8-amino-2-methyl-3,4-dihydroisoquinolin-1(2H)-one

Base Information

• Chemical Name: 8-amino-2-methyl-3,4-dihydroisoquinolin-1(2H)-one
• CAS No.: 878155-22-7
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.218
• Mol file: 878155-22-7.mol

Synonyms:8-amino-2-methyl-3,4-dihydroisoquinolin-1-one;

Chemical Property of 8-amino-2-methyl-3,4-dihydroisoquinolin-1(2H)-one

Chemical Property:

• PSA: 46.33000
• LogP: 1.41600

Purity/Quality:

8-Amino-3,4-dihydro-2-methyl-1(2H)-isoquinolinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An alternative microwave-assisted synthesis of 8-Amino-3,4-dihydro-2-methyl-1(2H)-isoquinolinone has been examined. The synthesis includes two one-?pot procedures in which the key process involves the microwave-?assisted hydrolysis of a nitrile group followed by lactamization under elevated temps.

Technology Process of 8-amino-2-methyl-3,4-dihydroisoquinolin-1(2H)-one

There total 24 articles about 8-amino-2-methyl-3,4-dihydroisoquinolin-1(2H)-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: 82.0%

8-nitro-2-methyl-3,4-dihydroisoquinoline-1(2H)-one (878160-03-3) → 8-amino-2-methyl-3,4-dihydroisoquinolin-1-one (878155-22-7)

Guidance literature:

With hydrogen; platinum on activated charcoal; In ethanol; ethyl acetate; for 24h;

DOI:10.1055/s-2007-965978

Reference yield:

2-methyl-8-nitro-3,4-dihydro-2H-isoquinolin-1-one hydrochloride → 8-amino-2-methyl-3,4-dihydroisoquinolin-1-one (878155-22-7)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; ethyl acetate; at 30 ℃;

Reference yield:

(E)-2-(2-(dimethylamino)vinyl)-6-nitrobenzonitrile → 8-amino-2-methyl-3,4-dihydroisoquinolin-1-one (878155-22-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 3.53 g / NaBH(OAc)3; acetic acid / 1,2-dimethoxy-ethane / 18 h / 20 °C

2: aq. HCl / 15 h / 160 °C / microwave irradiation

3: 0.68 g / sulfolane / 2 h / 200 °C

4: 82 percent / H₂ / Pt/C / ethyl acetate; ethanol / 24 h

With sulfolane; hydrogenchloride; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; platinum on activated charcoal; In 1,2-dimethoxyethane; ethanol; ethyl acetate;

DOI:10.1055/s-2007-965978

upstream raw materials:

8-nitro-2-methyl-3,4-dihydroisoquinoline-1(2H)-one

methyl 2-(cyanomethyl)-6-nitrobenzoate

8-amino-3,4-dihydro-2H-isoquinolin-1-one

8-dibenzylamino-3,4-dihydro-2H-isoquinolin-1-one