1-methyl-3-[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]-2-oxo-1,2-dihydro-4-quinolinyl acetate

Base Information

• Chemical Name: 1-methyl-3-[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]-2-oxo-1,2-dihydro-4-quinolinyl acetate
• CAS No.: 95855-01-9
• Molecular Formula: C₁₆H₁₃N₃O₅
• Molecular Weight: 327.296
• Mol file: 95855-01-9.mol

Synonyms:Acetic acid 1-methyl-3-(5-methyl-[1,3,4]oxadiazole-2-carbonyl)-2-oxo-1,2-dihydro-quinolin-4-yl ester;

Chemical Property of 1-methyl-3-[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]-2-oxo-1,2-dihydro-4-quinolinyl acetate

Chemical Property:

• Melting Point: 228 °C (butan-1-ol)
• PSA: 104.29000
• LogP: 1.38620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-3-[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]-2-oxo-1,2-dihydro-4-quinolinyl acetate

There total 4 articles about 1-methyl-3-[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]-2-oxo-1,2-dihydro-4-quinolinyl acetate 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: 74.0%

acetic anhydride (108-24-7) + (4-Hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl) (Tetrazol-5-yl) Ketone (219479-27-3) → (4-Acetoxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl) (5-Methyl-1,3,4-oxadiazol-2-yl) Ketone (95855-01-9)

Guidance literature:

for 2h; Heating;

DOI:10.1002/jhet.5570210659

Reference yield:

4-Hydroxy-6-methyl-5,6-dihydro-2,5-dioxo-2H-pyrano<3,2-c>quinoline (18706-63-3) → (4-Acetoxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl) (5-Methyl-1,3,4-oxadiazol-2-yl) Ketone (95855-01-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / SO₂Cl₂ / dioxane / 1) 50 deg C, 10 min; 2) heating to boil;

2: 63 percent / 1) sodium azide; 2) aq. HCl; / dimethylformamide / 24 h / Ambient temperature

3: 74 percent / 2 h / Heating

With hydrogenchloride; sodium azide; sulfuryl dichloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570210659

Reference yield:

3-Dichloroacetyl-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline (329713-01-1) → (4-Acetoxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl) (5-Methyl-1,3,4-oxadiazol-2-yl) Ketone (95855-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 1) sodium azide; 2) aq. HCl; / dimethylformamide / 24 h / Ambient temperature

2: 74 percent / 2 h / Heating

With hydrogenchloride; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570210659

upstream raw materials:

acetic anhydride

(4-Hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl) (Tetrazol-5-yl) Ketone

4-Hydroxy-6-methyl-5,6-dihydro-2,5-dioxo-2H-pyrano<3,2-c>quinoline

3-Dichloroacetyl-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline