5-Bromo-4-methoxy-2-nitroaniline

Base Information

• Chemical Name: 5-Bromo-4-methoxy-2-nitroaniline
• CAS No.: 6943-69-7
• Molecular Formula: C7H7 Br N2 O3
• Molecular Weight: 247.048
• Hs Code.: 2922299090
• European Community (EC) Number: 636-215-7
• NSC Number: 54778
• DSSTox Substance ID: DTXSID00288220
• Wikidata: Q72446270
• Mol file: 6943-69-7.mol

Synonyms:5-bromo-4-methoxy-2-nitroaniline;6943-69-7;MFCD00031127;NSC54778;Benzenamine, 5-bromo-4-methoxy-2-nitro-;SCHEMBL1401378;DTXSID00288220;HQUCUBOXGLEYNA-UHFFFAOYSA-N;3-bromo-4-methoxy-6-nitroaniline;5-Bromo-4-methoxy-2-nitro-aniline;NSC-54778;AKOS015834004;BS-29308;CS-0146016;D95037

Chemical Property of 5-Bromo-4-methoxy-2-nitroaniline

Chemical Property:

• Vapor Pressure: 8.23E-06mmHg at 25°C
• Melting Point: 135℃
• Boiling Point: 374.6°Cat760mmHg
• Flash Point: 180.4°C
• PSA: 81.07000
• Density: 1.718g/cm³
• LogP: 3.05250
• Storage Temp.: Room temperature.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 245.96400
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-BROMO-4-METHOXY-6-NITROANILINE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 5-Bromo-4-methoxy-2-nitroaniline

There total 4 articles about 5-Bromo-4-methoxy-2-nitroaniline 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: 95.0%

N-(5-bromo-4-methoxy-2-nitrophenyl)acetamide (7357-66-6) → 5-bromo-4-methoxy-2-nitro-phenylamine (6943-69-7)

Guidance literature:

With sulfuric acid; In methanol; Heating;

DOI:10.1016/j.bmcl.2008.02.080

Reference yield:

N-(3-bromo-4-methoxyphenyl)acetamide (6943-73-3) → 5-bromo-4-methoxy-2-nitro-phenylamine (6943-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / fuming nitric acid, acetic anhydride / 10 - 12 °C

2: 70 percent / conc HCl / H₂O / 0.25 h / Heating

With hydrogenchloride; nitric acid; acetic anhydride; In water;

Reference yield:

4-methoxyacetanilide (51-66-1) → 5-bromo-4-methoxy-2-nitro-phenylamine (6943-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / Br₂, AcOH

2: 91 percent / fuming nitric acid, acetic anhydride / 10 - 12 °C

3: 70 percent / conc HCl / H₂O / 0.25 h / Heating

With hydrogenchloride; bromine; nitric acid; acetic anhydride; acetic acid; In water;

upstream raw materials:

N-(5-bromo-4-methoxy-2-nitrophenyl)acetamide

N-(3-bromo-4-methoxyphenyl)acetamide

4-methoxyacetanilide

3-bromo-p-anisidine

Downstream raw materials:

4-bromo-5-methoxy-1,2-phenylenediamine

(3S)-3-amino-6-benzyl-1-hydroxy-7-methoxy-3,4-dihydroquinolin-2(1H)-one hydrochloride

tert-butyl [(3S)-6-benzyl-1-hydroxy-7-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

methyl 3-benzyl-N-(tert-butoxycarbonyl)-O-methyl-6-nitro-L-tyrosinate

Refernces

• 1、 Hasvold, Lisa A.,Wang, Le,Przytulinska, Magdalena,Xiao, Zhan,Chen, Zehan,Gu, Wen-Zhen,Merta, Philip J.,Xue, John,Kovar, Peter,Zhang, Haiying,Park, Chang,Sowin, Thomas J.,Rosenberg, Saul H.,Lin, Nan-Horng. "Investigation of novel 7,8-disubstituted-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-ones as potent Chk1 inhibitors". . p. 2311 - 2315. Retrieved 2008/09/21.
• 2、 Bindal, Varinder,Jain, Kiran,Handa, R. N.,Pujari, H. K.. "Heterocyclic Systems Containing Bridgehead Nitrogen Atom: Part LIV - Synthesis of Thiazolobenzimidazol-3-(2H)-ones". . p. 807 - 811. Retrieved 2007/10/02.