, about Substituted tetrahydrofuroyl-1-phenylalanine derivatives as potent and specific VLA-4 antagonists, the main research direction is tetrahydrofuroyl phenylalanine preparation VLA4 antagonist.Synthetic Route of C6H10O3.

A series of substituted tetrahydrofuroyl-1-phenylalanine derivatives was prepared and evaluated as VLA-4 antagonists. Substitution of the α carbon of the THF with aryl groups increased the specificity for VLA-4 vs. α4β7 while amide substitution increased the potency of the series without increasing the specificity. Substitution of the β carbon of the THF with keto or amino groups slightly improved the specificity for VLA-4 vs. α4β7 but with a significant loss in binding affinity for VLA-4.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Category: benzisoxazole. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Cannizzaro reaction of aldehydes in TMAH thermochemolysis. Author is Tanczos, I.; Schoeflinger, M.; Schmidt, H.; Balla, J..

Recently, tetramethylammonium hydroxide (TMAH) was advantageously used in the anal. pyrolysis of polymers, but yielded a great amount of carboxylic acid Me esters which were absent in conventional pyrolysis. The experiments with model compounds such as furaldehyde, benzaldehyde, hydroxy-, methoxy-, dimethoxybenzaldehyde and vanillin show that TMAH can react not only as a methylating and/or hydrolyzing agent but also with aldehydes according to a Cannizzaro reaction and the reaction products can be in-situ methylated to the corresponding esters and ethers.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Nurmamat, Marhaba; Yan, Haili; Wang, Ru; Zhao, Huixin; Li, Yanhong; Wang, Xiaojing; Nurmaimaiti, Kaidirye; Kurmanjiang, Tamasha; Luo, Difang; Baodi, Jumagul; Xu, Guancheng; Li, Jinyu researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Name: 2-Furoic hydrazide.They published the article 《Novel Copper(II) Complex with a 4-Acylpyrazolone Derivative and Coligand Induce Apoptosis in Liver Cancer Cells》 about this compound( cas:3326-71-4 ) in ACS Medicinal Chemistry Letters. Keywords: preparation copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex; crystal structure copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex; anticancer liver cancer copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex. We’ll tell you more about this compound (cas:3326-71-4).

A novel pyrazolone-based copper complex [CuL(phen)(CH3OH)][CuL(phen)]·CH3CH2OH·CH3OH (P-FAH-Cu-phen) was synthesized and characterized. The asym. structural unit of P-FAH-Cu-phen was composed of two independent complex units [CuL(phen)(CH3OH)] and [CuL(phen)]:Cu12+ center with six coordination mode and Cu22+ center with five coordination mode. The growth of BEL-<7404≥ cells and H22 cells was significantly inhibited by P-FAH-Cu-phen with IC50 values of 1.175μg/mL and 1.097μg/mL, resp., which were much lower than IC50 of cisplatin for BEL-<7404≥ cells (23.32μg/mL) and H22 cells (27.5μg/mL). P-FAH-Cu-phen induced cell cycle arrest at G2/M and apoptosis in BEL-<7404≥ cells through mitochondria- and endoplasmic reticulum stress-associated pathways. Moreover, P-FAH-Cu-phen significantly suppressed the migration of BEL-<7404≥ cells and the tumor growth in H22 tumor mouse model without severe side effects and improved the survival of tumor mice. The results suggested that P-FAH-Cu-phen might be a potential drug candidate for the treatment of live cancer. This literature about this compound(3326-71-4)Name: 2-Furoic hydrazidehas given us a lot of inspiration, and I hope that the research on this compound(2-Furoic hydrazide) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Haddadin, M. J.; Higuchi, T.; Stella, V. published an article about the compound: cis-Cyclohexane-1,2-dicarboxylic acid( cas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O ).Product Details of 610-09-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:610-09-3) through the article.

The reversible reactions of several cyclic anhydrides with HOAc to form Ac2O and the corresponding dicarboxylic acid, catalyzed by HClO4 at 25°, were studied. The equilibrium constants calculated from spectral data, were 4.85 × 10-4, 1.08 × 10-1, and 4.6 × 10-1 M for succinic, trans-1,2-cyclohexanedicarboxyllic, and glutaric anhydrides, resp. Maleic, phthalic, and cis-1,2-cyclohexanedicarboxylic anhydrides did not undergo any detectable reaction with HOAc under these conditions, suggesting still higher stability. The reverse rate constants were relatively independent of the structure of the attacking diacid, while the forward rate constants were found to parallel the equilibrium constants The rate-determining step for the forward reaction appears to be the breakdown of the tetrahedral intermediate formed by the attack of HOAc mol. on the protonated cyclic anhydride.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics