Tag: M.W:100-200

HPLC of Formula: 27231-36-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about Mechanism of formation of 3-methyl derivatives of imidazo[2,1-b]thiazoles and their benzo analogs in the reactions of 2-mercaptoimidazole and 2-mercaptobenzimidazole with 1,3-dichloroacetone under phase-transfer catalysis conditions. Author is Beresneva, T.; Belyakov, S.; Abele, E.; Lukevics, E..

The mechanism of the unexpected formation of 3-Me derivatives of imidazo[2,1-b]thiazoles in the system 2-mercaptoimidazole/1,3-dichloroacetone/solid K2CO3/solid KI/18-crown-6/toluene was studied. The mol. structure of 3-methyl[1,3]thiazolo[3,2-a]benzimidazole was confirmed using x-ray structural anal. [monoclinic, space group P21/n, a 7.0531(2), b 12.9645(4), c 9.9273(4) Å, β 100.753(1)°, V 891.81(5) Å3, Z 4].

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Antihelminthic activity of some newly synthesized 5(6)-(un)substituted-1H-benzimidazol-2-ylthioacetylpiperazine derivatives, published in 2006-12-31, which mentions a compound: 27231-36-3, mainly applied to benzimidazolyl thioacetyl piperazine derivative preparation antihelminthic agent; benzimidazole thio piperazinyl derivative preparation antihelminthic agent preparation, Product Details of 27231-36-3.

Piperazine derivatives of 5(6)-substituted-(1H-benzimidazol-2-ylthio)acetic acids were synthesized by using two methods and studied for antihelminthic activity. The antiparasitic screening showed that the synthesized compounds exhibited higher activity against Trichinella spiralis in vitro in comparison to Me 5-(propylthio)-1H-benzimidazol-2-yl-carbamate (albendazole), the most active being, e.g., I (R = H or Me). All the compounds were less active against Syphacia obvelata in vivo than albendazole and exhibited the same efficacy as piperazine, but in twice lower concentration

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-(Furan-2-yl)propan-1-one, is researched, Molecular C7H8O2, CAS is 3194-15-8, about Volatile profile of Madeira wines submitted to traditional accelerated ageing.Related Products of 3194-15-8.

The evolution of monovarietal fortified Madeira wines forced-aged by traditional thermal processing (estufagem) were studied in terms of volatiles. SPE extracts were analyzed by GC-MS before and after heating at 45°C for 3 mo (standard) and at 70°C for 1 mo (overheating). One hundred and ninety volatile compounds were identified, 53 of which were only encountered in baked wines. Most chem. families increased after standard heating, especially furans and esters, up to 61 and 3-fold, resp. On the contrary, alcs., acetates and fatty acids decreased after heating. Varietal aromas, such as Malvasia’s monoterpenic alcs. were not detected after baking. The accelerated aging favored the development of some volatiles previously reported as typical aromas of finest Madeira wines, particularly phenylacetaldeyde, β-damascenone and 5-ethoxymethylfurfural. Addnl., Et butyrate, Et 2-methylbutyrate, Et caproate, Et isovalerate, guaiacol, 5-hydroxymethylfurfural and γ-decalactone were also found as potential contributors to the global aroma of baked wines.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 27231-36-3, is researched, SMILESS is SC1=NC2=CC(C)=CC=C2N1, Molecular C8H8N2SJournal, Japanese Journal of Toxicology and Environmental Health called Analysis of 2-mercaptobenzimidazole type antioxidants in rubber products, Author is Isama, Kazuo; Kaniwa, Masa-aki; Nakamura, Akitada, the main research direction is mercaptobenzimidazole antioxidant analysis HPLC rubber boot.Recommanded Product: 2-Mercapto-5-methylbenzimidazole.

A method for the determination of 2-mercaptobenzimidazole (MBI) type antioxidants in rubber products by HPLC was developed. The anal. conditions to sep. 2-mercapto-4-methylbenzimidazole (4MMBI) from 2-mercapto-5-methylbenzimidazole (5MMBI) by HPLC and to extract MBI type antioxidants from rubber products were examined in detail. The recommended method was as follows. MBI type antioxidants was extracted with MeOH 5 times. The evaporation residue of the extract was dissolved in water and injected to HPLC. The HPLC conditions were as follows: column, CAPCELL PAK C18 (4.6 i.d. × 250 mm); column temperature, 40°; mobile phase, 0.1 M phosphate buffer (pH 6.5)-acetonitrile (87:13); flow rate, 1.0 mL/min; detection wavelength 304 nm (MBI, 4MMBI) and 307 nm (5MMBI). This method was applied to determine MBI type antioxidants in 12 com. rubber boots. Consequently, 11.5-67.7 μg/g of MBI was detected in 4 samples, but 4MMBI and 5MMBI were not detected in any samples.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of the American Chemical Society called Super-aromatic properties of furan. II. The Friedel-Crafts reaction, Author is Gilman, Henry; Calloway, N. O., which mentions a compound: 3194-15-8, SMILESS is O=C(C1=CC=CO1)CC, Molecular C7H8O2, HPLC of Formula: 3194-15-8.

cf. C. A. 27, 502. 2-Furyl Ph ketone, tert-BuCl and AlCl3 give 30% of 5-tert-butyl-2-furyl Ph ketone, b20 180-2°, d2525 1.065, nD25 1.5665; this also results in 70% yield from 5-tert-butyl-2-furoyl chloride (b. 220°, d2525 1.108, nD25 1.5091), C6H6 and AlCl3. 2-Furfural and iso-PrCl with AlCl3 in CS2 give an aldehyde (dihydrofuran derivative), C8H12O2, b21 101-3°, d2525 1.023, nD25 1.5041 (semicarbazone, m. 174-6°); oxidation with alk. Ag2O gives an acid (dihydroisopropylfuroic acid or a ring-scission product), m. 76-7°; it is unchanged on heating with PCl5; the aldehyde, Ac2O and AcONa give 40% of a dihydroisopropyl-furylacrylic acid (?), m. 102-3°. The following alkyl 2-furyl ketones were prepared from furan and acid chloride with AlCl3 in CS2: Et, b17 78-80°, m. 27-8° (36.3% yield); Pr, b19 95-7°, d2525 1.041, nD25 1.4922 (51.8%); iso-Pr, b18 86-7°, d. 1.032, n 1.4888 (45.3%); Bu, b18 108-9°, d. 1.012, n 1.4900 (23%) (semicarbazone, m. 158-9°); Am, b16 116-9°, d. 0.9954, n 1.4864 (39%) (semicarbazone, m. 110-2°); the yields of ketones prepared from 2-furylmercuric chloride were: Et 24.2, Pr 18.1, iso-Pr 14.5, Am 18%. Alkylation of Me 2-furoate with AlCl3 in CS2 gave the following Me 5-alkyl-2-furoates: iso-Pr, b20 110-2°, d. 1.076, n 1.4851; tert-Bu, b15 110-4°, d. 1.037, n 1.4792; Am, b13 112-6°, d. 1.032, n 1.4804; hexyl, b19 132-6°, d. 1.016, n 1.4814; the corresponding acids m. 65-6°, 104-5°, 69-70° and 36-7°, resp. The reaction of MeCl gives a compound, m. 102-3°, which may be 5-carbomethoxy-2-carbodithiomethoxyfuran. Et furyl ketone and MeMgI give 66.3% of methylethyl-2-furylcarbinol, b19 77-8°, d. 1.023, n 1.4729; dehydration gives sec-butyl-2-furan, b. 132-5°. The following 2-alkylfurans were prepared by reduction of the ketone or decarboxylation of the acids: Pr, b. 114-6°, d. 0.882, n 1.4410 (36%); iso-Pr, b. 106-9°, d. 0.8771, n 1.4466 (55%); Bu, b. 137-8°, d. 0.8983, n 1.4460 (53.8%); iso-Bu, b. 123-7°, d. 0.886, n 1.4425 (32%); sec-Bu, b. 132-5°; tert-Bu, b. 119-20°, d. 0.8708, n 1.4380 (60%); the corresponding alkyl-2-furylmercuric chlorides m. 99°, 117-8°, 79-80°, 95-6, 88° and 136-7°, resp. AlCl3 appears to be ineffective in a Friedel-Crafts reaction of the ester with Ac2O or AcCl. Et furoate, Ac2O, SnCl4 and C6H6 give 30% of Et 5-acetyl-2-furoate, m. 85-6°, the corresponding keto acid decomposes on heating and with Cu bronze gives Me 2-furyl ketone. Me 5-butyryl-2-furoate m. 67-8°; the free acid m. 172°. 2,4-Dimethyl-3-furyl Ph ketone, b15 140°, d. 1.152, n 1.5602, results in 7% yield with AlCl3 and in 29% yield with SnCl4. Me anisate and iso-PrCl with AlCl3 in CS2 give 33.6% of Me 3-isopropyl-4-methoxybenzoate, b25 162-5°, d. 1.074, n 1.5236; the free acid m. 162-3°. Et isopropyl-α-naphthoate, b20 198-203°, d. 1.077, n 1.5760; the acid m. 68-72°. Et butyl-α-naphthoate, b18 230-5°, d. 1.0131, n 1.5552. The preferential and exclusive substitution in the furan nucleus of a sym. ketone like 2-furyl Ph ketone and the alkylation and acylation of Et furoate but not of BzOEt, together with the fact that C6H6 can be used as a medium for some Friedel-Crafts reactions of furan are advanced as addnl. supporting evidence for the concept that furan has super-aromatic properties.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Computed Properties of C9H9NO. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Mild and efficient synthesis of benzoxazoles, benzothiazoles, benzimidazoles, and oxazolo[4,5-b]pyridines catalyzed by Bi(III) salts under solvent-free conditions. Author is Mohammadpoor-Baltork, Iraj; Khosropour, Ahmad R.; Hojati, Seyedeh F..

A series of benzoxazoles, benzothiazoles, benzimidazoles, and oxazolo[4,5-b]pyridines was efficiently synthesized from the reactions of o-aminophenols, o-aminothiophenol, o-phenylenediamines, and 2-amino-3-hydroxypyridine with orthoesters in the presence of catalytic amounts of Bi(III) salts, such as Bi(TFA)3, Bi(OTf)3, and BiOClO4 · xH2O under solvent-free conditions. The remarkable features of this new protocol are high conversion, very short reaction times, cleaner reaction profiles under solvent-free conditions, straightforward procedure, and use of relatively non-toxic catalysts.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A novel cyclodehydration. Thermal conversion of diethyl 2-naphthyloxyoxalacetate to diethyl naphtho[2,1-b]furan-1,2-dicarboxylate》. Authors are Takemura, K. H..The article about the compound:1-(Furan-2-yl)propan-1-onecas:3194-15-8,SMILESS:O=C(C1=CC=CO1)CC).Formula: C7H8O2. Through the article, more information about this compound (cas:3194-15-8) is conveyed.

Diethyl 2-naphthyloxyoxalacetate, when heated at 205° did not undergo the expected decarbonylation to give diethyl 2-naphthyloxymal-onate, but instead cyclized to yield diethyl naphtho[2,1-b]furan-1,2-dicarboxylate. The same cyclization was effected in AcOH-H2SO4 and with p-MeC6H4SO3H in toluene. Diethyl 2-naphthyl-oxymalonate was prepared from sodium 2-naphthoxide and diethyl chloromalonate. The reaction of sodium 2-naphthoxide with diethyl bromomalonate afforded diethyl 2-naphthyloxymalonate and diethyl bis(2-naphthyloxy)malonate, both in poor yields.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Journal of Organic Chemistry called Copper- and Palladium-Catalyzed Cross-Coupling Reactions for the Synthesis of N-Fused Benzo[4,5]imidazo[2,1-b]thiazole Derivatives via Substituted trans-1,2-Diiodoalkenes, 1H-Benzo[d]imidazole-2-thiols, and Halobenzenes, Author is Shen, Guodong; Yang, Bingchuan; Huang, Xianqiang; Hou, Yaxin; Gao, Huan; Cui, Jichun; Cui, Chuansheng; Zhang, Tongxin, which mentions a compound: 27231-36-3, SMILESS is SC1=NC2=CC(C)=CC=C2N1, Molecular C8H8N2S, Safety of 2-Mercapto-5-methylbenzimidazole.

In the presence of CuI, 1,10-phenanthroline, and K2CO3 in DMF, 2-benzimidazolethiols underwent cross-coupling and cyclization reactions with (E)-1,2-diiodoalkenes such as (E)-PhCI:CHI to yield benzimidazothiazoles such as I (R = H) in 66-83% yields. In the presence of Pd(OAc)2, Ph3P, and Cs2CO3 in p-xylene, benzimidazothiazoles such as I (R = H) underwent arylation with aryl iodides RI (R = Ph, 2-MeC6H4, 3-MeC6H4, 4-MeC6H4, 4-ClC6H4) and bromobenzene to yield arylbenzimidazothiazoles such as I (R = Ph, 2-MeC6H4, 3-MeC6H4, 4-MeC6H4, 4-ClC6H4) in 65-96% yields. The structure of I (R = Ph) was determined by X-ray crystallog.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Palladium(II) Immobilized Onto the Glucose Functionalized Magnetic Nanoparticle as a New and Efficient Catalyst for the One-pot Synthesis of Benzoxazoles.Reference of 2-Ethylbenzo[d]oxazole.

Palladium(II) have been immobilized into the nano magnetic Fe3O4 which was functionalized with glucose in order to achieve a one-pot synthesis of 2-substituted benzoxazole derivatives with high yields in the diverse range of organic solvents. The nano catalyst is highly dispersive in polar solvents and can be easily recovered and reused for 6 runs without significant loss of its activity. Finally, the catalyst was fully characterized by FT-IR, TGA, CHN, SEM, EDX and at. absorption spectroscopy.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Novel and efficient heterogeneous polymer supported copper catalyst for synthesis of 2-substituted Benzoxazoles from 2-Haloanilides.Product Details of 6797-13-3.

A novel polymer supported copper complex was prepared by the immobilization of copper iodide on chem. modified polyacrylonitrile and its application in heterogeneous catalysis was described. The catalyst was prepared by easy method via synthetic modification of Polyacrylonitrile (PAN) using ethylene diamine followed by the complexation with CuI. After characterization, the complex was explored as a green and efficient heterogeneous catalyst for the synthesis of 2-benzoxazoles from 2-haloanilides. The reaction was performed without adding addnl. ligand and the catalyst shows activity over a broad range of substrates with quant. product yields. The catalyst was easily recovered by simple filtration and reused successfully for further cycle.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem