Tag: M.W=150-200

Franzen, H. published the artcileAction of cyanides on aldehydes and ketones, HPLC of Formula: 13312-84-0, the publication is Journal fuer Praktische Chemie (Leipzig) (1914), 293-306, database is CAplus.

cf. C. A., 7, 775. The crystalline metallic derivatives previously obtained by shaking cyanides of the alk. earths in H₂O with AcCH₂CO₂Et, BzCH₂CO₂Et, and Ac₂CH₂ are not metallic derivatives of cyanohydrins as then supposed, but metallic salts of the diketones and ketonic esters. The Ca, Sr, Ba and Mg salts of AcCH₂CO₂Et were prepared and the constitution of the Ca salt of mandelonitrile, Ca[OCH(CN)Ph]₂, was proven by its conversion into the Bz derivative, by shaking the Ca salt in Et₂O with BzCl. o-Calcium chloromandelonitrile was obtained in 62% yield from CaO, HCN and o-ClC₆H₄CHO, light yellow powder. The calcium, strontium and magnesium salts of Ac₂CH₂ were obtained in the form of needles from alc. From P-MeC₆H₄CHO was obtained, in 63% yield, calcium p-methylmandelonsirile in the form of orange-yellow crystals, which gave an intense blue coloration with concentrate H₂SO₄. p-Calcium methoxymandelonitrile was prepared from anisaldehyde. The labile, crystalline compound obtained by Kohn (Monalsh., 20, 903) by the action of HCHO on Ca(CN)₂, is shown to have the constitution Ca[OCH(CaOH)CN]₂.AcH forms a similar compound, crystallization powder. KCN and AcH yielded alanine and α-iminodipropionic acid.

Journal fuer Praktische Chemie (Leipzig) published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, HPLC of Formula: 13312-84-0.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Somawardhana, C. W. published the artcileRadiopharmaceutical for differential diagnosis of tuberculoma: synthesis of carbon-11 labeled 2-[¹¹C]cyanoisonicotinic acid hydrazide, Application In Synthesis of 135048-32-7, the publication is Applied Radiation and Isotopes (1991), 42(6), 559-62, database is CAplus.

The radiochem. synthesis of 2-[¹¹C]cyanoisonicotinic acid hydrazide (I) was accomplished. Carbon-11 cyano group was introduced at the 2-position of the pyridine ring of 1-methoxy-4-methoxycarbonyl pyridinium Me sulfate via a Reissert-Kaufmann type reaction. The reaction was performed on a solid support (silica gel) to yield no-carrier-added Me 2-[¹¹C]cyano-isonicotinate in (32.4%) yield. This method is unique for the incorporation of [¹¹C]HCN to base sensitive substrates. The carbon-11-labeled Me ester was treated with hydrazine to give I. The final radiochem. yield was 10% and the synthesis time was approx. 35 min.

Applied Radiation and Isotopes published new progress about 135048-32-7. 135048-32-7 belongs to nitriles-buliding-blocks, auxiliary class Pyridine,Nitrile,Hydrazine,Amine,Hydrazide,Amide, name is 2-Cyanoisonicotinohydrazide, and the molecular formula is C9H10O4, Application In Synthesis of 135048-32-7.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Jalal, Swapnadeep published the artcileSynthesis of nitroalkenes involving a cooperative catalytic action of iron(iii) and piperidine: A one-pot synthetic strategy to 3-alkylindoles, 2H-chromenes and N-arylpyrrole, Category: nitriles-buliding-blocks, the publication is European Journal of Organic Chemistry (2013), 2013(22), 4823-4828, database is CAplus.

An efficient and simple strategy has been developed to synthesize various substituted nitroalkenes involving a cooperative catalytic system of FeCl₃ and piperidine. This dual catalytic protocol simultaneously activates both electrophile and nucleophile and works under mild reaction conditions so that many sensitive functional groups were tolerated. Moreover, this cooperative catalytic reaction is also suitable for various one-pot reactions involving nitroalkenes such as, 2H-chromenes, N-arylpyrrole and Michael reaction with indole. Notably, this method is low-cost, efficient and environmentally friendly.

European Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Alimohammadi, Kamal published the artcileAn expedient approach for the regio- and stereoselective synthesis of novel spiroindolizidines via [3+2] cycloaddition, Category: nitriles-buliding-blocks, the publication is Comptes Rendus Chimie (2014), 17(2), 156-163, database is CAplus.

A new series of spiroindolizidines was synthesized by one-pot, three-component condensation of azomethine ylides, generated from 1,2,3,4-tetrahydroisoquinoline with ninhydrin or isatin derivatives by a 1,5-prototropic shift route, with various derivatives of trans-β-nitrostyrene in a regio- and stereoselective manner. X-ray crystal structure anal. and NMR confirmed the structure outcome of the cycloaddition reaction.

Comptes Rendus Chimie published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Hamzehloueian, Mahshid published the artcileAn experimental and theoretical study on the regioselective synthesis of a new class of spiropyrrolothiazoles with quinoxaline motifs via a 1,3-dipolar cycloaddition reaction. An evaluation of DFT methods, Quality Control of 5153-73-1, the publication is RSC Advances (2015), 5(93), 76368-76376, database is CAplus.

A series of novel spiropyrrolothiazoles I (R = Ph, 4-MeC₆H₄, 2-O₂NC₆H₄, 2-furyl, 2-thienyl, 1-naphthyl, etc.) with quinoxaline motifs was synthesized by a four-component 1,3-dipolar cycloaddition reaction of various trans-β-nitroalkenes RCH:CHNO₂ and an azomethine ylide, generated in situ from 1,3-thiazolidine-4-carboxylic acid, ninhydrin and 1,2-phenylenediamine. The stereochem. of the products was confirmed by single crystal X-ray structure and spectroscopic techniques. Theor. calculations were carried out using DFT methods at the B3LYP/6-31G(d,p), wB97xD/6-31G(d,p) and M06-2X/6-31G(d,p) levels. The regio- and stereoselectivity was explained on the basis of transition state stabilities and global and local reactivity indexes of the reactants. The assessment of geometries and energetics of transition states revealed the importance of π/π interactions between aromatic rings in the regioselectivity of the cycloaddition reaction. The B3LYP functional was unable to deal with this weak interaction in the proposed TSs and led to an incorrect conclusion about the reaction regioselectivity. In this report, wB97xD and M06-2X functionals to calculate the transition states relative energies were successfully employed.

RSC Advances published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Quality Control of 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Huang, Shengying published the artcileAsymmetric sequential double Michael reactions of γ,δ-unsaturated β-ketoesters to nitroolefins catalyzed by Ni (II)-diamine complex, HPLC of Formula: 5153-73-1, the publication is Catalysis Communications (2017), 67-70, database is CAplus.

The asym. sequential double Michael reactions of γ,δ-unsaturated β-ketoesters and nitroolefins catalyzed by 2 mol% of readily prepared Ni(II)-bis[(R,R)-N,N’-dibenzylcyclohexane-1,2-diamine] complex and then with 1 equiv of tetramethylguanidine (TMG) for cyclization have been developed. The reaction gave the corresponding Michael adducts of multifunctional cyclohexenol derivatives with three chiral stereocenters in good yields, moderate diastereoselectivities, and high enantioselectivities under mild reaction conditions. Thus, e.g., γ,δ-unsaturated β-ketoester I + trans-β-nitrostyrene â†?II (82%, dr = 5:1, 92% ee).

Catalysis Communications published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, HPLC of Formula: 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Gvozdyakova, A. published the artcileHydrazides of o-, m-, and p-substituted derivatives of α-hydroxyphenylacetic acid, Quality Control of 13312-84-0, the publication is Acta Facultatis Rerum Naturalium Universitatis Comenianae, Chimia (1966), 9(12), 585-94, database is CAplus.

The following cyanohydrins XC6H4CH(OH)CN (I) were prepared by treating 1.25 moles aldehyde and 1 mole KCN with 1 mole H2SO4 (as a 1:1 solution) at 10-20° (X, m.p. or b.p., and % yield given): H, b12-14 98-102°, 73.4; p-NO2, 197°, 45.0; o-NO2, 213-15°, 41.6; m-NO2, b12 183-7°, 36.4; p-Cl, 198-9°, 66.3; o-Cl, b18-20 165-70°, 62.1; o-OH, 148°, 69.9. The following Et α-hydroxyarylacetates XC6H4CH(OH)CO2Et (II) were prepared by heating 0.015 mole I with 3 ml. absolute EtOH and 3 ml. concentrated H2SO4 (X, m.p. or b.p., and % yield given): H, b12 60-4°, 73.7; p-NO2, 55-6°, 43.3; o-NO2, 134°, 35.2; m-NO2, 38.5°, 27.3; p-Cl, 172-4°, 71.6; o-Cl, b12 88-91°, 81.3; o-OH, 212-14°, 76.4. When 0.03 mole II was heated 4 hrs. with 10 ml. absolute EtOH and 6 ml. 50% H2NNH2.H2O, the product distilled in vacuo and the solid was recrystallized from EtOH, the following XC6H4CH(OH)CONHNH2 were prepared X, m.p., and % yield given): H, 91-2°, 75.9; p-NO2, 223-5°, 53.7; o-NO2, 239°, 37.4; m-NO2, 156-7°, 76.2; p-Cl, 90-2°, 54.05; o-Cl, 174-5°, 71.7; o-OH, 260-2°, 54.3. The hydrazides had no inhibitory effect, even at high concentration, on tubercular bacilli.

Acta Facultatis Rerum Naturalium Universitatis Comenianae, Chimia published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Quality Control of 13312-84-0.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ustinov, A. K. published the artcileSynthesis of γ-carbolines containing NO-donor fragment and assessment of their anticholinesterase activity, Category: nitriles-buliding-blocks, the publication is Russian Chemical Bulletin (2016), 65(11), 2718-2721, database is CAplus.

Hybrid γ-carboline-based compounds containing a nitrooxy group as an NO-donor were prepared It was shown that the introduction of this group did not affect the inhibitory activity of γ-carboline pharmacophore against acetyl- and butyrylcholinesterase.

Russian Chemical Bulletin published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C5H5F3O2, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Guo, Xing-Tao published the artcileHighly enantioselective Michael addition of α,α-disubstituted aldehydes to nitroolefins, SDS of cas: 5153-73-1, the publication is Research on Chemical Intermediates (2016), 42(7), 6373-6380, database is CAplus.

A highly enantioselective Michael addition reaction of α,α-disubstituted aldehydes to β-nitrostyrenes has been developed. In the presence of rosin-based chiral primary amine-thiourea, γ-nitroaldehydes I [ Ar = 4-NO₂C₆H₄, 2-NO₂C₆H₄, 4-CNC₆H₄, 4-CF₃C₆H₄, 4-FC₆H₄, 2-furyl, etc.; R¹ = Me, Et; R² = Et, n-Pr, Ph, etc.; R¹= R² = (CH₂)₅] were afforded in excellent enantioselectivities (up to 99 % ee) with up to 99 % yield.

Research on Chemical Intermediates published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, SDS of cas: 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wu, J.-M. published the artcileSynthesis and cytotoxicity of artemisinin derivatives containing cyanoarylmethyl group, Application In Synthesis of 13312-84-0, the publication is European Journal of Medicinal Chemistry (2001), 36(5), 469-479, database is CAplus and MEDLINE.

A series of 12α-deoxoartemisinyl cyanoarylmethyl dicarboxylates, dicarboxylic acids 12α-deoxoartemisinyl ester cyanoarylmethyl amide, and dicarboxylic acids 12α-deoxoartemisinyl ester N-methylcyanoarylmethyl amide, I (Y = (CH₂)₂, (CH₂)₄, (CH₂)₅, (CH₂)₇; X = O, NH, NMe) showing moderate cytotoxicity against P388 and L1210 cells were prepared They induced the significant accumulation of L1210 and P388 cells in the G1 phase of the cell cycle. This mechanism of action was quite different from that of the majority of cytotoxic compounds used in the chemotherapy of cancer. Compound I possessed better cytotoxicity than the other compounds

European Journal of Medicinal Chemistry published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C9H8BNO2, Application In Synthesis of 13312-84-0.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts