2(1H)-Quinolinone, 3-(3-methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-

Base Information

• Chemical Name: 2(1H)-Quinolinone, 3-(3-methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-
• CAS No.: 18118-29-1
• Molecular Formula: C₁₉H₂₃NO₂
• Molecular Weight: 297.397
• Hs Code.: 2933790090
• NSC Number: 692297
• DSSTox Substance ID: DTXSID50274436
• Nikkaji Number: J108.319H
• Wikidata: Q27133987
• Metabolomics Workbench ID: 134243
• ChEMBL ID: CHEMBL444821
• Mol file: 18118-29-1.mol

Synonyms:Buchapine deriv.;NSC692297;CHEBI:65536;CHEMBL444821;18118-29-1;4-(3-methylbut-2-enoxy)-3-(3-methylbut-2-enyl)-1H-quinolin-2-one;2(1H)-Quinolinone, 3-(3-methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-;Carbostyril, 3-(3-methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-;3-(3-Methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-2(1H)-quinolinone;DTXSID50274436;YADLZLRNLRNTCM-UHFFFAOYSA-N;BDBM50478416;NSC-692297;3-dimethylallyl-4-dimethylallyloxyquinolin-2-one;Q27133987;3-(3-Methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-2-quinolinol #;4-[(3-Methyl-2-butenyl)oxy]-3-(3-methyl-2-butenyl)quinoline-2(1H)-one;3-(3-methylbut-2-enyl)-4-(3-methylbut-2-enyloxy)quinolin-2(1H)-one (Structural isomer of Buchapine)

Chemical Property of 2(1H)-Quinolinone, 3-(3-methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-

Chemical Property:

• PSA: 42.35000
• LogP: 4.79410
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 297.172878976
• Heavy Atom Count: 22
• Complexity: 506

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C2=CC=CC=C2NC1=O)OCC=C(C)C)C

Technology Process of 2(1H)-Quinolinone, 3-(3-methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]-

There total 7 articles about 2(1H)-Quinolinone, 3-(3-methyl-2-butenyl)-4-[(3-methyl-2-butenyl)oxy]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

2,4-dihydroxyquinoline (70254-44-3) + prenyl bromide (870-63-3) → 3-(3-methylbut-2-enyl)-4-(3-methylbut-2-enyloxy) quinolin-2-ol (18118-29-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 30 - 60 ℃; for 12h;

DOI:10.1016/j.bmc.2010.03.015

Reference yield: 50.3%

4-Hydroxy-2-quinolone (70254-43-2,70254-44-3,86-95-3) + prenyl bromide (870-63-3) → 3,3-bis(γ,γ-dimethylallyl)-2.4-dioxo-1,2,3,4-tetrahydroquinoline (21873-59-6) + 4-(3',3'-Dimethylallyloxy)-3-(3'',3''-dimethylallyl)-2-chinolon (18118-29-1) + 4-(3',3'-Dimethylallyloxy)-2-chinolon (54357-78-7) + 3-(1',1'-Dimethylallyl)-4-hydroxy-2-chinolon

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In toluene; at 50 ℃; for 4h; Further byproducts given;

DOI:10.1515/znb-1981-0924

Reference yield: 50.3%

4-Hydroxy-2-quinolone (70254-43-2,70254-44-3,86-95-3) + prenyl bromide (870-63-3) → 3,3-bis(γ,γ-dimethylallyl)-2.4-dioxo-1,2,3,4-tetrahydroquinoline (21873-59-6) + 4-hydroxy-3-(3-methylbut-2-enyl) quinolin-2(1H)one (6431-84-1) + 4-(3',3'-Dimethylallyloxy)-3-(3'',3''-dimethylallyl)-2-chinolon (18118-29-1) + 4-(3',3'-Dimethylallyloxy)-2-chinolon (54357-78-7) + 3-(1',1'-Dimethylallyl)-4-hydroxy-2-chinolon + 4-(3',3'-Dimethylallyloxy)-3-(1'',1''-dimethylallyl)-2-chinolon

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In toluene; at 50 ℃; for 4h; Product distribution;

DOI:10.1515/znb-1981-0924

upstream raw materials:

4-Hydroxy-2-quinolone

prenyl bromide

4-hydroxy-3-(3-methylbut-2-enyl) quinolin-2(1H)one

3-(1',1'-dimethylallyl)-3-(3,3-dimethylallyl)-1,2,3,4-tetrahydro-2,4-quinoldione

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