Category: 5653-62-3

Moussa, Ziad published the artcileNMR Studies and electrophilic properties of triphenylphosphine-trifluoromethanesulfonic anhydride; a remarkable dehydrating reagent system for the conversion of aldoximes into nitriles, Application of 2,3-Dimethoxybenzonitrile, the main research area is oxime dehydration triphenylphosphine triflic anhydride; nitrile preparation.

NMR studies on the reaction of triphenylphosphine with various amounts of triflic anhydride at 0 °C are described. The reagent formed on mixing 1.3 equiv of Ph3P with Tf2O (1.0 mmol) was shown to be an equilibrium mixture consisting mainly of triphenyl(trifluoromethylsulfonyloxy)phosphonium trifluoromethanesulfinate and the corresponding bis(triphenyl)oxodiphosphonium trifluoromethanesulfinate dimer. The electrophilic properties of the system have been exploited in the development of a mild method for converting aldoximes into nitriles. The dehydration occurs at 0 °C under very mild conditions by initial activation of the oxime oxygen, followed by treatment with a base and subsequent elimination of triphenylphosphine oxide. The substrate scope and functional group tolerance of this useful method are explored.

Tetrahedron Letters published new progress about Aldoximes Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Application of 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tamilselvan, Pitchiah published the artcileCobalt(II)-catalyzed dehydration of aldoximes. A highly efficient practical procedure for the synthesis of nitriles, COA of Formula: C9H9NO2, the main research area is aryl aldoxime dehydration cobalt catalyst; aromatic nitrile preparation.

Cobalt(II) chloride catalyzes the conversion of a variety of aldoximes, including salicylaldoxime and substituted salicylaldoximes, into corresponding nitriles in the presence of an inorganic base in acetonitrile. The reaction proceeds under mild conditions and the yields are generally very good to excellent.

Catalysis Communications published new progress about Aldoximes Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, COA of Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Abele, E. published the artcileNovel synthesis of aromatic and heteroaromatic nitriles from aldehydes under liquid-liquid phase transfer catalysis conditions, Safety of 2,3-Dimethoxybenzonitrile, the main research area is aldehyde conversion nitrile phase transfer catalysis; nitrile preparation.

A PTC method of synthesis of aromatic nitrile from the corresponding aldehydes was developed based on dichlorocarbene-mediated dehydration of intermediate aldoximes and products were isolated in 37-67% yields. The method was less successful in the case of heteroaromatic nitriles, especially for pyridine derivatives because of side reactions.

Latvijas Kimijas Zurnals published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Safety of 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Coskun, Necdet published the artcileDirect conversion of aldehydes to nitriles via O-phenylcarbamoylated aldoximes, Synthetic Route of 5653-62-3, the main research area is aldehyde conversion nitrile; phenylcarbamoylated aldoxime preparation conversion nitrile; nitrile preparation.

O-arylcarbamoylated hydroxylamine tosylate reacts with aldehydes at room temperature to give the corresponding O-carbamoylated oximes. The reaction of carbamoylated hydroxylamine with aromatic aldehydes in THF or in toluene at reflux affords the corresponding nitriles and anilinium tosylate in high yield. Attempts to cyclize the O-carbamoylated oximes in the presence of AcCl lead again to the formation of nitriles.

Tetrahedron published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Synthetic Route of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ban, Yong-Liang published the artcileThiocyanate radical mediated dehydration of aldoximes with visible light and air, COA of Formula: C9H9NO2, the main research area is nitrile preparation; aldoxime thiocyanate radical dehydration visible light air aizenuranine catalyst.

Herein, a new means of activating aldoximes by an in situ generated thiocyanate radical from ammonium thiocyanate and mol. oxygen at room temp has been discussed. With a catalytic amount of organic dye aizenuranine as the photocatalyst, the dehydration of aldoximes proceeds smoothly under visible light irradiation, providing a simple to handle, excellent functional group tolerance, and metal-free protocol for a wide range of nitriles.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, COA of Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shackelford, Scott A. published the artcileElectrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples, HPLC of Formula: 5653-62-3, the main research area is nitration aromatic heteroaromatic tetramethylammonium nitrate trifluoromethanesulfonic anhydride; microwave nitration aromatic heteroaromatic tetramethylammonium nitrate.

A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonic anhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agent is presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substrates is achieved resulting in the synthesis of several novel organic compounds A distinct advantage is the removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification This tetramethylammonium nitrate-based nitration also has been applied to microwave-assisted conditions, and the results with several compounds are outlined.

Journal of Organic Chemistry published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shackelford, Scott A. published the artcileElectrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples. [Erratum to document cited in CA138:169603], Quality Control of 5653-62-3, the main research area is erratum nitration aromatic heteroaromatic tetramethylammonium nitrate trifluoromethanesulfonic anhydride; microwave nitration aromatic heteroaromatic tetramethylammonium nitrate erratum.

The correct structure of product 37b in Table 5 on page 271 is given. On page 274, the last sentence before the Exptl. Section should read, “”One known compound was obtained for the first time by direct nitration, and…””. On page 2 in the last sentence of the Supporting Information and on page 3 in line 2 of the Supporting Information, “”(431 mmol)”” should be “”(4310 mmol)””.

Journal of Organic Chemistry published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Quality Control of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Uchida, Ko published the artcileTransformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile and iodine under metal cyanide-free conditions, Computed Properties of 5653-62-3, the main research area is aromatic nitrile preparation.

Various aromatic nitriles ArCN [Ar = Ph, 4-BrC6H4, 5-ethyl-2-furyl, etc.] were obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with mol. iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeded through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions.

Tetrahedron published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Computed Properties of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ushijima, Sousuke published the artcileOne-pot conversion of aromatic bromides and aromatics into aromatic nitriles via aryllithiums and their DMF adduct, HPLC of Formula: 5653-62-3, the main research area is aryl halide butyl lithium DMF iodine reaction; aromatic nitrile preparation.

Various aromatic bromides and iodides were smoothly converted into the corresponding aromatic nitriles in good to moderate yields by the treatment with n-butyllithium and subsequently DMF, followed by treatment with mol. iodine in aq NH3. The same treatment of typical aromatics and heteroaromatics with n-butyllithium and subsequently DMF, followed by treatment with mol. iodine in aq NH3 also provided the corresponding aromatic nitriles in good yields. Moreover, the same treatment of aromatic bromides and aromatics with half amount of DIH (1,3-diiodo-5,5-dimethylhydantoin) instead of mol. iodine worked effectively to give the corresponding aromatic nitriles, resp., in good yields. These reactions are novel and environmentally benign one-pot methods for the preparation of aromatic nitriles from aromatic bromides and aromatics, resp., through the formation of aryllithiums and their DMF adducts.

Tetrahedron published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nandi, Ganesh C. published the artcileSchmidt reaction in ionic liquids: highly efficient and selective conversion of aromatic and heteroaromatic aldehydes to nitriles with [BMIM(SO3H)][OTf] as catalyst and [BMIM][PF6] as solvent, HPLC of Formula: 5653-62-3, the main research area is Schmidt reaction aromatic aldehyde ionic liquid catalyst solvent.

A mild and selective method is presented for the conversion of aromatic and heteroaromatic aldehydes to nitriles via the Schmidt reaction with TMSN3 by using [BMIM(SO3H)][OTf] as catalyst and [BMIM][PF6] as solvent. E.g., in the presence of this catalyst in [BMIM][PF6], reaction of 2-MeOC6H4CHO with TMSN3 gave 100% 2-MeOC6H4CN. The method offers high yields and simple product isolation, and avoids the use of liquid superacids or corrosive Lewis acids commonly employed for this transformation. It also offers some potential for recycling/reuse of the IL solvent.

Tetrahedron Letters published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts