Author: Jessica.F

Liu, Chunsheng published the artcileGreen synthesis process of fluorescent brightener ER, Category: nitriles-buliding-blocks, the publication is Ranliao Yu Ranse (2010), 47(5), 41-43, database is CAplus.

2-Cyanobenzyl chloride directly reacted with a slight excess of tri-Et phosphite by esterification reaction without adding other organic solvents, so the solvent recovery process was avoided. Using recrystallization mother liquor as the condensation reaction solvent, the process of solvent recovery was avoided also. The solvent loss and energy consumption were reduced by this process, and the yield of fluorescent brightener ER was increased by 10%. The green synthesis of fluorescent brightener ER was realized authentically.

Ranliao Yu Ranse 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 C8H6ClN, Category: nitriles-buliding-blocks.

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

Xiao, Yuanyuan published the artcileEnantioselective Construction of Spiro Thiazol-4-one Derivatives with Multiple Stereocenters via an Organocatalyzed Multicomponent Cascade Reaction, Computed Properties of 5153-73-1, the publication is Advanced Synthesis & Catalysis (2018), 360(10), 1961-1966, database is CAplus.

An organocatalyzed asym. three-component reaction of thiazol-4-ones, acrolein and nitroolefins, which provides an efficient approach to access optically active spiro thiazol-4-ones I (R = C₆H₅, 4-FC₆H₄, 4-F₃CC₆H₄, etc.; R¹ = C₆H₅, 1-naphthyl, 2-thienyl, etc.) is developed. Under the catalysis of a bifunctional squaramide derived from L-tert-leucine, the reactions of a wide range of thiazol-4-ones, acrolein and nitroolefins took place smoothly to generate the corresponding spirothiazolone derivatives bearing four contiguous stereogenic centers in good yields with high levels of enantioselectivity. The title chiral spirothiazolones were obtained as a pair of separable epimers, which are formed through a double Michael addition followed by a Henry process.

Advanced Synthesis & Catalysis 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 C4H3Cl2N3, Computed Properties of 5153-73-1.

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

Kuang, Dai-Zhi published the artcileSynthesis and crystal structure of tetra(o-cyanobenzyl)tin, Product Details of C8H6ClN, the publication is Chinese Journal of Structural Chemistry (2008), 27(1), 35-38, database is CAplus.

The tetra(o-cyanobenzyl)tin compound was synthesized by the reaction of cyanobenzyl chloride with tin, and its mol. structure was characterized by elemental anal., IR spectra, ¹H NMR and X-ray diffraction. Crystal data for this compound: monoclinic, space group C2/c, M_r = 583.24, a = 1.9629(2), b = 1.05967(13), c = 1.41249(18) nm, β = 118.180(2)°, V = 2.5898(5) nm³, Z = 4, D_c = 1.496 g/cm³, μ(MoKα) = 1.015 cm^-1, F(000) = 1176, R = 0.0189, wR = 0.0497 (observed reflections with I > 2σ(I)) and R = 0.0218, wR = 0.0513 (all reflections). The mol. structure adopts a distorted tetrahedral geometry around the tin atom. The Sn…N weak interaction between the Sn and N atoms of cyano forms an intermol. H-bonding, and the bond length is 0.3570 nm; the interaction between hydrogen of methylene and benzene ring of benzyl forms C-H…C with its bond length of 0.2817 nm; and the interaction among hydrogen of benzene ring and carbon of cyano forms Ph-H…C bond (0.2897 nm) of the σ…π interaction. A 3D chain structure is formed by the above weak intermol. interactions.

Chinese Journal of Structural Chemistry 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 C8H6ClN, Product Details of C8H6ClN.

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

Zhang, Kun published the artcileSynthetic Diversity from a Versatile and Radical Nitrating Reagent, Quality Control of 5153-73-1, the publication is Chemistry – A European Journal (2019), 25(56), 12929-12939, database is CAplus and MEDLINE.

A new methodol. was described for the activation of N-nitrosuccimide for the direct synthesis of β-nitroalkenes, β-nitrohydrins, β-nitroethers, isoxazolines I [R = Me, cyclopropyl; R¹ = n-heptyl, Bn, CH₂OPh; R² = H, R¹R² = (CH₂)₄, (CH₂)₉, (CH₂)₁₀C(O)(CH₂)₃; R³ = H, Me] and isoxazoles II [R⁴ = CO₂Et, CH₂CH₂Br, cyclohexyl, etc.]. Detailed mechanistic studies strongly suggested that a mesolytic N-N bond fragmentation liberates a nitryl radical. Using in situ photo-sensitized, ESR spectroscopy, direct evidence of a nitryl radical in solution by nitrone spin-trapping was observed To further exhibit versatility of N-nitrosuccinimide under photoredox conditions, the late-stage diversification of an extensive number of C-H partners to prepare isoxazolines I and isoxazoles II was presented. This approach allowed for the formation of an in situ nitrile oxide from a ketone partner, the presence of which was detected by the formation of the corresponding furoxan when conducted in the absence of a dipolarophile. This 1,3-dipolar cycloaddition with nitrile oxides and alkenes or alkynes proceeded in a single-operational step using a mild, regioselective and general protocol with broad chemoselectivity.

Chemistry – A European Journal 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 C12H10N2O5, Quality Control of 5153-73-1.

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

Manna, Srimanta published the artcileSynthesis of (E)-nitroolefins via decarboxylative nitration using t-butylnitrite (t-BuONO) and TEMPO, SDS of cas: 5153-73-1, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(46), 5286-5288, database is CAplus and MEDLINE.

Nitroolefins are usually synthesized using the Henry reaction. Here, the authors report an alternative metal-free decarboxylative nitration protocol for the preparation of the nitroolefins from α,β-unsaturated carboxylic acids using tert-butylnitrite (t-BuONO) and TEMPO. α,β-Unsaturated carboxylic acids bearing β-aromatic and β-heteroaromatic substituents gave (E)-nitroolefins exclusively under mild conditions. A radical based pathway has been proposed for this decarboxylative nitration reaction.

Chemical Communications (Cambridge, United Kingdom) 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

Natte, Kishore published the artcilePalladium-Catalyzed Trifluoromethylation of (Hetero)Arenes with CF₃Br, Formula: C9H6F3NO, the publication is Angewandte Chemie, International Edition (2016), 55(8), 2782-2786, database is CAplus and MEDLINE.

The CF₃ group is an omnipresent motif found in many pharmaceuticals, agrochems., catalysts, materials, and industrial chems. Despite well-established trifluoromethylation methodologies, the straightforward and selective introduction of such groups into (hetero)arenes using available and less expensive sources is still a major challenge. In this regard, the selective synthesis of various trifluoromethyl-substituted (hetero)arenes by palladium-catalyzed C-H functionalization is herein reported. This novel methodol. proceeds under comparably mild reaction conditions with good regio- and chemoselectivity. As examples, trifluoromethylations of biol. important mols., such as melatonin, theophylline, caffeine, and pentoxifylline, are showcased.

Angewandte Chemie, International Edition published new progress about 261951-87-5. 261951-87-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Benzene,Ether, name is 4-Methoxy-3-(trifluoromethyl)benzonitrile, and the molecular formula is C9H6F3NO, Formula: C9H6F3NO.

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

Taylor, Edward C. published the artcilePteridines. XXXVII. A total synthesis of L-erythro-biopterin and some related 6-(polyhydroxyalkyl)pterins, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Journal of the American Chemical Society (1976), 98(8), 2301-7, database is CAplus and MEDLINE.

6-(1-Erythro-1′,2′-dihydroxypropyl)pterin was prepared by cupric acetate oxidation of 5-deoxy-L-arabinose to its osone, transoximation with acetone oxime to the α-ketoaldoxime, condensation with benzyl α-aminocyanoacetate methanesulfate to give II, cyclization with guanidine to biopterin 8-oxide, and deoxygenation with sodium dithionite. The overall yield was 12%. In analogous fashion, 6-(D-arabino-tetrahydroxybutyl)pterin and 6-D-threo-trihydroxypropyl)pterin were prepared from D-glucose and D-xylose, resp.

Journal of the American Chemical Society published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C28H29NO4, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Taylor, Edward C. published the artcilePteridines. XXXIV. Synthesis of 8-hydroxy-7(8H)-pteridinones (pteridine hydroxamic acids), Formula: C10H11N3O3S, the publication is Journal of Organic Chemistry (1975), 40(16), 2332-6, database is CAplus and MEDLINE.

A series of 2,4-diamino-6-alkyl-substituted 8-hydroxy-7(8H)-pteridinones (pteridinehydroxamic acids) (I) was prepared from 2,4-diamino-6-substituted pteridine 8-oxides by chlorination in glacial AcOH, followed by cleavage of the resulting pteridinehydroxamic acid anhydrides II with ethanolic HCl. An alternative but less satisfactory route to 2,4-diamino-6-methyl-8-hydroxy-7(8H)-pteridinone involved condensation of pyruvohydroxamoyl chloride with aminomalononitrile tosylate to give 2-amino-3-cyano-5-methyl-6-chloropyrazine 1-oxide, hydrolysis to the pyrazinehydroxamic acid III, and cyclization with guanidine.

Journal of Organic Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C12H15ClO3, Formula: C10H11N3O3S.

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

Rastogi, Roopa R. published the artcileNovel method for the synthesis of substituted and fused 3-cyano-4-(methylmercapto)-2(1H)-pyridones using α-oxoketene S,S-diacetals, Synthetic Route of 57663-05-5, the publication is Journal of the Chemical Society, Chemical Communications (1975), 645, database is CAplus.

RCOCH:C(SMe)2 (R = Me, p-MeC6H4, 3-pyridyl) with cyanoacetamide and Me2CHONa in refluxing Me2CHOH gave 65-85% pyridone I. Similar reaction of the cycloalkanones II (n = 1 and 2) and III gave 77% pyrindinone IV (n = 1), 76% quinolinone IV (n = 2), and 65% benzoquinoline V.

Journal of the Chemical Society, Chemical Communications published new progress about 57663-05-5. 57663-05-5 belongs to nitriles-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Tetrahydropyrimidins, name is 6-Methyl-4-(methylthio)-2-oxo-1,2-dihydropyridine-3-carbonitrile, and the molecular formula is C8H8N2OS, Synthetic Route of 57663-05-5.

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

Kumar, Arvind published the artcileKetene dithioacetals. Part 11. Reaction of 3-cyano-4-methylthio-2(1H)-pyridones with hydrazine and guanidine: synthesis of novel substituted and fused pyrazolo[4,3-c]pyridone and pyrido[4,3-d]pyrimidine derivatives, HPLC of Formula: 57663-05-5, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1978), 857-62, database is CAplus.

The N-methylpyridones I [R = Me, R¹ = H, R² = 4-R³C₆H₄, R³ = H, Me, MeO, Cl, Br; R = R² = Me, R¹ = H; R = Me, R¹R² = (CH₂)₃, (CH₂)₄] and the benzoquinolone II (R = Me, R¹ = H, n = 1) were prepared by alkylation of I (R = H, R¹, R² as before) and II (R = R¹ = H, n = 1), resp., with Me₂SO₄-NaOMe, followed by heating the mixture of N-Me and O-Me products with MeI. Treatment of I (R = H, Me, R¹ = H, R² = 4-R³C₆H₄, R³ = H, Me, MeO, Cl, Br; R = R² = Me, R¹ = H; R = R¹ = H, R² = 3-, 4-pyridyl; R = H, R¹ = Ph, R² = Me) with NH₂NH₂ in refluxing Me₂CHOH gave 70-90% pyrazolopyridones III. Similar treatment of I [R = H, Me, R¹R² = (CH₂)₃, (CH₂)₄; R = H, R¹R² = (CH₂)₅] and II (R = H, Me, MeO, R¹ = H, n = 1; R = R¹ = H, n = 2) gave 68-80% III (R, R¹, R² as before) and 64-78% pyrazolopyridone IV (R, R¹, n as before), resp. Reaction of I [R = Me, R¹ = H, R² = 4-R³C₆H₄, R³ = H, Me, MeO, Cl, Br; R = Me, R¹R² = (CH₂)₃, (CH₂)₄] and II (R = Me, R¹ = H, n = 1) with guanidine in the presence of 2 mol of NaOEt gave 31-71% pyridopyrimidinone V (R, R¹, R² as before) and 41% pyrimidoquinolinone VI.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 57663-05-5. 57663-05-5 belongs to nitriles-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Tetrahydropyrimidins, name is 6-Methyl-4-(methylthio)-2-oxo-1,2-dihydropyridine-3-carbonitrile, and the molecular formula is C8H8N2OS, HPLC of Formula: 57663-05-5.

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