Month: January 2023

Reagents for new heteroannelation reactions. Part I. Isocyanate-dithioketal reagents was written by Sauter, F.;Froehlich, J.;Shaifullah Chowdhury, A. Z. M.. And the article was included in Scientia Pharmaceutica in 1996.HPLC of Formula: 70291-62-2 This article mentions the following:

(MeS)₂C:NCH₂CO₂Et was reacted with various educts. While heteroaromatic 2-amino esters gave cyclization to a pyrimido moiety, the corresponding 2-amino nitriles led in 1-pot reactions to double-annelation, yielding products with an imidazopyrimido moiety. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2HPLC of Formula: 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 70291-62-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Facile synthesis of polynuclear heterocycles and acyclic C-nucleosides via α-substituted cinamonitrile (II) was written by Abu-zied, Kh. M.;Hussein, H. A. R.;Abu-Hashem, A. A.. And the article was included in Organic Chemistry: An Indian Journal in 2012.Recommanded Product: 70291-62-2 This article mentions the following:

The synthesis of the target compounds was achieved using 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile as a key starting material. This compound was converted to 4-hydrazinyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine and a related thione derivative While a 2-hydrazine derivative was obtained upon methylation of the above-mentioned intermediate and reaction of the Me thioether with hydrazine hydrate (99% yield). S-glycosides are produced when a 2,4-dithione derivative reacted with α-D-glucopyranosyl bromide tetraacetate or α-D-galactopyranosyl bromide tetraacetate. Acyclic C-nucleosides were obtained by a reaction of hydrazine derivatives with aldose sugars, aldohexoses (hexoses) or aldopentoses (pentoses) such as D-glucose, D-galactose and D-xylose. The title compounds included derivatives of 9,10-dihydro-8H-cyclopenta[4,5]thieno[3,2-e]-1,2,4-triazolo[4,3-c]pyrimidine (I) and cyclopenta[4,5]thieno[2,3-d]-1,2,4-triazolo[4,3-a]pyrimidine (II). In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Recommanded Product: 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Recommanded Product: 70291-62-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target Burkitt’s lymphoma was written by Byrne, Andrew J.;Bright, Sandra A.;McKeown, James P.;O’Brien, John E.;Twamley, Brendan;Fayne, Darren;Clive Williams, D.;Meegan, Mary J.. And the article was included in Pharmaceuticals in 2020.Product Details of 55490-87-4 This article mentions the following:

The synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds such as I [R¹ = H, Cl; R² = H, Me, Et; X = O, NH, N(C₆H₅), etc.], II and III [R³ = CN, CO₂Me, CO₂Et, OC(O)Me; R⁴ = H, CN; R⁵ = H, CO₂Me, CO₂Et] structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG-75 was reported. Structural modifications were achieved by Diels-Alder reaction of the core 9-(2-nitrovinyl)anthracene with number of dienophiles including maleic anhydride, maleimides, acrylonitrile and benzyne. The antiproliferative activity of these compounds was evaluated in BL cell lines EBV- MUTU-1 and EBV+ DG-75 (chemoresistant). The most potent compounds I [R¹ = Cl, R² = H, X = NH, N(C₆H₅); R¹ = R² = H, X = N(C₆H₅), N(4-ClC₆H₄), N(4-OMeC₆H₄)], II and III [R³ = CN, R⁴ = R⁵ = H] displayed IC₅₀ values in the range 0.17-0.38μM against the BL cell line EBV- MUTU-1 and IC50 values in the range 0.45-0.78μM against the chemoresistant BL cell line EBV+ DG-75. Compounds I [R¹ = R² = H, X = N(4-ClC₆H₄), N(4-OMeC₆H₄)] and II demonstrated potent ROS dependent apoptotic effects on the BL cell lines which were superior to the control drug taxol and showed minimal cytotoxicity to peripheral blood mononuclear cells. The results suggested that this class of compounds merits further investigation as antiproliferative agents for BL. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Product Details of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Product Details of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zinc-proline complex catalyzed Knoevenagel condensation in water was written by Yan, Shiqiang;Guo, Wei;Wang, Wensheng;Zhang, Wei. And the article was included in Youji Huaxue in 2019.Computed Properties of C18H10N2 This article mentions the following:

Zinc-proline complex catalyzed Knoevenagel condensation in water was reported. Seventeen aldehydes and two ketones were investigated, which coupled with malononitrile smoothly affording desired Knoevenagel condensation products in 5∼10 min at 80°C in the yields of 84%∼99%. The catalyst can be recovered and reused for ten cycles without loss of activity. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Computed Properties of C18H10N2).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Computed Properties of C18H10N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Antihypertensive activity of 6-arylpyrido[2,3-d]pyrimidin-7-amine derivatives was written by Bennett, Lawrence R.;Blankley, C. John;Fleming, Robert W.;Smith, Ronald D.;Tessman, Deirdre K.. And the article was included in Journal of Medicinal Chemistry in 1981.COA of Formula: C8H5Br2N This article mentions the following:

Fifty-one title compounds I (R = H, Me, Et, etc.; R¹ = H, Me, OEt, etc.; R² = substituted phenyl) were synthesized and evaluated for antihypertensive activity in the conscious spontaneously hypertensive rat. A number of these compounds, notably 6-(2,6-dichlorophenyl)-2-methylpyrido[2,3-d]pyrimidin-7-amine [76574-80-6], lowered blood pressure in these rats in a gradual and sustained manner to normotensive levels at oral doses of 10-50 mg/kg. Normalized blood pressure levels could then be maintained by single daily oral doses. The effect of structural variation in the 6-aryl group and in the 2 and 4 positions of the pyridopyrimidine ring on activity is reported and discussed. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9COA of Formula: C8H5Br2N).

2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.COA of Formula: C8H5Br2N

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Catalytic enantioselective addition of methyltriisopropoxititanium to aldehydes was written by Veguillas, Marcos;Sola, Ricard;Fernandez-Ibanez, M. Angeles;Macia, Beatriz. And the article was included in Tetrahedron: Asymmetry in 2016.SDS of cas: 101219-69-6 This article mentions the following:

An efficient catalyst for the enantioselective synthesis of chiral Me carbinols from aldehydes is presented. The system uses methyltriisopropoxytitanium as a nucleophile and a readily available binaphthyl derivative as a chiral ligand. The enantioselective methylation of both aromatic and aliphatic aldehydes proceeds with good yields and high enantioselectivities under mild conditions. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6SDS of cas: 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.SDS of cas: 101219-69-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Biotransformation of 3,5-dibromo-4-hydroxybenzonitrile under denitrifying, Fe(III)-reducing, sulfidogenic, and methanogenic conditions was written by Knight, Victoria K.;Berman, Mitchell H.;Haggblom, Max M.. And the article was included in Environmental Toxicology and Chemistry in 2003.Formula: C7H4BrNO This article mentions the following:

Bromoxynil (3,5-dibromo-4-hydroxybenzonitrile) is a halogenated aromatic nitrile herbicide used on a variety of crops for the postemergence control of annual broad-leaved weeds. The anaerobic biodegradability of bromoxynil and its aerobic transformation product, 3,5-dibromo-4-hydroxybenzoate, were examined in enrichment cultures established with anaerobic sediment under denitrifying, Fe(III)-reducing, sulfidogenic, and methanogenic conditions. Bromoxynil (100μM) was depleted in 20-30 days in the methanogenic, sulfidogenic, and Fe(III)-reducing enrichments but was stable under denitrifying conditions. The 3,5-dibromo-4-hydroxybenzoate (100μM) was depleted within 20-35 days under all 4 anaerobic conditions. Both compounds were stable in sterile controls. Bromoxynil and 3,5-dibromo-4-hydroxybenzoate were readily utilized upon respiking of the cultures. During utilization of bromoxynil, stoichiometric release of bromide was observed with transient accumulation of metabolites identified as bromocyanophenol, cyanophenol, and phenol. Bromoxynil heptanoate and octanoate were rapidly hydrolyzed to bromoxynil, which was further degraded. These results indicate that bromoxynil and 3,5-dibromo-4-hydroxybenzoate are degraded under different anaerobic conditions. Anaerobic degradation of bromoxynil proceeds via reductive debromination to 4-cyanophenol, which is further transformed to phenol and can ultimately be degraded to carbon dioxide. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-hydroxybenzonitrile (cas: 82380-17-4Formula: C7H4BrNO).

2-Bromo-4-hydroxybenzonitrile (cas: 82380-17-4) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Formula: C7H4BrNO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

EPR studies of nitrogen-centered free radicals. Part 53. Isolation, EPR spectra and magnetic characterization of N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls was written by Nakatsuji, Masaaki;Miura, Yozo;Teki, Yoshio. And the article was included in Journal of the Chemical Society, Perkin Transactions 2 in 2001.SDS of cas: 68385-95-5 This article mentions the following:

N-(Arylthio)-2,4-diaryl-6-ethoxycarbonylphenylaminyls (1), N-[(2,4-dichlorophenyl)thio]-2,4-diphenyl-6-acetyl-phenylaminyl (2), N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls (3), N-[(2,4-dichlorophenyl)thio]-2,4-bis(4-chloro-phenyl)-6-fluorophenylaminyl (4) and N-[(4-nitrophenyl)thio]-2,4-diphenylphenylaminyl (5) were generated by oxidation of the corresponding N-(arylthio)anilines. Although 4 and 5 were short-lived and decayed in 30 min, 1-3 were quite persistent and 3 could be isolated as radical crystals. EPR spectra were measured for all radicals generated and the spin d. distribution was evaluated. Ab initio MO calculations (the UHF Becke 3LYP/STO 6-31G) were performed, and a quant. discussion on the spin d. distribution was made. Magnetic susceptibility measurements were performed for three isolated radicals with a SQUID magnetometer. One radical was found to couple ferromagnetically, and anal. with the one-dimensional regular Heisenberg model gave 2J/k_B = 11.2 K. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5SDS of cas: 68385-95-5).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).SDS of cas: 68385-95-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electrochemical Tandem Olefination and Hydrogenation Reaction with Ammonia was written by Zhang, Xiaofeng;Jiang, Runze;Cheng, Xu. And the article was included in Journal of Organic Chemistry in 2021.Safety of 2-Cyclohexylacetonitrile This article mentions the following:

An electrochem. Horner-Wadsworth-Emmons/hydrogenation tandem reaction was achieved using ammonia as electron and proton donors. The reaction could give two-carbon-elongated ester and nitrile from aldehyde or ketones directly. This reaction could proceed with a catalytic amount of base or even without a base. The ammonia provides both the electron and proton for this tandem reaction and enables the catalyst-free hydrogenation of an α,β-unsaturated HWE intermediate. More than 40 examples were reported, and functional groups, including heterocycles and hydroxyl, were tolerated. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Safety of 2-Cyclohexylacetonitrile).

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Safety of 2-Cyclohexylacetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A new facile route to primary alkanenitriles from terminal alkenes via a hydroboration-cyanation sequence was written by Masuda, Yuzuru;Hoshi, Masayuki;Arase, Akira. And the article was included in Journal of the Chemical Society, Chemical Communications in 1989.Name: 2-Cyclohexylacetonitrile This article mentions the following:

Alkenes R¹CR²:CH₂ (R¹ = alkyl, R² = H or Me) underwent hydroboration with dicyclohexylborane, and treatment of the intermediates with CuCN, Cu(OAc)₂, and cupric acetylacetonate gave R¹CHR²CH₂CN. Methylenecyclopentane of methylenecyclohexane gave the resp. cycloalkaneacetonitriles. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Name: 2-Cyclohexylacetonitrile).

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Name: 2-Cyclohexylacetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts