20028-53-9

Basic information

• Product Name: 2-Amino-5-chlorobenzaldehyde
• Synonyms: 2-AMINO-5-CHLOROBENZALDEHYDE;5-CHLOROANTHRANILALDEHYDE;6-Amino-3-chlorobenzaldehyde;5-Amino-2-chlorobenzaldehyde;Benzaldehyde,2-aMino-5-chloro-
• CAS NO: 20028-53-9
• Molecular Formula: C7H6ClNO
• Molecular Weight: 155.58
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde
• Mol File: 20028-53-9.mol
• Article Data: 38

Chemical Properties

• Melting Point: 71-73°C
• Boiling Point: 288.1 °C at 760 mmHg
• Flash Point: 128 °C
• Appearance: /
• Density: 1.348 g/cm³
• Vapor Pressure: 0.00239mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -0.28±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Air Sensitive
• BRN: 2716096
• CAS DataBase Reference: 2-Amino-5-chlorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-chlorobenzaldehyde(20028-53-9)
• EPA Substance Registry System: 2-Amino-5-chlorobenzaldehyde(20028-53-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-36-22
• Safety Statements: 26-36-36/37
• Hazardous Substances Data: 20028-53-9(Hazardous Substances Data)

Usage

Uses

2-Amino-5-Chlorobenzaldehyde is used as a raw material in organic synthesis. It also serves as a pharmaceutical intermediate.

InChI:InChI=1/C7H6ClNO/c8-6-1-2-7(9)5(3-6)4-10/h1-4H,9H2

Upstream product

• 73033-58-6 5-chloro-2-nitrobenzyl alcohol 
• 635-21-2 5-chloroanthranilic acid 
• 587-04-2 m-Chlorobenzaldehyde 
• 37585-25-4 2-amino-5-chlorobenzyl alcohol 
• 106-47-8 4-chloro-aniline 
• 68-12-2 N,N-dimethyl-formamide 
• 6628-86-0 5-chloro-2-nitrobenzaldehyde 

Downstream Products

• 144155-69-1 7-chloro-3,4-dihydro-3-<4-(trifluoromethyl)phenyl>-1(2H)-acridinone 
• 868739-65-5 N-(4-chloro-2-formyl-phenyl)-2-phenyl-acetamide 
• 1334951-08-4 5-chloro-2-(4-methoxyphenyl)-2H-indazole 
• 916664-23-8 2-azido 5-chlorobenzaldehyde 
• 1395473-80-9 (S)-6-chloro-2-(4-chlorophenyl)-1,2,3,4-tetrahydroquinoline 
• 1395473-67-2 4-((2R,3S)-3-acetyl-6-chloro-1,2,3,4-tetrahydroquinolin-2-yl)-benzonitrile 
• 1395473-60-5 1-((2R,3S)-6-chloro-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)-2-phenoxyethanone 
• 1395473-65-0 1-((2R,3S)-2-(biphenyl-4-yl)-6-chloro-1,2,3,4-tetrahydroquinolin-3-yl)ethanone 
• 1395473-84-3 (S)-6-chloro-2-o-tolyl-1,2,3,4-tetrahydroquinoline 
• 1395473-79-6 (S)-2-(biphenyl-4-yl)-6-chloro-1,2,3,4-tetrahydroquinoline 
• 1395473-83-2 (S)-6-chloro-2-(3-methoxyphenyl)-1,2,3,4-tetrahydroquinoline 
• 1395473-81-0 (S)-6-chloro-2-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroquinoline 
• 1395473-82-1 (S)-4-(6-chloro-1,2,3,4-tetrahydroquinolin-2-yl)benzonitrile 
• 1395473-66-1 1-((2R,3S)-6-chloro-2-(4-chlorophenyl)-1,2,3,4-tetrahydroquinolin-3-yl)ethanone 

Relevant articles and documents

Rediscovered synthesis of 3-cyanoquinoline derivatives

The easy and rapid synthetic procedure for the synthesis of substituted 3-cyanoquinoline derivatives using available laboratory reagents is reported. Vilsmeier-Haack reaction is employed to the p-substituted aniline to yield formyl aniline. These on reaction with cyano ethylacetate and with malono nitrile in presence catalyst results in to 3-substituted quinolines.

PPTS-Catalyzed Bicyclization Reaction of 2-Isocyanobenzaldehydes with Various Amines: Synthesis of Diverse Fused Quinazolines

A PPTS (pyridinium p-toluenesulfonate)-catalyzed bicyclization reaction of 2-isocyanobenzaldehydes as 1,5-dielectrophiles with various amines has been developed. The reaction not only provides a simple and efficient strategy for the assembly of structurally diverse fused quinazoline derivatives from readily available substrates under metal-free and mild conditions in a single step with only water and hydrogen as the by-products, but also opens the way to the application of o-formyl arylisocyanides in the synthesis of nitrogen-containing heterocycles. (Figure presented.).

Identification of Inhibitors of Cholesterol Transport Proteins Through the Synthesis of a Diverse, Sterol-Inspired Compound Collection

Cholesterol transport proteins regulate a vast array of cellular processes including lipid metabolism, vesicular and non-vesicular trafficking, organelle contact sites, and autophagy. Despite their undoubted importance, the identification of selective modulators of this class of proteins has been challenging due to the structural similarities in the cholesterol-binding site. Herein we report a general strategy for the identification of selective inhibitors of cholesterol transport proteins via the synthesis of a diverse sterol-inspired compound collection. Fusion of a primary sterol fragment to an array of secondary privileged scaffolds led to the identification of potent and selective inhibitors of the cholesterol transport protein Aster-C, which displayed a surprising preference for the unnatural-sterol AB-ring stereochemistry and new inhibitors of Aster-A. We propose that this strategy can and should be applied to any therapeutically relevant sterol-binding protein.