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

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

Uses

Used in Pharmaceutical Industry:
2-Bromo-4'-chloroacetophenone is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its reactivity allows for the creation of a wide range of chemical products that can address diverse medical needs.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromo-4'-chloroacetophenone serves as an essential intermediate in the production of pesticides and other agrochemicals. Its role in synthesizing these compounds is crucial for enhancing crop protection and agricultural productivity.
Used in Organic Synthesis:
2-Bromo-4'-chloroacetophenone is used as a versatile intermediate in organic synthesis for creating a variety of chemical products. Its ability to react with different nucleophiles makes it a valuable starting material for the preparation of complex organic molecules and compounds with specific applications in various industries.

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.

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.