165120-40-1

Basic information

• Product Name: 2-Bromo-4'-chloroacetophenone
• Synonyms: 3-Amino-4-butylamino-2-chloroquinoline;N4-Butyl-2-chloro-3,4-quinolinediamine;N'-Butyl-2-chloroquinoline-3,4-diamine;N4-BUTYL-2-CHLORO-QUINOLINE-3,4-DIAMINE
• CAS NO: 165120-40-1
• Molecular Formula: C13H16N3CL
• Molecular Weight: 233.4896
• EINECS: 208-631-5
• Mol File: 165120-40-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 95-99℃
• Boiling Point: 289.733 °C at 760 mmHg
• Flash Point: 129.026 °C
• Appearance: /
• Density: 1.598 g/cm³
• Vapor Pressure: 0.00216mmHg at 25°C
• Refractive Index: 1.584
• PKA: 3.41±0.50(Predicted)
• CAS DataBase Reference: 2-Bromo-4'-chloroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4'-chloroacetophenone(165120-40-1)
• EPA Substance Registry System: 2-Bromo-4'-chloroacetophenone(165120-40-1)

Safety Data

• Hazard Codes: C:Corrosive
• Statements: R22:; R34:
• Safety Statements: S26:; S36/37/39:; S45:
• Hazardous Substances Data: 165120-40-1(Hazardous Substances Data)

Usage

General Description

2-Bromo-4'-chloroacetophenone is a chemical compound with the molecular formula C8H6BrClO. It is a white to off-white crystalline powder that is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. 2-Bromo-4'-chloroacetophenone is known for its ability to react with a variety of nucleophiles, making it a versatile intermediate in organic synthesis. It is primarily used as an intermediate in the production of other chemicals and does not have any specific commercial or industrial uses on its own. However, it is an important compound in the field of organic chemistry and is used as a starting material to make a variety of other chemical products.

InChI:InChI=1/C8H6BrClO/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4H,5H2

Synthetic route

4-Butylamino-2-chloro-3-nitroquinoline → N4-butyl-2-chloro-quinoline-3,4-diamine (165120-40-1)

Conditions	Yield
platinum In toluene
With hydrogen; 5% platinum on carbon In toluene under 1965.21 Torr;

N4-butyl-2-chloro-quinoline-3,4-diamine (165120-40-1) + ethoxyacetyl chloride (14077-58-8) → N-(4-butylamino-2-chloro-3-quinolinyl)ethoxyacetamide (165120-43-4)

N4-butyl-2-chloro-quinoline-3,4-diamine (165120-40-1) + methoxypropionyl chloride (4244-59-1) → N-(4-butylamino-2-chloro-3-quinolinyl)-3-methoxypropanamide

N4-butyl-2-chloro-quinoline-3,4-diamine (165120-40-1) + Phenoxyacetyl chloride (701-99-5) → 1-butyl-2-(phenoxymethyl)-1H-imidazo[4,5-c]quinolin-4-amine (874328-95-7)

Conditions	Yield
Stage #1: N4-butyl-2-chloro-quinoline-3,4-diamine; Phenoxyacetyl chloride In acetonitrile at 5 - 20℃; for 3h; Stage #2: With ammonia In methanol at 160℃; for 18h;

N4-butyl-2-chloro-quinoline-3,4-diamine (165120-40-1) + ethoxyacetyl chloride (14077-58-8) → N-(4-butylamino-2-chloro-3-quinolinyl)ethoxyacetamide

Downstream Products

• 874328-95-7 1-butyl-2-(phenoxymethyl)-1H-imidazo[4,5-c]quinolin-4-amine 

Relevant articles and documents

Process for preparing 1-substituted, 2-substituted 1H-imidazo[4, 5-c]quinoline-4-amines

Methods of preparing 1-substituted, 2-substituted 1H-imidazo [4-5c]-quinolin-4-amines are disclosed. The compounds function as antiviral agents, they induce the biosynthesis of various cytokines including interferon, and they inhibit tumor formation in animal models.

1-substituted, 2-substituted 1H-imidazo[4,5-c]quinolin-4-amines

1-substituted, 2-substituted 1H-imidazo[4,5-c]-quinolin-4-amines are disclosed. These compounds function as antiviral agents, they induce biosynthesis of interferon, and they inhibit tumor formation in animal models. This invention also provides intermediates for preparing such compounds, pharmaceutical compositions containing such compounds, and pharmacological methods of using such compounds.