4,5-Dimethoxy-2-nitrobenzoyl chloride

Base Information

• Chemical Name: 4,5-Dimethoxy-2-nitrobenzoyl chloride
• CAS No.: 29568-78-3
• Molecular Formula: C9H8 Cl N O5
• Molecular Weight: 245.619
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID30548041
• Nikkaji Number: J2.097.308K
• Wikidata: Q82426623
• Mol file: 29568-78-3.mol

Synonyms:29568-78-3;4,5-Dimethoxy-2-nitrobenzoyl chloride;Benzoyl chloride, 4,5-dimethoxy-2-nitro-;SCHEMBL6592804;DTXSID30548041;AKOS016011551;4, 5-dimethoxy-2-nitrobenzoyl chloride

Chemical Property of 4,5-Dimethoxy-2-nitrobenzoyl chloride

Chemical Property:

• PSA: 81.35000
• LogP: 2.51420
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 245.0091000
• Heavy Atom Count: 16
• Complexity: 280

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C(=O)Cl)[N+](=O)[O-])OC

Technology Process of 4,5-Dimethoxy-2-nitrobenzoyl chloride

There total 9 articles about 4,5-Dimethoxy-2-nitrobenzoyl chloride 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: 100.0%

4,5-dimethoxy-2-nitro-benzoic acid (4998-07-6) → 4,5-dimethoxy-2-nitrobenzoyl chloride (29568-78-3)

Guidance literature:

With thionyl chloride; In toluene; for 3h; Heating;

DOI:10.1021/ol070820h

Reference yield:

oxalyl dichloride (79-37-8) + 4,5-dimethoxy-2-nitro-benzoic acid (4998-07-6) → 4,5-dimethoxy-2-nitrobenzoyl chloride (29568-78-3)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

4-hydroxy-3-methoxybenzoic acid methyl ester (3943-74-6) → 4,5-dimethoxy-2-nitrobenzoyl chloride (29568-78-3)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / acetone / Heating

2: HNO₃; acetic acid / 50 - 60 °C

3: NaOH / tetrahydrofuran

4: SOCl₂ / CH₂Cl₂ / 3 h / Heating

With sodium hydroxide; thionyl chloride; nitric acid; potassium carbonate; acetic acid; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/j.bmc.2004.04.030

upstream raw materials:

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

4-hydroxy-3-methoxybenzoic acid methyl ester

3-methoxy-4-hydroxybenzoic acid

methyl 3,4-dimethoxybenzoate

Downstream raw materials:

1-(2-nitro-4,5-dimethoxybenzoyl)-indoline

2,4-dihydroxy-6,7-dimethoxyquinoline

1-(4,5-Dimethoxy-2-nitro-benzoyl)-1H-pyrrole-2-carboxylic acid methyl ester

N-[2-(4-Ethoxy-3-methoxy-phenyl)-ethyl]-4,5-dimethoxy-2-nitro-benzamide

Refernces

• 1、 Raffa, Demetrio,Plescia, Fabiana,Maggio, Benedetta,Raimondi, Maria Valeria,D'Anneo, Antonella,Lauricella, Marianna,Daidone, Giuseppe. "Anthranilamide-based 2-phenylcyclopropane-1-carboxamides, 1,1'-biphenyl-4-carboxamides and 1,1'-biphenyl-2-carboxamides: Synthesis biological evaluation and mechanism of action". . p. 262 - 273. Retrieved 2017/04/03.
• 2、 Yadav, Mange Ram,Chauhan, Bishram Singh,Naik, Prashant,Gandhi, Hardik,Giridhar, Rajani. "6,7-dimethoxyquinazolines as potential cytotoxic agents: Synthesis and in vitro activity". . p. 190 - 205. Retrieved 2015/04/14.