6,7-Dimethoxyphthalazin-1(2H)-one

Base Information

• Chemical Name: 6,7-Dimethoxyphthalazin-1(2H)-one
• CAS No.: 4821-88-9
• Molecular Formula: C₁₀H₁₀N₂O₃
• Molecular Weight: 206.201
• DSSTox Substance ID: DTXSID80486040
• Nikkaji Number: J13.292F
• Wikidata: Q82325954
• Mol file: 4821-88-9.mol

Synonyms:6,7-Dimethoxyphthalazin-1(2H)-one;4821-88-9;m-Opiazone;6,7-dimethoxy-1,2-dihydrophthalazin-1-one;6,7-DIMETHOXY-2H-PHTHALAZIN-1-ONE;6,7-dimethoxyphthalazin-1-one;SCHEMBL3977212;DTXSID80486040;ULUPECZWKSBPAW-UHFFFAOYSA-N;6,7-dimethoxy-1(2H)-phthalazinone;AKOS015998717;NS-02213;CS-0215806;EN300-302471;A871940

Chemical Property of 6,7-Dimethoxyphthalazin-1(2H)-one

Chemical Property:

• Melting Point: >226°C (dec.)
• PSA: 64.47000
• LogP: 1.35260
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 206.06914219
• Heavy Atom Count: 15
• Complexity: 280

Purity/Quality:

97% ^*data from raw suppliers

m-Opiazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=NNC2=O)OC
• Uses: M-Opiazone is used in the preparation of cinnoline and phthalazine derivs and used as phosphodiesterase 10 inhibitors. Used in the preparation of cinnoline and phthalazine derivs. as phosphodiesterase 10 inhibitors.

Technology Process of 6,7-Dimethoxyphthalazin-1(2H)-one

There total 6 articles about 6,7-Dimethoxyphthalazin-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: 37.0%

2-formyl-4,5-dimethoxybenzoic acid (490-63-1) → 6,7-dimethoxy-1(2H)-phthalazinone (4821-88-9)

Guidance literature:

With hydrazine; In methanol; for 5h; Heating / reflux;

Reference yield:

2-formyl-4,5-dimethoxybenzoic acid (490-63-1) → 4-(N-methyl-methanesulphonamidomethyl)pyridine (560097-32-7) + 6,7-dimethoxy-1(2H)-phthalazinone (4821-88-9)

Guidance literature:

With hydrazine hydrate; In ethanol;

Reference yield:

5,6-dimethoxyphthalide (531-88-4) → 6,7-dimethoxy-1(2H)-phthalazinone (4821-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 3 h / Reflux

2: hydrazine hydrate / ethanol / 14 h / Reflux

With N-Bromosuccinimide; hydrazine hydrate; dibenzoyl peroxide; In tetrachloromethane; ethanol;

DOI:10.1039/c6ra03841g

upstream raw materials:

2-formyl-4,5-dimethoxybenzoic acid

5,6-dimethoxyphthalide

Veratric acid

3-BROMO-5,6-DIMETHOXY-PHTHALIDE

Downstream raw materials:

1-chloro-6,7-dimethoxyphthalazine