6-AMino-1-Methyl-3,4-dihydroquinolin-2(1H)-one

Base Information

• Chemical Name: 6-AMino-1-Methyl-3,4-dihydroquinolin-2(1H)-one
• CAS No.: 233775-30-9
• Molecular Formula: C10H12N2O
• Molecular Weight: 176.218
• Hs Code.: 2933790090
• Mol file: 233775-30-9.mol

Synonyms:F2189-0269;6-amino-1-methyl-1,2,3,4-tetrahydroquinolin-2-one;6-amino-1-methyl-3,4-dihydro-1H-quinolin-2-one;

Chemical Property of 6-AMino-1-Methyl-3,4-dihydroquinolin-2(1H)-one

Chemical Property:

• PSA: 46.33000
• LogP: 1.82400

Purity/Quality:

97% ^*data from raw suppliers

6-amino-1-methyl-1,2,3,4-tetrahydroquinolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-AMino-1-Methyl-3,4-dihydroquinolin-2(1H)-one

There total 3 articles about 6-AMino-1-Methyl-3,4-dihydroquinolin-2(1H)-one 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: 97.0%

1-methyl-6-nitro-3,4-dihydroquinolin-2(1H)-one (233775-29-6) → 6-amino-1-methyl-3,4-dihydroquinolin-2(1H)-one (233775-30-9)

Guidance literature:

With ethanol; water; iron; ammonium chloride; for 2h; Heating / reflux;

Reference yield:

6-nitro-3,4-dihydro-1H-quinolin-2-one (22246-16-8) → 6-amino-1-methyl-3,4-dihydroquinolin-2(1H)-one (233775-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / ethanol

With palladium 10% on activated carbon; hydrogen; sodium hydride; In tetrahydrofuran; ethanol; mineral oil;

Reference yield:

3,4-dihydro-2(1H)-quinolone (553-03-7) → 6-amino-1-methyl-3,4-dihydroquinolin-2(1H)-one (233775-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1: nitric acid; sulfuric acid / 4.5 h / -20 - 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere

3: iron; ammonium chloride / water; ethanol / 2 h / 80 °C

With sulfuric acid; nitric acid; iron; potassium carbonate; ammonium chloride; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2020.115725

upstream raw materials:

1-methyl-6-nitro-3,4-dihydroquinolin-2(1H)-one

6-nitro-3,4-dihydro-1H-quinolin-2-one

3,4-dihydro-2(1H)-quinolone

Downstream raw materials:

6-(4-(4-fluorophenylamino)-5-(pyridin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-1-methyl-3,4-dihydroquinolin-2(1H)-one

6-(4-amino-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-1-methyl-3,4-dihydroquinolin-2(1H)-one

6-(4-(benzylamino)-5-(pyridin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-1-methyl-3,4-dihydroquinolin-2(1H)-one

4-(benzylamino)-2-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile