57271-91-7

Usage

InChI:InChI=1/C11H15NO2/c1-2-3-8-12-11(14)9-6-4-5-7-10(9)13/h4-7,13H,2-3,8H2,1H3,(H,12,14)

Upstream product

• 118-55-8 phenyl Salicylate 
• 109-73-9 N-butylamine 
• 119-36-8 methyl salicylate 
• 111-36-4 n-butyl isocyanide 
• 108-95-2 phenol 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 3858-78-4 n-butylamine hydrochloride 
• 162936-60-9 3-butyl-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione 

Downstream Products

• 101777-17-7 2-(2,3-dihydroxy-propoxy)-benzoic acid butylamide 
• 143000-16-2 3-Butyl-2-oxo-2-phenyl-2,3-dihydro-2λ⁵-benzo[e][1,3,2]oxazaphosphinin-4-one 
• 143000-08-2 3-Butyl-2-phenyl-2,3-dihydro-benzo[e][1,3,2]oxazaphosphinin-4-one 

Relevant academic research and scientific papers

Dioxomolybdenum(VI) Complexes with Salicylamide Ligands: Synthesis, Structure, and Catalysis in the Epoxidation of Olefins under Eco-Friendly Conditions

Five salicylamides [R1R2SaAmH; R1, R2 = N-substituents: nBu, H (1a); tBu, H (1b); nOc, H (1c); Bn, H (1d); and nBu, nBu (1e)] were successfully coordinated to the dioxomolybdic fragment, resulting in MoO2(R1R2SaAm)2 complexes 2a-e, which were characterized through elemental analysis, IR, 1H- and 13C NMR, ESI-HRMS, and XRD (for 2a,b,e). All complexes are active catalysts in the solvent-free epoxidation of cis-cyclooctene with tert-butyl hydroperoxide in decane (TBHPdec), showing high turnover frequencies (TOF 1890 h–1 for 2b) at 1 % loading. Using aqueous TBHP (TBHPaq) or H2O2, selectivity to cyclooctene oxide is always 100 %, although reactions are more sluggish. The 2c/TBHPaq system, which displays the best TOF (1070 h–1) at 0.25 % loading and 75 °C, allowed for the quantitative conversion of trans-2-octene into its epoxide, while low epoxide selectivity was observed in the case of 1-octene, styrene, and methyl oleate. In the latter case, 90 % epoxide selectivity at 92 % conversion was achieved with the 2b/TBHPdec system at 55 °C, under solvent-free conditions. Compared to related MoO2X2(O-amide)-type complexes, 2a-e exhibit increased catalytic performance under the greener conditions involving the use of aqueous oxidants.

Method for preparing amide compounds

The invention discloses a method for preparing amide compounds. The method comprises the step of subjecting organic carboxylate with a structure represented by a formula (I) shown in the description and an amine compound with a structure represented by a formula (II) shown in the description to a grinding reaction, thereby preparing an amide compound with a structure represented by a formula (III)shown in the description and an alcohol compound with a structure represented by a formula (IV) shown in the description. According to the synthesis method, a heat source is not required to supply heat, an organic solvent is not required to serve as a medium, the operation is simple, the reaction time is short, the aftertreatment is simple, and thus, industrial production is easy to achieve.

Fast synthesis of amides from ethyl salicylate under microwave radiation in a solvent-free system

In this study, amide bond formation, one of the most important reactions in organic chemistry, it was evaluated using ethyl salicylate and ten different primary amines. Under the optimized experimental conditions, i.e. 60 °C, hexane, phenylboronic acid-PBA (15 mol%), boric acid-BA (15 mol%) or without catalyst-WC, using a hot-plate for 24 h, amides were obtained in excellent isolated yields (WC, 77-94% to S-Aa-Ad; PBA, 11-94% to S-Ae-Aj; and BA, 28-90% to S-Ae-Aj). The reaction employing CAL-B also permitted a moderate conversion for the production of amides S-Ae-Aj (3-42%). However, in our efforts to reduce the amide synthesis time (24 h), the reactions were performed in the presence of microwave-MW radiation using a free-solvent system [60 °C, PBA (15 mol%) or WC], which reduced the time of the reaction by 32-fold (45 min) and afforded nine amides (S-Aa-Ah and S-Aj) in 80-99% isolated yield and S-Ai in 23% yield. A cytotoxicity assay demonstrated that the amide S-Ag was capable of inhibiting four human tumor cell lines (MCF-7, HCT116, HepG2, and HL-60) with an IC50 ranging from 8.68 to 17.57 μg mL-1. In this study, MW radiation provided an attractive way for faster reactions, improved yields, and cleaner reactions, as well as the synthesis of amide S-Ag with cytotoxic activity.

Compound and application of compound in preparation of medicines

The invention discloses a compound and its application in a medicine. the invention specifically provides a compound as shown in the formula (I) or a stereisomer, a geometrical isomer, a tautomer, a racemate, nitric oxide, hydrate, a solvate, a metabolite, pharmaceutically acceptable salts or a prodrug of the compound as shown in the formula (I). The invention also discloses an application of the compound in preparation of a medicine. The medicine is used in treating cancers.

AZO COMPOUND, COMPOSITION FOR OPTICAL ALIGNMENT FILM USING SAME, AND METHOD FOR PRODUCING OPTICAL ALIGNMENT FILM

An azo compound of the present invention is represented by the general formula (1): (wherein, R 1 and R 2 each independently represents a hydroxy group, or a polymerizable functional group selected from the group consisting of a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, a vinyl group, a vinyloxy group, and a maleimide group; X 1 represents single bond when R 1 is a hydroxy group and represents a linking group represented by -(A 1 -B 1 ) m - when R 1 is a polymerizable functional group; X 2 represents a single bond when R 2 is a hydroxy group and represents a linking group represented by -(A 2 -B 2 ) n - when R 2 is a polymerizable functional group; R 3 and R 4 each independently represents -OR 7 , a hydroxyalkyl group having 1 to 4 carbon atoms, or - CONR 8 R 9 ; and R 5 and R 6 each independently represents a carboxy group, a sulfo group, a nitro group, amino group, or a hydroxy group).

Effects of mixed CH3CN-H2O solvents on the rate of intramolecular general base-catalysed aminolysis of ionized phenyl salicylate

Nucleophilic second-order rate constants, k(n)(ms), for the reaction of n-butylamine, piperidine and pyrrolidine with ionized pheyl salicylate, PS-, show a nonlinear decrease with increase in the content of CH3CN in mixed aqueous solvents at ≤ 60% (v/v)CH3CN. The values of k(n)(ms) remain almost unchanged with change in the content of CH3CN at > 60 % (v/v) CH3CN. Effects of mixed CH3CN-H2O solvents on pK(a) of leaving group, phenol, and protonated amine nucleophile are concluded to be the major factors affecting k(n)(ms) values.

Exceptional active site H-bonding in enzymes? Significance of the 'oxyanion hole' in the serine proteases from a model study

For a series of secondary (N-butyl) and corresponding tertiary (N,N-tetramethylene) 5-substituted salicylamides, phenolic pKa values have been measured in order to assess the energetic dependence of intramolecular carboxamide-NH hydrogen bonding upon the basicity of an acceptor oxyanion.The results are summarized on a Broensted-type α coefficient of 0.12 (slope of ΔpKa, tertiary minus secondary, versus phenolic pKa of tertiary amide).Relative acidities of the same salicylamides in dimethylacetamide solution indicate that offsetting differences in anion hydration are not hidden in this coefficient.It is concluded that rather less transition-state stabilization from hydrogen bonding may be available within the active site of serine proteases than has previously been inferred from directed point mutations involving the enzymes.

BORON TRICHLORIDE CATALYZED ORTHO CARBONYLATION OF PHENOLS: SYNTHESIS OF 2-HYDROXY-ARYL-CARBOXYAMIDES AND -KETONES.

In the presence of equimolar quantity of BCl3, phenols 1 react with isocyanates and acyl chlorides to give, usually with good-excellent yields, 2-hydroxy-aryl-carboxy-amides 2 and 2-hydroxy-aryl-ketones 3 respectively.A distinctive behaviour of BCl3 in comparison with other Lewis acids is observed.