4,4a,5,6-Tetrahydro-9-methoxybenzo(h)cinnolin-3(2H)-one

Base Information

• Chemical Name: 4,4a,5,6-Tetrahydro-9-methoxybenzo(h)cinnolin-3(2H)-one
• CAS No.: 133414-54-7
• Molecular Formula: C13H14N2O2
• Molecular Weight: 230.2625
• DSSTox Substance ID: DTXSID00928114
• Mol file: 133414-54-7.mol

Synonyms:4,4a,5,6-Tetrahydro-9-methoxybenzo(h)cinnolin-3(2H)-one;133414-54-7;BRN 4258252;9-Methoxy-4,4a,5,6-tetrahydrobenzo(h)cinnolin-3(2H)-one;Benzo(h)cinnolin-3(2H)-one, 4,4a,5,6-tetrahydro-9-methoxy-;DTXSID00928114;LS-33733;9-Methoxy-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3-ol

Chemical Property of 4,4a,5,6-Tetrahydro-9-methoxybenzo(h)cinnolin-3(2H)-one

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.36g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 230.105527694
• Heavy Atom Count: 17
• Complexity: 353

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(CCC3C2=NNC(=O)C3)C=C1

Technology Process of 4,4a,5,6-Tetrahydro-9-methoxybenzo(h)cinnolin-3(2H)-one

There total 3 articles about 4,4a,5,6-Tetrahydro-9-methoxybenzo(h)cinnolin-3(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:

2-(7-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid (107623-88-1) → 9-methoxy-4,4a,5,6-tetrahydrobenzocinnolin-3-(2H)-one (133414-54-7)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Heating;

DOI:10.1016/S0014-827X(00)00035-5

Reference yield:

7-Methoxy-1-tetralone (6836-19-7) → 9-methoxy-4,4a,5,6-tetrahydrobenzocinnolin-3-(2H)-one (133414-54-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / NaOH / aq. ethanol / 3 h / 20 - 100 °C

2: Zn; aq. AcOH / 1 h / 70 °C

3: N₂H₄*H₂O / ethanol / 3 h / Heating

With sodium hydroxide; hydrazine hydrate; acetic acid; zinc; In ethanol;

DOI:10.1016/S0014-827X(00)00035-5

Reference yield:

7-Methoxy-1,2,3,4-tetrahydro-1-oxo-2-naphthylideneacetic acid → 9-methoxy-4,4a,5,6-tetrahydrobenzocinnolin-3-(2H)-one (133414-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn; aq. AcOH / 1 h / 70 °C

2: N₂H₄*H₂O / ethanol / 3 h / Heating

With hydrazine hydrate; acetic acid; zinc; In ethanol;

DOI:10.1016/S0014-827X(00)00035-5

upstream raw materials:

2-(7-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid

7-Methoxy-1-tetralone