4169-19-1

Basic information

• Product Name: 1,2,3,4-TETRAHYDRO-1-ACETYLQUINOLINE
• Synonyms: 1-ACETYL-1,2,3,4-TETRAHYDROQUINOLINE;1,2,3,4-TETRAHYDRO-1-ACETYLQUINOLINE;1-ACETYL-1,2,3,4-TERAHYDROQUINOLINE;N-Acetyl-1,2,3, 4-tetrahydroquinoline;1-(3,4-Dihydro-2H-quinolin-1-yl)-ethanone
• CAS NO: 4169-19-1
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.23
• Mol File: 4169-19-1.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 295 °C
• Flash Point: 181.1 °C
• Appearance: /
• Density: 1.12
• Vapor Pressure: 1.05E-05mmHg at 25°C
• Refractive Index: 1.5770-1.5810
• CAS DataBase Reference: 1,2,3,4-TETRAHYDRO-1-ACETYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDRO-1-ACETYLQUINOLINE(4169-19-1)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDRO-1-ACETYLQUINOLINE(4169-19-1)

Safety Data

• Hazardous Substances Data: 4169-19-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 5574, 1989 DOI: 10.1021/jo00284a034

InChI:InChI=1/C11H13NO/c1-9(13)12-8-4-6-10-5-2-3-7-11(10)12/h2-3,5,7H,4,6,8H2,1H3

Upstream product

• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 108-24-7 acetic anhydride 
• 88343-22-0 1-[6-(3-Methyl-but-2-enyl)-3,4-dihydro-2H-quinolin-1-yl]-ethanone 
• 61698-07-5 3-(2-bromo-phenyl)-propionitrile 
• 75-36-5 acetyl chloride 
• 91-22-5 quinoline 
• 2033-24-1 cycl-isopropylidene malonate 
• 1140633-11-9 (E)-1-bromo-2-(2-(phenylsulfonyl)vinyl)benzene 
• 88343-01-5 6-prenyl-1,2,3,4-tetrahydroquinoline 
• 88342-89-6 N-(3-methyl-2-buten-1-yl)-1,2,3,4-tetrahydroquinoline 
• 65185-60-6 3-(2-bromophenyl)propan-1-amine 
• 178809-30-8 3-(2-bromo-phenyl)-acrylonitrile 
• 583-55-1 1-Bromo-2-iodobenzene 
• 178809-21-7 N-[3-(2-bromophenyl)propyl]acetamide 

Downstream Products

• 73126-26-8 1-benzyl-6-methoxy-1,2,3,4-tetrahydroquinoline 
• 950589-72-7 1-(8-(4-fluorophenyl)-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 950589-66-9 1-(8-(3-methoxyphenyl)-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 950589-61-4 C₁₈H₁₉NO 
• 950589-62-5 1-(8-m-tolyl-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 950589-64-7 1-(8-p-tolyl-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 950589-68-1 1-(8-(4-methoxyphenyl)-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 950589-71-6 1-(8-(biphenyl-4-yl)-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 950589-73-8 1-(8-(3-fluorophenyl)-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 950589-69-2 1-(8-(3,5-dimethylphenyl)-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 16078-41-4 1-(8-phenyl-3,4-dihydroquinolin-1(2H)-yl)ethanone 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 16768-69-7 N-ethyl-1,2,3,4-tetrahydroquinoline 
• 14026-46-1 1-(1,2,3,4-tetrahydro-6-nitroquinolinyl)ethanone 

Relevant articles and documents

Method for promoting acylation of amine or alcohol by carbon dioxide

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Multi-Functional Oxidase Activity of CYP102A1 (P450BM3) in the Oxidation of Quinolines and Tetrahydroquinolines

Tetrahydroquinoline, quinoline, and dihydroquinolinone are common core motifs in drug molecules. Screening of a 48-variant library of the cytochrome P450 enzyme CYP102A1 (P450BM3), followed by targeted mutagenesis based on mutation-selectivity correlations from initial hits, has enabled the hydroxylation of substituted tetrahydroquinolines, quinolines, and 3,4-dihydro-2-quinolinones at most positions around the two rings in good to high yields at synthetically relevant scales (1.5 g L?1 day?1). Other oxidase activities, such as C?C bond desaturation, aromatization, and C?C bond formation, were also observed. The enzyme variants, with mutations at the key active site residues S72, A82, F87, I263, E267, A328, and A330, provide direct and sustainable routes to oxy-functionalized derivatives of these building block molecules for synthesis and drug discovery.

Interception of amide ylides with sulfonamides: Synthesis of (: E)- N -sulfonyl amidines catalyzed by Zn(OTf)2

Through the interception of amide ylides with sulfonamides, we herein report the first general example of an intermolecular condensation reaction between sulfonamides and amides. Beyond formamides, this approach was successfully applied to a variety of lactams and linear amides, giving rise to a broad array of (E)-N-sulfonyl amidines.