22669-27-8Relevant articles and documents
Synthesizing method of flame-retardant agent bis-(para-carboxy phenylamino)phenyl phosphine oxide
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Paragraph 0015-0020, (2019/02/25)
The invention relates to an improved synthesizing method of a flame-retardant agent bis-(para-carboxy phenylamino)phenyl phosphine oxide. The improved synthesizing method comprises the following stepsof dissolving para aminobenzoic acid into a 1,4-dioxane
High graphite N content in nitrogen-doped graphene as an efficient metal-free catalyst for reduction of nitroarenes in water
Yang, Fan,Chi, Cheng,Wang, Chunxia,Wang, Ying,Li, Yongfeng
supporting information, p. 4254 - 4262 (2016/08/02)
Four kinds of nitrogen-doped graphene (NG) as metal-free catalysts are synthesized by a one-step hydrothermal reaction and thermal treatment using graphene oxide and urea as precursors. It is found that the reduction of nitroarenes can be catalyzed by using a low NG loading and a small amount of NaBH4 in water with high yield. The type of nitrogen species in NG has an important effect on the reduction reaction. The NG catalyst containing the most graphite N shows the highest catalytic activity during reduction of nitroarenes, which demonstrates that the graphite N of NG plays a key role in impelling this reaction. The reaction mechanism is proven by GC-MS experiments, and DFT calculations reveal the reasons for the graphite N showing better catalytic activity. It is worth noting that no dehalogenation phenomenon occurs during the reduction process for halogen-substituted nitroarenes in contrast to conventional metal catalysts. In addition, the NG catalyst can be simply recycled and efficiently used for eight consecutive runs with no significant decrease in activity.
The ortho effect on the acidic and alkaline hydrolysis of substituted formanilides
Desai, Salil Dileep,Kirsch, Lee E.
, p. 471 - 488 (2015/06/30)
The kinetics of formanilides hydrolysis were determined under first-order conditions in hydrochloric acid (0.01-8 M, 20-60°C) and in hydroxide solutions (0.01-3 M, 25 and 40°C). Under acidic conditions, second-order specific acid catalytic constants were used to construct Hammett plots. The ortho effect was analyzed using the Fujita-Nishioka method. In alkaline solutions, hydrolysis displayed both first- and second-order dependence in the hydroxide concentration. The specific base catalytic constants were used to construct Hammett plots. Ortho effects were evaluated for the first-order dependence on the hydroxide concentration. Formanilide hydrolyzes in acidic solutions by specific acid catalysis, and the kinetic study results were consistent with the AAC2 mechanism. Ortho substitution led to a decrease in the rates of reaction due to steric inhibition of resonance, retardation due to steric bulk, and through space interactions. The primary hydrolytic pathway in alkaline solutions was consistent with a modified BAC2 mechanism. The Hammett plots for hydrolysis of meta- and para-substituted formanilides in 0.10 M sodium hydroxide solutions did not show substituent effects; however, ortho substitution led to a decrease in rate constants proportional to the steric bulk of the substituent.
Alternative method for the reduction of aromatic nitro to amine using TMDS-iron catalyst system
Pehlivan, Leyla,Métay, Estelle,Laval, Stéphane,Dayoub, Wissam,Demonchaux, Patrice,Mignani, Gérard,Lemaire, Marc
experimental part, p. 1971 - 1976 (2011/04/22)
The system 1,1,3,3-tetramethyldisiloxane (TMDS)/Fe(acac)3 is reported here as a new method to obtain amines from aromatic nitro compounds. Amines are synthetized in a straightforward step and are isolated as hydrochloride salts with good to excellent yields. This system has shown a good selectivity toward aryl-chloride, aryl-bromide, ester, carboxylic acid, and cyano groups. The reduction of alkylnitro compounds was unfortunately not possible using this method, only a mixture of mono and dialkylated amine was obtained.
Synthesis of dye from anthranilic acid and its utility
Gaikwad, Preeti D.,Bankar, Vidhyadhar H.,Bodele, Shishupal B.,Mehere, Ashok P.
scheme or table, p. 3671 - 3674 (2010/11/16)
A new dye was synthesized from anthranilic acid by conversion of p-amino benzoic acid to HCl salt of ammonium benzoyl chloride. Condensation of HCl salt of ammonium benzoyl chloride with anthranilic acid at various conditions viz., temperature, condition
Iron-catalyzed selective reduction of nitro compounds to amines
Pehlivan, Leyla,Métay, Estelle,Laval, Stéphane,Dayoub, Wissam,Demonchaux, Patrice,Mignani, Gérard,Lemaire, Marc
experimental part, p. 1939 - 1941 (2010/06/14)
An efficient reduction of the nitro group with a catalytic amount of Fe(acac)3 and TMDS in THF at 60 °C affording the corresponding amine is described.
