34586-27-1

Usage

Type of compound

Nitroaromatic

Uses

Production of dyes, pharmaceuticals, and agrochemicals

Structure

Benzene ring with a chloroethyl group and a nitro group attached

Physical appearance

Yellow to orange crystalline solid

Flammability

Flammable

Health hazards

Potential skin, eye, and respiratory system irritation

Safety classification

Hazardous chemical, should be handled with care

InChI:InChI=1/C8H8ClNO2/c1-6(9)7-3-2-4-8(5-7)10(11)12/h2-6H,1H3

Upstream product

• 5400-78-2 1-(3-nitrophenyl)ethanol 
• 121-89-1 3-Nitroacetophenone 

Downstream Products

• 586-39-0 1-nitro-3-vinyl-benzene 
• 1190371-32-4 4-[1-(3-nitro-phenyl)-ethyl]-morpholine 
• 1190378-94-9 cyclobutanecarboxylic acid (3-{5-cyclopropyl-2-[3-(1-morpholin-4-yl-ethyl)-phenylamino]-pyrimidin-4-ylamino}-propyl)-amide 
• 1082549-24-3 3-(1-morpholin-4-yl-ethyl)-phenylamine 

Relevant academic research and scientific papers

Ferric chloride–catalyzed deoxygenative chlorination of carbonyl compounds: A comparison of chlorodimethylsilane and dichloromethylsilane system

Deoxygenative chlorination of carbonyl compounds using the HMe2SiCl/FeCl3/EtOAc and HMeSiCl2/FeCl3/EtOAc systems has been systemically investigated. The HMe2SiCl-FeCl3 system showed the advantages of good substrate applicability, mild reaction conditions, simple operation, low cost, and easy availability of raw materials. Also, it provided a simple and efficient synthesis route for carbonyl deoxychlorination via a one-pot method. Using the HMeSiCl2/FeCl3/EtOAc system, the β-methylchalcone derivative could be obtained in good yields in addition to obtaining the chlorinated compound. Finally, two plausible reaction routes were proposed to describe the formation of the chlorinated compound and the β-methylchalcone derivative.

PYRIMIDINE DERIVATIVES CAPABLE OF INHIBITING ONE OR MORE KINASES

A first aspect of the invention relates to a compound of formula (I), or a pharmaceutically acceptable salt or ester thereof, formula (I): wherein: R1 is C3-8-cycloalkyl; X is O, NR7 or C3-6-heterocycloalkyl; R2 is aryl, heteroaryl, fused or unfused aryl-C3-6-heterocycloalkyl or fused or unfused heteroaryl-C3-6-heterocycIoalkyl, each of which is optionally substituted by one or more substitutents selected from aryl, heteroaryl, C1-6-alkyl, C3-7-cycloalkyl and a group A, wherein said C1-6-alkyl group is optionally substituted by one or more substituents selected from aryl, heteroaryl, R10 and a group A, said heteroaryl group is optionally substituted by one or more R10 groups; and wherein said C3-6-heterocycloalkyl group optionally contains one or more groups selected from oxygen, sulfur, nitrogen and CO; R3 is C1-6-alkyl optionally substituted by one or more substituents selected from aryl, heteroaryl, -NR4R5, -OR6, -NR7(CO)R6, -NR7(CO)NR4R5, -NR7SO2R6, -NR7COOR7, -CONR4R5, C3-6-heterocycloalkyl and formula (a, b, c): wherein R4-7 and A are as defined in the claims. Further aspects relate to the use of said compounds in the treatment of various therapeutic disorders, and more particularly as inhibitors of one or more kinases.

Nitrobenzyl monates antibacterial compounds

Compounds of formula (II): STR1 wherein Y is --CH=CH--CH2 --CH-- or STR2 R1 is hydrogen or C1-4 alkyl, R2 is hydrogen or C1-6 alkyl, R3 is hydrogen, nitro or C1-6 alkyl and, when

Heavy Atom Isotope Effect Studies of Elimination Reaction Mechanisms. 1. A Kinetic and Carbon-14 Kinetic Isotope Effect Study of the Base-Promoted Dehydrochlorination of Substituted 1-Phenylethyl-2-14C Chlorides

Upon treatment with the solvent conjugate base, the primary reaction of substituted 1-phenyl chloride is elimination to substituted styrenes in t-BuOH-10percent v/v Me2SO at 60 deg C and in bis(2-hydroxyethyl) ether-10percent v/v Me2SO at 45 deg C.Kinetics studies using eight substituted chlorides show that these reactions are strongly accelerated by both electron-donating and electron-withdrawing substituents, probably indicating a fairly reactant-like E2 transition state with the mechanism changing from E1-like E2 to E1cB-like E2 as the substituents change from EDG to EWG.In this first carbon isotope effect study of an elimination reaction of an alkyl chloride, carbon-14 kinetic isotope effects have been measured in the alkoxide/bis(2-hydroxyethyl) ether-Me2SO system for 1-(4-methylphenyl)ethyl-2-14C chloride, k/βk = 1.038, 1-phenylethyl-2-14C chloride, k/βk = 1.058, and 1-(4-chlorophenyl)ethyl-2-14C chloride, k/βk = 1.068.Clearly none of these compounds reacts by an irreversible E1 mechanism, for which no β-carbon isotope effect should be observed.The trend in the results is what would be expected from increased Cβ-H bond rupture as the E2 transition state shifts from E1-like to E1cB-like.Theoretical calculations involving E1-like E2 transition-state models show that in this region only for a reaction coordinate motion that strongly couples Cβ-H bond rupture, Cα-Cβ double bond formation, and Cα-Cl bond rupture does the calculated value for k/βk come into the experimentally observed range, and then only for reactant-like models.