Tag: M.W=100-150

Seki, Masahiko published the artcileRegioselective C-H Azidation of Anilines and Application to Synthesis of Key Intermediate for Pharmaceutical, Synthetic Route of 1885-29-6, the main research area is aniline copper catalyst regioselective C H azidation; azidoaniline preparation.

A catalytic system for regioselective C-H azidation of inactive anilines were developed. In the presence of CuSO4·5H2O, simultaneous addition of NaN3 and Na2S2O8 to aqueous CH3CN solution of free anilines under weakly acidic conditions (pH 4.5) smoothly underwent C-H azidation to provide corresponding α-azidated products in high yields. Me α-azidoanthranilate obtained by this method were readily transformed via simple reduction followed by cyclization to Me 2-ethoxybenzimidazol-7-carboxylate, a key intermediate for antihypertensive Candesartan Cilexetil.

Journal of Organic Chemistry published new progress about Aryl azides Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Synthetic Route of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Takahashi, Yusuke published the artcileA Practical Procedure for Regioselective Bromination of Anilines, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is bromoaniline green preparation regioselective; aniline oxidative bromination copper catalyst.

A highly practical procedure for the preparation of bromoanilines ArNH2 [Ar = 2-O2N-4-BrC6H3, 2,4-di-BrC6H3, 2-Br-4-ClC6H3, etc.] by using copper-catalyzed oxidative bromination was developed. Treatment of free anilines with readily available NaBr and Na2S2O8 in the presence of a catalytic amount of CuSO4·5H2O enabled regioselective bromination.

Synthesis published new progress about Aryl bromides Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hu, Fang-Peng published the artcileLewis-acid-promoted cyclization reaction: synthesis of N3-chloroethyl and N3-thiocyanatoethyl quinazolinones, Safety of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is chloroethyl thiocyanatoethyl quinazolinone preparation green chem; benzoyl chloride dihydrooxazolylaniline cyclization Lewis acid.

A Lewis-acid-promoted cyclization reaction of benzoyl chlorides with 2-(4,5-dihydrooxazol-2-yl)anilines, which can offer a series of N3-chloroethyl quinazolinones, is disclosed. The reaction is compatible with the functional groups of the substrates; environment-friendly AlCl3 is probably the chloride source. Moreover, the addition of NH4SCN can also produce a range of N3-thiocyanatoethyl quinazolinones in moderate-to-good yields.

New Journal of Chemistry published new progress about Benzoyl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Safety of 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Heydari, Somayyeh published the artcileA green and efficient solvent- and catalyst-free ultrasonic dibenzylation procedure, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is dibenzyl compound preparation green chem solventless; aromatic amine benzyl bromide ultrasonic dibenzylation.

A greener improvement was achieved for the synthesis of diverse N,N-dibenzylated compounds RN(CH2C6H5)2 (R = Ph, 3-bromophenyl, 4-hydroxyphenyl, etc.) from the reaction of various aromatic amines RNH2 with benzyl bromide using the ultrasound irradiation in solvent- and catalyst-free conditions. The dibenzylation reactions were carried out in different solvents and solvent-free conditions under ultrasound irradiation at various temperatures The yields were very low in all applied solvents, while in the solvent-free condition and at room temperature, the yields were excellent. Due to obtaining the high reaction yields, the catalyst was not used.

Chemistry & Chemical Technology published new progress about Benzyl compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xie, Wuchen published the artcileC-H chlorination of (hetero)anilines via photo/organo co-catalysis, Related Products of nitriles-buliding-blocks, the main research area is chloro aniline chemoselective preparation photochem; aniline carbon hydrogen chlorination catalyst tetra carbazolyl benzenedicarbonitrile chlorosuccinimide.

Herein, a photo-redox and organo co-catalyzed chlorination method for anilines to gave chloro-anilines ArNR1R2 [Ar = 4-ClC6H4, 3,4-di-Cl-5-FC6H2, 4-Cl-2,5-di-FC6H2, etc.; R1 = H, Me; R2 = H, Me, C(O)Me, Ph, pyrimidin-2-yl; R1R2 = (CH2)2N(CH3)(CH2)2] was disclose. This method had great substrate generality and excellent mono-chlorination selectivity. Another merit of this method was the late-stage modification of drug mols., which would be useful in medicinal chem.

Organic & Biomolecular Chemistry published new progress about Chemoselectivity. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dass, Reuben published the artcileAn efficient synthesis of 4-Thiocyanato anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H2O, Related Products of nitriles-buliding-blocks, the main research area is thiocyanatoaniline preparation; aniline ammonium thiocyanate thiocyanation.

Treatment of a variety of 2(3)-mono-substituted anilines with benzyltrimethylammonium dichloroiodate (1.2 equiv) and ammonium thiocyanate (1.2 equiv) in DMSO:H2O (9:1) at 70°C gave the corresponding 4-thiocyanato-2(3)-substituted anilines ArSC≡N [Ar = 4-OH-3-MeC6H3, 4-NH2-3-BrC6H3, 3-isoquinolyl, etc.] in excellent isolated yields (60-99%; ave. yield for all anilines = 90%). The reaction worked well for substrates with 2-halo, 2-alkoxy, 2-aryloxy, 2-alkyl, 2-dialkylamino, 2-N-sulfonylamino, 2-alkyn-1-yl, 2-cyano, 2-acyl, 2-sulfonyl, and 2-heteroaryl substitution. 3-Substituted, 3,5- or 2,6-disubstituted anilines and substituted phenols were also well tolerated. 4-Substituted anilines gave the corresponding 2-aminobenzothiazole products ArSC≡N, whereas 4-, 5-, 6-, or 7-substituted indoles were not reactive. Regioselective thiocyanation of 2-quinoline, 3-amino-1-methylpyrazole, 2-amino-4-phenylthiazole, and 2-phenylimidazo[1,2-a] pyridine was achieved in 93-99% yield, thus demonstrating the broad-substrate scope for this thiocyanation reaction.

Tetrahedron Letters published new progress about Cyanation catalysts, thiocyanation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Pramanik, Sourav published the artcileAccess to densely functionalized spirocyclopentenonyl oxindole frameworks via aza- and carbo-Piancatelli rearrangement, Quality Control of 1885-29-6, the main research area is spirocyclopentenonyl oxindole preparation phosphomolybdic acid catalyst; furanyl indolinone aniline Piancatelli rearrangement.

A new strategy for access to spirocyclopentenonyl oxindole frameworks is disclosed. Suitably anchored furfuryl alc. at C3 of an oxindole was used for the aza-Piancatelli rearrangement, which furnished spirocyclic aminocyclopentenone frameworks with catalytic phosphomolybdic acid. The scope of the transformation was extended to the carbo-Piancatelli rearrangement with various indole derivatives

Organic & Biomolecular Chemistry published new progress about Furans Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Quality Control of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xiong, Biquan published the artcileSilver-catalyzed regioselective 1,6-hydroarylation of para-quinone methides with anilines and phenols, Related Products of nitriles-buliding-blocks, the main research area is alpha diarylmethyl aniline phenol preparation regioselective; para quinone methide aniline phenol hydroarylation silver catalyst.

A simple and efficient method for the silver-catalyzed regioselective 1,6-hydroarylation of para-quinone methides (p-QMs) with anilines and phenols has been established. Without the need for pre-protection, a broad range of anilines (primary amine, secondary amine and tertiary amine), phenols and para-quinone methides are well tolerated under mild conditions, giving the corresponding 1,6-hydroarylation products with moderate to good yields. Moreover, a series of modified natural products can be synthesized via this simple method. Control experiments were also performed to gain insights into the plausible reaction mechanism. This protocol has high atom economy, and may have significant implications for the formation of C(sp3)-C(sp2) bonds in organic synthesis.

Organic Chemistry Frontiers published new progress about Hydroarylation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Zhen published the artcileK2S2O8/I2-Promoted Electrophilic Selenylative Cyclization To Access Seleno-Benzo[b]azepines, Application of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is selenobenzoazepine preparation regioselective; allylphenylvinylaniline diselenide selenylative cyclization.

A novel and simple organoselenium-involved 7-membered cyclization to access diverse seleno-benzo[b]azepines has been developed. This protocol involves an electrophilic cyclization process and is accomplished under mild conditions. Discussion of the mechanism rationalizes the regioselectivity observed in transformation. The studies of further transformation of seleno-benzo[b]azepines and large-scale experiment reveal the promising utility of this methodol.

Organic Letters published new progress about Benzenesulfonamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application of 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Garcia-Vazquez, Rocio published the artcileDirect Cu-mediated aromatic 18F-labeling of highly reactive tetrazines for pretargeted bioorthogonal PET imaging, Application of Picolinonitrile, the main research area is fluoro isotope labeled aryl tetrazine preparation PET imaging.

In this work, a simple, scalable and reliable direct 18F-labeling procedure was developed. Initially the applicability of different leaving groups and labeling methods was studied to develop this procedure. The copper-mediated 18F-labeling exploiting stannane precursors showed the most promising results. This approach was then successfully applied to a set of tetrazines, including highly reactive H-tetrazines, suitable for pretargeted PET imaging. The labeling succeeded in radiochem. yields (RCYs) of up to approx. 25%. The new procedure was then applied to develop a pretargeting tetrazine-based imaging agent. The tracer was synthesized in a satisfactory RCY of ca. 10%, with a molar activity of 134 ± 22 GBq μmol-1 and a radiochem. purity of >99%. Further evaluation showed that the tracer displayed favorable characteristics (target-to-background ratios and clearance) that may qualify it for future clin. translation.

Chemical Science published new progress about Positron emission tomography. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts