37585-25-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-5-chlorobenzyl alcohol is used as an intermediate in the production of pharmaceuticals for its ability to contribute to the synthesis of various medicinal compounds.
Used in Chemical Synthesis:
It serves as a reagent in chemical synthesis, playing a crucial role in the formation of different organic compounds.
Used in Manufacturing of Organic Compounds:
2-Amino-5-chlorobenzyl alcohol is utilized as a precursor in the manufacturing of organic compounds, highlighting its importance in the creation of new chemical entities.
Used in Synthesis of Other Chemicals and Materials:
2-AMINO-5-CHLOROBENZYL ALCOHOL is also used in the synthesis of other chemicals and materials, demonstrating its broad applicability in chemical processes.
Used in Development of New Materials and Technologies:
Due to its unique chemical properties, 2-Amino-5-chlorobenzyl alcohol has potential applications in the development of innovative materials and technologies, showcasing its significance in advancing scientific research and industrial applications.

InChI:InChI=1/C7H8ClNO/c8-6-1-2-7(9)5(3-6)4-10/h1-3,10H,4,9H2

Upstream product

• 635-21-2 5-chloroanthranilic acid 
• 73033-58-6 5-chloro-2-nitrobenzyl alcohol 

Downstream Products

• 183173-43-5 N-(4-Chloro-2-hydroxymethyl-phenyl)-2,2,2-trifluoro-acetamide 
• 220630-32-0 (2-azido-5-chlorophenyl)methanol 
• 612545-92-3 1-(tert-butyloxycarbonyl)-4-[4-chloro-(2-hydroxymethylphenylamine)]piperidine 
• 675578-47-9 N-(4-chloro-2-(hydroxymethyl)phenyl)-4-methylbenzenesulfonamide 
• 895578-42-4 N-(2-(chloromethyl)-4-chlorophenyl)-4-methylbenzenesulfonamide 
• 20028-53-9 2-amino-5-chlorobenzaldehyde 
• 1004530-81-7 4-((4-chloro-2-(hydroxymethyl)phenylamino)methyl)-3-nitrobenzoic acid 
• 1021692-83-0 C₁₄H₁₂Cl₂O₂Se 
• 748805-82-5 4-[5-(2-amino-5-chloro-benzyloxymethyl)-[1,3,4]oxadiazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester 
• 748805-80-3 4-chloro-2-[5-(1-pyrimidin-2-yl-piperidin-4-yl)-[1,3,4]oxadiazol-2-ylmethoxymethyl]-phenylamine 
• 1185503-18-7 C₂₅H₂₆ClF₃N₄O₂ 
• 1269261-55-3 N-(2-(but-3-en-1-yl)-4-chlorophenyl)-4-methylbenzenesulfonamide 
• 1269261-72-4 2-(bromomethyl)-6-chloro-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline 
• 1292849-96-7 {5-chloro-2-[(2,2-dimethylpropyl)amino]phenyl}-methanol 

Relevant academic research and scientific papers

Construction of a benzo[b]azepine skeleton through decarboxylative ylide [6+1] annulations with modified vinyl benzoxazinanones

A Lewis acid-promoted [6+1] annulation between sulfur ylides and modified vinyl benzoxazinanones was described. In this reaction, the newly designed vinyl benzoxazinanones could serve as a novel six-atom synthon, and the key to success is the installation of an electron-withdrawing group on the alkene moiety of the benzoxazinanones. A broad range of substrates are compatible with this mild reaction system, thereby providing a facile and practical approach for constructing a benzo[b]azepine skeleton.

Access to 5,6-Spirocycles Bearing Three Contiguous Stereocenters via Pd-Catalyzed Stereoselective [4 + 2] Cycloaddition of Azadienes

We present herein a highly diastereo- and enantioselective Pd-catalyzed [4 + 2] cycloaddition of benzofuran-derived azadienes with vinyl benzoxazinanones, which represents a rare highly stereoselective cycloaddition of this class of fused azadienes as a two-atom synthon. The use of a phosphoramidite ligand bearing a chiral secondary amine with a simple biphenyl backbone proved to be the key to construct the novel spirocyclic tetrahydroquinoline scaffold containing three contiguous stereocenters as a single diastereomer in high enantioselectivity.

Preparation and Application of α-Imino Ketones through One-Pot Tandem Reactions Based on Heyns Rearrangement

α-Imino ketone is a useful building block for the preparation of α-amino ketones and α-amino alcohols. However, its preparation has been seldomly seen. Herein, a metal-free and operationally simple strategy has been developed to generate α-imino ketones with high regioselectivity. Meanwhile, the method allowed for the preparation of various N,O-ketals with high regioselectivities and diastereoselectivities through cascade reactions in one pot.

A [4+3] Cycloaddition Reaction of Aza-ortho-quinone Methides with C,N-Cyclic Azomethine Imines for Synthesis of 1,2,4-Triazepines

The base-induced formal [4+3] cycloaddition reaction of C,N-cyclic azomethine imines with aza-ortho-quinone methides, generated in situ, is reported. This protocol provided an efficient method for the synthesis of biologically important 1,2,4-triazepine derivatives, with a wide substrate scope and excellent functional-group tolerance, and it gives moderate to excellent yields under mild conditions. Several of the derivatives exhibited in vitro antitumor activities against the A2780 cell line in a screening of the cancer cell lines HCT-116, H2228, and A2780 by an MTT assay.

Red phosphorescent compounds and organic electroluminescence device prepared by using compounds

The invention discloses red phosphorescent compounds and an organic electroluminescence device prepared by using the compounds. In the organic electroluminescence device including an anode, a hole injection layer, a hole transport layer, a light emitting

Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives

Herein, we report the first protocol for visible-light-induced radical isocyanide insertion reactions between 3-(2-isocyanobenzyl)-indoles and bromodifluoroacetates or bromodifluoroacetamides. The protocol, which has good functional group tolerance and a broad substrate scope, constitutes an efficient and general route to difluoromethylated spiro[indole-3,3′-quinoline] derivatives. This journal is

Benzoazepine-Fused Isoindolines via Intramolecular (3 + 2)-Cycloadditions of Azomethine Ylides with Dinitroarenes

Aminobenzaldehydes bearing a pendant 3,5-dinitrophenyl group react thermally with N-substituted α-amino acids to form unprecedented benzoazepine-fused isoindolines. The reaction proceeds via a dearomatization/rearomatization sequence involving an intramolecular (3 + 2)-cycloaddition between the in situ formed azomethine ylide and the dinitroarene. Various glycine derivatives are tolerated as well as branched substrates based on cyclic, α-mono-, and α,α-disubstituted amino acids, giving single diastereomers in many cases. The method is scalable and gives products with a nitro group ready for further manipulation.

Asymmetric [4+2] cycloaddition of azlactones with dipolar copper–allenylidene intermediates for chiral 3,4-dhydroquinolin-2-one derivatives

In this paper, a pybox-copper catalyzed enantioselective decarboxylative [4+2] cycloaddition reaction of ethynyl benzoxazinanones with azlactones has been developed, which provides optically active 3,4-dihydroquinolin-2-ones in high yields with good enantioselectivities and diastereoselectivities. In this transformation, the chiral dipolar copper–allenylidene intermediates are kinetically generated via decarboxylative ethynyl benzoxazinanones, followed by the attack of the enolate azlactones to form enantiomerically enriched 3,4-dihydroquinolin-2-one structures.

Palladium-Catalyzed Regioselective Syn-Chloropalladation-Olefin Insertion-Oxidative Chlorination Cascade: Synthesis of Dichlorinated Tetrahydroquinolines

A palladium catalyzed cascade process involving syn-chloropalladation, intramolecular olefin insertion, and oxidative C-Cl bond formation reactions was demonstrated for the synthesis of dichlorinated tetrahydroquinolines in high yields (up to 93%). The N-propargyl arylamines having a tethered α,β-unsaturated carbonyl moiety underwent a regioselective syn-chloropalladation followed by a Heck-type reaction to deliver the tetrahydroquinoline scaffold. The rare insertion of the second chlorine atom was rationalized comprising a PdII/IV catalytic cycle and oxidative cleavage of the C-PdII bond.

Sequential Phosphine-Catalyzed [4 + 2] Annulation of β′-Acetoxy Allenoates: Enantioselective Synthesis of 3-Ethynyl-Substituted Tetrahydroquinolines

The first enantioselective sequential phosphine-catalyzed (SPC as abbreviation) mode for the formation of tetrahydroquinolines with an ethynyl-substituted all-carbon quaternary stereogenic center is reported. In this SPC process, a novel [4 + 2] annulation process was devised employing α-substituted allenoates as C2 synthons (α-β′, 1,2-dipole) for the first time. 3-Ethynyl-substituted tetrahydroquinolines were readily prepared in good yields and high enantioselectivities.