35490-90-5

Basic information

• Product Name: 2-Amino-6-chlorobenzaldehyde
• Synonyms: 2-Amino-6-chlorobenzaldehyde
• CAS NO: 35490-90-5
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.58
• Mol File: 35490-90-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 290.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.348±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -0.70±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-6-chlorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-6-chlorobenzaldehyde(35490-90-5)
• EPA Substance Registry System: 2-Amino-6-chlorobenzaldehyde(35490-90-5)

Safety Data

• Hazardous Substances Data: 35490-90-5(Hazardous Substances Data)

Usage

General Description

2-Amino-6-chlorobenzaldehyde is a chemical compound that contains an amino group and a chloro group attached to a benzene ring, as well as an aldehyde functional group. It is commonly used in organic synthesis as a starting material for the production of various pharmaceuticals and dyes. 2-Amino-6-chlorobenzaldehyde is known for its strong odor and is classified as an irritant to the skin, eyes, and respiratory system. It is also considered to be a potential mutagen and carcinogen, so proper handling and safety precautions are necessary when working with this chemical.

Upstream product

• 387-45-1 2-chloro-6-fluorobenzaldehyde 
• 6575-11-7 2-amino-6-chlorobenzonitrile 
• 6361-22-4 2-chloro-6-nitrobenzaldehyde 
• 39885-08-0 (2-amino-6-chlorophenyl)methanol 
• 2148-56-3 2-chloro-6-aminobenzoic acid 

Downstream Products

• 1194-64-5 2-chloro-6-methylbenzaldehyde 
• 2102411-05-0 5-chloroquinoline-3-carbonitrile 
• 511231-70-2 5-chloro-quinoline-2-carboxylic acid 
• 60610-16-4 5-chloroquinazolin-2(1H)-one 
• 889939-13-3 ethyl 5-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate 
• 1064137-50-3 2,5-dichloroquinoline-3-carbaldehyde 
• 445041-29-2 2,5-dichloroquinazoline 
• 1395473-86-5 (S)-5-chloro-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroquinoline 
• 60610-16-4 5-chloroquinazolin-2-ol 

Relevant articles and documents

Repurposing an Aldolase for the Chemoenzymatic Synthesis of Substituted Quinolines

Quinoline derivatives are important natural products and pharmaceuticals, but their synthesis can be challenging due to poor yields, harsh reaction conditions, and instability of starting materials. Here we report the chemoenzymatic synthesis of quinaldic acids under mild conditions using an aldolase, trans-o-hydroxybenzylidenepyruvate hydratase-aldolase (NahE, or HBPA). A series of 2-aminobenzaldehydes derived from reduction of the corresponding nitro analogue were reacted with pyruvate in the presence of NahE to give substituted quinolines in up to 93% isolated yield. This reaction differs from the aldol condensation catalyzed by NahE in vivo, instead resembling the heterocycle formation catalyzed by its homologue, dihydrodipicolinate synthase.

IMIDAZOPIPERAZINONE INHIBITORS OF TRANSCRIPTION ACTIVATING PROTEINS

The present disclosure relates to heterocyclic compounds and methods which may be useful as inhibitors of transcription activating proteins such as CBP and P300 for the treatment or prevention of diseases such as proliferative diseases, inflammatory disorders, autoimmune diseases, and fibrotic diseases.

Vasicine from Adhatoda vasica as an organocatalyst for metal-free Henry reaction and reductive heterocyclization of o-nitroacylbenzenes

Vasicine, a quinazoline alkaloid, from the leaves of Adhatoda vasica, has been utilized as an efficient catalyst for metal and base free Henry reaction of various aldehydes with nitro alkanes. The method can be used in the synthesis of various β-nitro alcohols under mild reaction conditions without use of hazardous organic solvents and expensive catalysts. Vasicine is also applied successfully for one pot synthesis of 2,1-benzisoxazoles from o-nitroacylbenzenes in good yields under mild conditions.