5-Hydroxy-4-methoxy-2-nitrobenzoic acid

Base Information

• Chemical Name: 5-Hydroxy-4-methoxy-2-nitrobenzoic acid
• CAS No.: 31839-20-0
• Molecular Formula: C8H7NO6
• Molecular Weight: 213.147
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID50552448
• Wikidata: Q82432705
• Mol file: 31839-20-0.mol

Synonyms:5-hydroxy-4-methoxy-2-nitrobenzoic acid;31839-20-0;MFCD10666941;5-Hydroxy-4-methoxy-2-nitro-benzoic acid;Benzoic acid, 5-hydroxy-4-methoxy-2-nitro-;5-hydroxy-4-methoxy-2-nitrobenzoicacid;5-Hydroxy-4-methoxy-2-nitrobenzoic acid 95+%;SCHEMBL215923;DTXSID50552448;VAFJDIUJDDCMHN-UHFFFAOYSA-N;TD1298;AKOS015856257;AF-0707;PB42530;3-hydroxy-4-methoxy-6-nitrobenzoic acid;AC-28507;SY034477;CS-0099784;EN300-33663;J-517606;Z359327188

Chemical Property of 5-Hydroxy-4-methoxy-2-nitrobenzoic acid

Chemical Property:

• Melting Point: 181 °C (decomp)
• Boiling Point: 456.1±45.0 °C(Predicted)
• PKA: 2.34±0.25(Predicted)
• PSA: 112.58000
• Density: 1.564±0.06 g/cm3(Predicted)
• LogP: 1.53040
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 213.02733694
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

97% ^*data from raw suppliers

5-Hydroxy-4-methoxy-2-nitrobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)[N+](=O)[O-])C(=O)O)O
• Uses: 5-Hydroxy-4-methoxy-2-nitrobenzoic Acid is used in the preparation of 6,7-dialkoxybiaryl-based inhibitors for phosphodiesterase 10 A (PDE10A).

Technology Process of 5-Hydroxy-4-methoxy-2-nitrobenzoic acid

There total 5 articles about 5-Hydroxy-4-methoxy-2-nitrobenzoic acid 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: 99.0%

4,5-dimethoxy-2-nitro-benzoic acid (4998-07-6) → 5-hydroxy-4-methoxy-2-nitrobenzoic acid (31839-20-0)

Guidance literature:

4,5-dimethoxy-2-nitro-benzoic acid; With sodium hydroxide; water; at 100 ℃; for 3h;

With hydrogenchloride; In water; at 0 ℃; pH=< 2;

Reference yield: 92.0%

methyl 4,5-dimethoxy-2-nitrobenzoate (26791-93-5) → 5-hydroxy-4-methoxy-2-nitrobenzoic acid (31839-20-0)

Guidance literature:

methyl 4,5-dimethoxy-2-nitrobenzoate; With potassium hydroxide; water; at 0 - 70 ℃; for 4h; Heating / reflux;

With acetic acid; In water; at 20 ℃; pH=9;

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → 5-hydroxy-4-methoxy-2-nitrobenzoic acid (31839-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nitric acid / 1,2-dichloro-ethane / 7 h / 25 - 40 °C

2.1: potassium dihydrogenphosphate / acetonitrile; water

2.2: 25 - 35 °C

3.1: potassium hydroxide / water / 98 - 100 °C

With potassium dihydrogenphosphate; nitric acid; potassium hydroxide; In water; 1,2-dichloro-ethane; acetonitrile;

upstream raw materials:

methyl 4,5-dimethoxy-2-nitrobenzoate

4,5-dimethoxy-2-nitro-benzoic acid

3,4-dimethoxy-benzaldehyde

6-nitroveratraldehyde

Downstream raw materials:

3-hydroxy-4-methoxy-2,6-dinitro-benzoic acid

5-acetoxy-4-methoxy-2-nitro-benzoic acid

methyl 4,5-dimethoxy-2-nitrobenzoate

2-amino-5-hydroxy-4-methoxybenzoic acid